Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to San Diego is Frontier Airlines.
Cheapest Month
June
Travel Period: June 2024 - May 2025
The cheapest month(s) to fly from Chicago to San Diego is June.
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Jun 2024
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Jul 2024
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Aug 2024
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Sep 2024
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Oct 2024
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Nov 2024
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
Cheapest Day of the Week
Monday
The cheapest day(s) of the week to fly from Chicago to San Diego is Monday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Cheapest Time
6pm
The cheapest time of the day to fly from Chicago to San Diego is in the afternoon.
Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm
Flight Schedules
Last Updated: Thu, 2 May, 2024
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Total Duration
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All
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Availability
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19:57 - 22:30ORD - SAN
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19:57 (ORD)Chicago O'Hare International Airport
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22:30 (SAN)San Diego International Airport
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United Airlines (UA 1182)Boeing 737 Max 9 Passenger - 04h 33m
- Direct
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- F
- S
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- Boeing 737 Max 9 Passenger
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19:57 - 22:30ORD - SAN
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19:57 (ORD)Chicago O'Hare International Airport
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22:30 (SAN)San Diego International Airport
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United Airlines (UA 1182)Boeing 737 800 - 04h 33m
- Direct
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- -
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- -
- T
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- S
- S
- Boeing 737 800
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20:02 - 22:35ORD - SAN
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20:02 (ORD)Chicago O'Hare International Airport
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22:35 (SAN)San Diego International Airport
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United Airlines (UA 1182)Boeing 737 Max 9 Passenger - 04h 33m
- Direct
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- -
- -
- -
- -
- -
- -
- S
- Boeing 737 Max 9 Passenger
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20:05 - 22:20MDW - SAN
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20:05 (MDW)Chicago Midway Airport
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22:20 (SAN)San Diego International Airport
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Southwest Airlines (WN 782)Boeing 737 700 - 04h 15m
- Direct
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- -
- T
- W
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- -
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- Boeing 737 700
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20:15 - 22:35MDW - SAN
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20:15 (MDW)Chicago Midway Airport
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22:35 (SAN)San Diego International Airport
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Southwest Airlines (WN 3104)Boeing 737 700 - 04h 20m
- Direct
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- -
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- -
- -
- -
- -
- S
- Boeing 737 700
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20:55 - 23:15MDW - SAN
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20:55 (MDW)Chicago Midway Airport
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23:15 (SAN)San Diego International Airport
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Southwest Airlines (WN 782)Boeing 737 700 - 04h 20m
- Direct
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- T
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- Boeing 737 700
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20:57 - 23:12ORD - SAN
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20:57 (ORD)Chicago O'Hare International Airport
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23:12 (SAN)San Diego International Airport
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American Airlines (AA 1861)Airbus - 04h 15m
- Direct
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- -
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- S
- S
- Airbus
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06:10 - 12:40ORD - SAN
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06:10 (ORD)Chicago O'Hare International Airport
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12:40 (SAN)San Diego International Airport
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United Airlines (UA 336)Boeing 757 300 Series - 08h 30m
- Direct
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- -
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- S
- Boeing 757 300 Series
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06:10 - 12:42ORD - SAN
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06:10 (ORD)Chicago O'Hare International Airport
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12:42 (SAN)San Diego International Airport
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United Airlines (UA 336)Boeing 757 300 Series - 08h 32m
- Direct
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- F
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- Boeing 757 300 Series
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06:25 - 12:20ORD - SAN
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06:25 (ORD)Chicago O'Hare International Airport
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12:20 (SAN)San Diego International Airport
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United Airlines (UA 336)Boeing 757 300 Series - 07h 55m
- Direct
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- M
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- -
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- Boeing 757 300 Series
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06:25 - 08:40MDW - SAN
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06:25 (MDW)Chicago Midway Airport
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08:40 (SAN)San Diego International Airport
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Southwest Airlines (WN 4110)Boeing 737 700 - 04h 15m
- Direct
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- -
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- -
- T
- F
- -
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- Boeing 737 700
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06:25 - 12:47ORD - SAN
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06:25 (ORD)Chicago O'Hare International Airport
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12:47 (SAN)San Diego International Airport
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United Airlines (UA 336)Boeing 737 900 - 08h 22m
- Direct
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- Boeing 737 900
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06:55 - 09:15MDW - SAN
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06:55 (MDW)Chicago Midway Airport
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09:15 (SAN)San Diego International Airport
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Southwest Airlines (WN 472)Boeing 737 700 - 04h 20m
- Direct
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- -
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- -
- -
- -
- -
- S
- Boeing 737 700
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07:25 - 09:40MDW - SAN
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07:25 (MDW)Chicago Midway Airport
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09:40 (SAN)San Diego International Airport
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Southwest Airlines (WN 3307)Boeing 737 700 - 04h 15m
- Direct
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- -
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- -
- -
- -
- S
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- Boeing 737 700
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08:05 - 10:30ORD - SAN
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08:05 (ORD)Chicago O'Hare International Airport
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10:30 (SAN)San Diego International Airport
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American Airlines (AA 2343)Boeing 737 800 - 04h 25m
- Direct
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- -
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- -
- T
- F
- S
- S
- Boeing 737 800
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09:05 - 11:36ORD - SAN
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09:05 (ORD)Chicago O'Hare International Airport
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11:36 (SAN)San Diego International Airport
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United Airlines (UA 1584)Boeing 737 Max 8 Passenger - 04h 31m
- Direct
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- -
- -
- -
- T
- F
- S
- S
- Boeing 737 Max 8 Passenger
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09:20 - 11:51ORD - SAN
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09:20 (ORD)Chicago O'Hare International Airport
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11:51 (SAN)San Diego International Airport
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United Airlines (UA 1584)Boeing 737 900 - 04h 31m
- Direct
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- -
- -
- S
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- Boeing 737 900
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09:20 - 11:51ORD - SAN
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09:20 (ORD)Chicago O'Hare International Airport
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11:51 (SAN)San Diego International Airport
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United Airlines (UA 1584)Boeing 737 Max 8 Passenger - 04h 31m
- Direct
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- -
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- -
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- Boeing 737 Max 8 Passenger
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10:35 - 13:03ORD - SAN
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10:35 (ORD)Chicago O'Hare International Airport
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13:03 (SAN)San Diego International Airport
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United Airlines (UA 2684)Boeing 737 900 - 04h 28m
- Direct
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- F
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- Boeing 737 900
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10:35 - 13:03ORD - SAN
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10:35 (ORD)Chicago O'Hare International Airport
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13:03 (SAN)San Diego International Airport
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United Airlines (UA 2684)Boeing 737 800 - 04h 28m
- Direct
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- -
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- S
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- Boeing 737 800
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10:50 - 13:18ORD - SAN
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10:50 (ORD)Chicago O'Hare International Airport
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13:18 (SAN)San Diego International Airport
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United Airlines (UA 2684)Boeing 737 800 - 04h 28m
- Direct
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- Boeing 737 800
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11:30 - 13:45MDW - SAN
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11:30 (MDW)Chicago Midway Airport
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13:45 (SAN)San Diego International Airport
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Southwest Airlines (WN 1001)Boeing 737 700 - 04h 15m
- Direct
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- -
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- S
- Boeing 737 700
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12:15 - 14:30MDW - SAN
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12:15 (MDW)Chicago Midway Airport
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14:30 (SAN)San Diego International Airport
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Southwest Airlines (WN 472)Boeing 737 700 - 04h 15m
- Direct
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- Boeing 737 700
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12:30 - 14:45MDW - SAN
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12:30 (MDW)Chicago Midway Airport
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14:45 (SAN)San Diego International Airport
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Southwest Airlines (WN 472)Boeing 737 700 - 04h 15m
- Direct
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- T
- F
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- Boeing 737 700
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13:15 - 16:40MDW - SAN
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13:15 (MDW)Chicago Midway Airport
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16:40 (SAN)San Diego International Airport
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Southwest Airlines (WN 2535)Boeing 737 700 - 05h 25m
- Direct
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- -
- -
- -
- S
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- Boeing 737 700
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13:45 - 17:20MDW - SAN
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13:45 (MDW)Chicago Midway Airport
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17:20 (SAN)San Diego International Airport
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Southwest Airlines (WN 4380)Boeing 737 700 - 05h 35m
- Direct
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- Boeing 737 700
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13:45 - 16:14ORD - SAN
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13:45 (ORD)Chicago O'Hare International Airport
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16:14 (SAN)San Diego International Airport
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United Airlines (UA 2683)Boeing 737 800 - 04h 29m
- Direct
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- S
- Boeing 737 800
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14:00 - 16:29ORD - SAN
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14:00 (ORD)Chicago O'Hare International Airport
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16:29 (SAN)San Diego International Airport
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United Airlines (UA 2683)Boeing 737 800 - 04h 29m
- Direct
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- T
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- Boeing 737 800
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14:45 - 17:05MDW - SAN
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14:45 (MDW)Chicago Midway Airport
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17:05 (SAN)San Diego International Airport
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Southwest Airlines (WN 472)Boeing 737 700 - 04h 20m
- Direct
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- S
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- Boeing 737 700
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15:10 - 18:45MDW - SAN
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15:10 (MDW)Chicago Midway Airport
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18:45 (SAN)San Diego International Airport
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Southwest Airlines (WN 1924)Boeing 737 700 - 05h 35m
- Direct
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- T
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- Boeing 737 700
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16:15 - 18:44ORD - SAN
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16:15 (ORD)Chicago O'Hare International Airport
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18:44 (SAN)San Diego International Airport
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United Airlines (UA 1505)Boeing 737 800 - 04h 29m
- Direct
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- -
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- -
- T
- F
- S
- S
- Boeing 737 800
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16:15 - 18:44ORD - SAN
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16:15 (ORD)Chicago O'Hare International Airport
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18:44 (SAN)San Diego International Airport
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United Airlines (UA 584)Boeing 737 900 - 04h 29m
- Direct
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- Boeing 737 900
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16:15 - 18:44ORD - SAN
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16:15 (ORD)Chicago O'Hare International Airport
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18:44 (SAN)San Diego International Airport
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United Airlines (UA 584)Boeing 737 800 - 04h 29m
- Direct
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- F
- S
- S
- Boeing 737 800
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16:20 - 22:50MDW - SAN
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16:20 (MDW)Chicago Midway Airport
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22:50 (SAN)San Diego International Airport
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Southwest Airlines (WN 3936)Boeing 737 700 - 08h 30m
- Direct
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- T
- F
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- Boeing 737 700
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17:05 - 19:20ORD - SAN
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17:05 (ORD)Chicago O'Hare International Airport
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19:20 (SAN)San Diego International Airport
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American Airlines (AA 1543)Airbus - 04h 15m
- Direct
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- S
- Airbus
Connecting Flights
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19:00 - 20:40MDW - DEN21:25 - 22:50DEN - SAN
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19:00 (MDW)Chicago Midway Airport21:25 (DEN)Denver Intl Airport
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20:40 (DEN)Denver Intl Airport22:50 (SAN)San Diego International Airport
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Southwest Airlines (WN 5865)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3936)Boeing 737 700 - 05h 50m (00h 45m)
- DEN Denver 00h 45m
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- M
- -
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- T
- F
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19:50 - 22:20ORD - SLC23:00 - 23:58SLC - SAN
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19:50 (ORD)Chicago O'Hare International Airport23:00 (SLC)Salt Lake City Airport
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22:20 (SLC)Salt Lake City Airport23:58 (SAN)San Diego International Airport
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Delta Air Lines (DL 352)Airbus A220 100 Passenger Delta Air Lines (DL 2436)Boeing 737 900 - 06h 08m (00h 40m)
- SLC Salt Lake City 00h 40m
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- -
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- S
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19:52 - 21:55ORD - LAS22:34 - 23:48LAS - SAN
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19:52 (ORD)Chicago O'Hare International Airport22:34 (LAS)Las Vegas McCarran International Airport
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21:55 (LAS)Las Vegas McCarran International Airport23:48 (SAN)San Diego International Airport
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Spirit Airlines (NK 2525)Airbus A320 Neo Spirit Airlines (NK 1850)Airbus A320 Neo - 05h 56m (00h 39m)
- LAS Las Vegas 00h 39m
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- M
- -
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- -
- -
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05:00 - 06:42ORD - DEN07:45 - 09:11DEN - SAN
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05:00 (ORD)Chicago O'Hare International Airport07:45 (DEN)Denver Intl Airport
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06:42 (DEN)Denver Intl Airport09:11 (SAN)San Diego International Airport
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United Airlines (UA 2426)Boeing 737 900 United Airlines (UA 1409)Boeing 737 800 - 06h 11m (01h 03m)
- DEN Denver 01h 03m
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- -
- -
- -
- T
- F
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- S
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05:00 - 06:42ORD - DEN07:47 - 09:09DEN - SAN
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05:00 (ORD)Chicago O'Hare International Airport07:47 (DEN)Denver Intl Airport
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06:42 (DEN)Denver Intl Airport09:09 (SAN)San Diego International Airport
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United Airlines (UA 2426)Boeing 737 900 United Airlines (UA 1409)Boeing 737 800 - 06h 09m (01h 05m)
- DEN Denver 01h 05m
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- -
- -
- -
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- -
- S
- -
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05:00 - 07:34ORD - DFW08:28 - 09:41DFW - SAN
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05:00 (ORD)Chicago O'Hare International Airport08:28 (DFW)Dallas/Fort Worth Intl Airport
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07:34 (DFW)Dallas/Fort Worth Intl Airport09:41 (SAN)San Diego International Airport
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American Airlines (AA 760)Boeing 737 800 American Airlines (AA 2034)Airbus - 06h 41m (00h 54m)
- DFW Dallas 00h 54m
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- -
- -
- -
- -
- -
- S
- S
-
05:00 - 07:34ORD - DFW10:10 - 11:26DFW - SAN
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05:00 (ORD)Chicago O'Hare International Airport10:10 (DFW)Dallas/Fort Worth Intl Airport
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07:34 (DFW)Dallas/Fort Worth Intl Airport11:26 (SAN)San Diego International Airport
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American Airlines (AA 760)Boeing 737 800 American Airlines (AA 2050)Airbus - 08h 26m (02h 36m)
- DFW Dallas 02h 36m
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- -
- -
- -
- -
- -
- S
- -
-
05:00 - 06:42ORD - DEN07:45 - 09:11DEN - SAN
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05:00 (ORD)Chicago O'Hare International Airport07:45 (DEN)Denver Intl Airport
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06:42 (DEN)Denver Intl Airport09:11 (SAN)San Diego International Airport
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United Airlines (UA 1314)Boeing 737 Max 9 Passenger United Airlines (UA 1409)Boeing 737 800 - 06h 11m (01h 03m)
- DEN Denver 01h 03m
-
- -
- -
- -
- -
- -
- -
- S
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05:00 - 06:42ORD - DEN07:45 - 09:11DEN - SAN
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05:00 (ORD)Chicago O'Hare International Airport07:45 (DEN)Denver Intl Airport
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06:42 (DEN)Denver Intl Airport09:11 (SAN)San Diego International Airport
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United Airlines (UA 1314)Boeing 737 800 United Airlines (UA 1409)Boeing 737 800 - 06h 11m (01h 03m)
- DEN Denver 01h 03m
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- -
- T
- -
- -
- -
- -
- -
-
05:10 - 06:50MDW - PHX07:40 - 08:50PHX - SAN
-
05:10 (MDW)Chicago Midway Airport07:40 (PHX)Phoenix Sky Harbor Intl Airport
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06:50 (PHX)Phoenix Sky Harbor Intl Airport08:50 (SAN)San Diego International Airport
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Southwest Airlines (WN 2273)Boeing 737 700 Southwest Airlines (WN 732)Boeing 737 700 - 05h 40m (00h 50m)
- PHX Phoenix 00h 50m
-
- M
- -
- -
- T
- F
- -
- -
-
05:10 - 06:50MDW - PHX08:35 - 09:50PHX - SAN
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05:10 (MDW)Chicago Midway Airport08:35 (PHX)Phoenix Sky Harbor Intl Airport
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06:50 (PHX)Phoenix Sky Harbor Intl Airport09:50 (SAN)San Diego International Airport
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Southwest Airlines (WN 2273)Boeing 737 700 Southwest Airlines (WN 4128)Boeing 737 700 - 06h 40m (01h 45m)
- PHX Phoenix 01h 45m
-
- M
- -
- -
- T
- F
- -
- -
-
05:10 - 06:50MDW - PHX07:50 - 09:00PHX - SAN
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05:10 (MDW)Chicago Midway Airport07:50 (PHX)Phoenix Sky Harbor Intl Airport
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06:50 (PHX)Phoenix Sky Harbor Intl Airport09:00 (SAN)San Diego International Airport
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Southwest Airlines (WN 2273)Boeing 737 700 Southwest Airlines (WN 732)Boeing 737 Max 8 Passenger - 05h 50m (01h 00m)
- PHX Phoenix 01h 00m
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- -
- -
- -
- T
- -
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05:30 - 07:25MDW - LAS09:00 - 10:05LAS - SAN
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05:30 (MDW)Chicago Midway Airport09:00 (LAS)Las Vegas McCarran International Airport
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07:25 (LAS)Las Vegas McCarran International Airport10:05 (SAN)San Diego International Airport
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Southwest Airlines (WN 6191)Boeing 737 700 Southwest Airlines (WN 2597)Boeing 737 700 - 06h 35m (01h 35m)
- LAS Las Vegas 01h 35m
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- -
- T
- W
- -
- -
- -
- -
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05:30 - 07:25MDW - LAS10:55 - 12:10LAS - SAN
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05:30 (MDW)Chicago Midway Airport10:55 (LAS)Las Vegas McCarran International Airport
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07:25 (LAS)Las Vegas McCarran International Airport12:10 (SAN)San Diego International Airport
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Southwest Airlines (WN 6191)Boeing 737 700 Southwest Airlines (WN 2544)Boeing 737 Max 8 Passenger - 08h 40m (03h 30m)
- LAS Las Vegas 03h 30m
-
- -
- T
- W
- -
- -
- -
- -
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05:35 - 07:25MDW - PHX11:20 - 12:30PHX - SAN
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05:35 (MDW)Chicago Midway Airport11:20 (PHX)Phoenix Sky Harbor Intl Airport
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07:25 (PHX)Phoenix Sky Harbor Intl Airport12:30 (SAN)San Diego International Airport
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Southwest Airlines (WN 2273)Boeing 737 800 Southwest Airlines (WN 3504)Boeing 737 700 - 08h 55m (03h 55m)
- PHX Phoenix 03h 55m
-
- -
- -
- -
- -
- -
- -
- S
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05:35 - 07:15MDW - PHX10:05 - 11:25PHX - SAN
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05:35 (MDW)Chicago Midway Airport10:05 (PHX)Phoenix Sky Harbor Intl Airport
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07:15 (PHX)Phoenix Sky Harbor Intl Airport11:25 (SAN)San Diego International Airport
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Southwest Airlines (WN 2273)Boeing 737 700 Southwest Airlines (WN 4129)Boeing 737 800 - 07h 50m (02h 50m)
- PHX Phoenix 02h 50m
-
- -
- -
- -
- -
- -
- S
- -
-
05:35 - 07:25MDW - PHX08:50 - 10:15PHX - SAN
-
05:35 (MDW)Chicago Midway Airport08:50 (PHX)Phoenix Sky Harbor Intl Airport
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07:25 (PHX)Phoenix Sky Harbor Intl Airport10:15 (SAN)San Diego International Airport
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Southwest Airlines (WN 2273)Boeing 737 800 Southwest Airlines (WN 4128)Boeing 737 700 - 06h 40m (01h 25m)
- PHX Phoenix 01h 25m
-
- -
- -
- -
- -
- -
- -
- S
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05:35 - 07:00MDW - BNA08:20 - 10:40BNA - SAN
-
05:35 (MDW)Chicago Midway Airport08:20 (BNA)Nashville Airport
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07:00 (BNA)Nashville Airport10:40 (SAN)San Diego International Airport
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Southwest Airlines (WN 270)Boeing 737 700 Southwest Airlines (WN 1994)Boeing 737 Max 8 Passenger - 07h 05m (01h 20m)
- BNA Nashville 01h 20m
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- M
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- T
- F
- -
- -
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05:45 - 07:45ORD - LAS10:35 - 11:50LAS - SAN
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05:45 (ORD)Chicago O'Hare International Airport10:35 (LAS)Las Vegas McCarran International Airport
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07:45 (LAS)Las Vegas McCarran International Airport11:50 (SAN)San Diego International Airport
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Southwest Airlines (WN 1211)Boeing 737 800 Southwest Airlines (WN 2544)Boeing 737 700 - 08h 05m (02h 50m)
- LAS Las Vegas 02h 50m
-
- -
- -
- -
- -
- -
- -
- S
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05:45 - 07:10ORD - BNA09:20 - 11:40BNA - SAN
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05:45 (ORD)Chicago O'Hare International Airport09:20 (BNA)Nashville Airport
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07:10 (BNA)Nashville Airport11:40 (SAN)San Diego International Airport
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Southwest Airlines (WN 658)Boeing 737 800 Southwest Airlines (WN 1994)Boeing 737 700 - 07h 55m (02h 10m)
- BNA Nashville 02h 10m
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- -
- T
- W
- -
- -
- -
- -
-
05:45 - 07:45ORD - LAS08:45 - 09:55LAS - SAN
-
05:45 (ORD)Chicago O'Hare International Airport08:45 (LAS)Las Vegas McCarran International Airport
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07:45 (LAS)Las Vegas McCarran International Airport09:55 (SAN)San Diego International Airport
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Southwest Airlines (WN 1211)Boeing 737 800 Southwest Airlines (WN 2597)Boeing 737 700 - 06h 10m (01h 00m)
- LAS Las Vegas 01h 00m
-
- -
- -
- -
- -
- -
- -
- S
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05:45 - 07:45ORD - LAS11:05 - 12:15LAS - SAN
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05:45 (ORD)Chicago O'Hare International Airport11:05 (LAS)Las Vegas McCarran International Airport
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07:45 (LAS)Las Vegas McCarran International Airport12:15 (SAN)San Diego International Airport
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Southwest Airlines (WN 1211)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2544)Boeing 737 700 - 08h 30m (03h 20m)
- LAS Las Vegas 03h 20m
-
- -
- -
- -
- -
- -
- S
- -
-
05:45 - 07:10ORD - BNA08:20 - 10:40BNA - SAN
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05:45 (ORD)Chicago O'Hare International Airport08:20 (BNA)Nashville Airport
-
07:10 (BNA)Nashville Airport10:40 (SAN)San Diego International Airport
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Southwest Airlines (WN 658)Boeing 737 700 Southwest Airlines (WN 1994)Boeing 737 Max 8 Passenger - 06h 55m (01h 10m)
- BNA Nashville 01h 10m
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- M
- -
- -
- T
- F
- -
- -
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05:50 - 07:30MDW - DEN09:00 - 10:20DEN - SAN
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05:50 (MDW)Chicago Midway Airport09:00 (DEN)Denver Intl Airport
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07:30 (DEN)Denver Intl Airport10:20 (SAN)San Diego International Airport
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Southwest Airlines (WN 1697)Boeing 737 700 Southwest Airlines (WN 910)Boeing 737 700 - 06h 30m (01h 30m)
- DEN Denver 01h 30m
-
- M
- -
- -
- T
- F
- -
- -
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05:55 - 07:05MDW - STL10:05 - 11:55STL - SAN
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05:55 (MDW)Chicago Midway Airport10:05 (STL)St Louis Lambert Intl Airport
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07:05 (STL)St Louis Lambert Intl Airport11:55 (SAN)San Diego International Airport
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Southwest Airlines (WN 5846)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4676)Boeing 737 800 - 08h 00m (03h 00m)
- STL Saint Louis 03h 00m
-
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- -
- S
- -
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06:00 - 08:50ORD - IAH09:32 - 10:59IAH - SAN
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06:00 (ORD)Chicago O'Hare International Airport09:32 (IAH)Houston George Bush Intercontinental Airport
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08:50 (IAH)Houston George Bush Intercontinental Airport10:59 (SAN)San Diego International Airport
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United Airlines (UA 2735)Airbus A321 Neo United Airlines (UA 2358)Boeing 737 900 - 06h 59m (00h 42m)
- IAH Houston 00h 42m
-
- -
- -
- -
- T
- F
- S
- S
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06:00 - 08:50ORD - IAH09:32 - 10:59IAH - SAN
-
06:00 (ORD)Chicago O'Hare International Airport09:32 (IAH)Houston George Bush Intercontinental Airport
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08:50 (IAH)Houston George Bush Intercontinental Airport10:59 (SAN)San Diego International Airport
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United Airlines (UA 1995)Airbus A321 Neo United Airlines (UA 2358)Boeing 737 900 - 06h 59m (00h 42m)
- IAH Houston 00h 42m
-
- -
- -
- -
- -
- -
- S
- S
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06:00 - 08:58MDW - ATL11:10 - 12:47ATL - SAN
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06:00 (MDW)Chicago Midway Airport11:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:58 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:47 (SAN)San Diego International Airport
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Delta Air Lines (DL 1260)Boeing 717 Delta Air Lines (DL 560)Boeing 757 300 Series - 08h 47m (02h 12m)
- ATL Atlanta 02h 12m
-
- -
- -
- -
- T
- F
- S
- S
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06:00 - 08:34ORD - SEA09:30 - 12:20SEA - SAN
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06:00 (ORD)Chicago O'Hare International Airport09:30 (SEA)Seattle/Tacoma International Airport
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08:34 (SEA)Seattle/Tacoma International Airport12:20 (SAN)San Diego International Airport
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Alaska Airlines (AS 333)Boeing 737 Alaska Airlines (AS 1108)Boeing 737 800 - 08h 20m (00h 56m)
- SEA Seattle 00h 56m
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- -
- T
- W
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- -
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06:00 - 08:34ORD - SEA09:50 - 12:40SEA - SAN
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06:00 (ORD)Chicago O'Hare International Airport09:50 (SEA)Seattle/Tacoma International Airport
-
08:34 (SEA)Seattle/Tacoma International Airport12:40 (SAN)San Diego International Airport
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Alaska Airlines (AS 333)Boeing 737 800 Alaska Airlines (AS 1108)Boeing 737 - 08h 40m (01h 16m)
- SEA Seattle 01h 16m
-
- -
- -
- -
- -
- -
- S
- -
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06:00 - 07:47ORD - PHX10:09 - 11:26PHX - SAN
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06:00 (ORD)Chicago O'Hare International Airport10:09 (PHX)Phoenix Sky Harbor Intl Airport
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07:47 (PHX)Phoenix Sky Harbor Intl Airport11:26 (SAN)San Diego International Airport
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American Airlines (AA 361)Boeing 737 800 American Airlines (AA 2613)Boeing 737 800 - 07h 26m (02h 22m)
- PHX Phoenix 02h 22m
-
- -
- -
- -
- -
- -
- S
- S
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06:00 - 08:56MDW - ATL11:15 - 12:51ATL - SAN
-
06:00 (MDW)Chicago Midway Airport11:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:51 (SAN)San Diego International Airport
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Delta Air Lines (DL 1260)Boeing 717 Delta Air Lines (DL 560)Boeing 757 300 Series - 08h 51m (02h 19m)
- ATL Atlanta 02h 19m
-
- -
- -
- -
- -
- -
- S
- S
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06:05 - 07:35MDW - MCI09:25 - 11:00MCI - SAN
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06:05 (MDW)Chicago Midway Airport09:25 (MCI)Kansas City International Airport
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07:35 (MCI)Kansas City International Airport11:00 (SAN)San Diego International Airport
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Southwest Airlines (WN 1942)Boeing 737 700 Southwest Airlines (WN 2704)Boeing 737 800 - 06h 55m (01h 50m)
- MCI Kansas City 01h 50m
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- -
- T
- W
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- -
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06:10 - 08:05MDW - LAS09:30 - 10:50LAS - SAN
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06:10 (MDW)Chicago Midway Airport09:30 (LAS)Las Vegas McCarran International Airport
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08:05 (LAS)Las Vegas McCarran International Airport10:50 (SAN)San Diego International Airport
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Southwest Airlines (WN 6191)Boeing 737 700 Southwest Airlines (WN 2597)Boeing 737 700 - 06h 40m (01h 25m)
- LAS Las Vegas 01h 25m
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- M
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- T
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06:10 - 08:46ORD - SEA09:45 - 12:34SEA - SAN
-
06:10 (ORD)Chicago O'Hare International Airport09:45 (SEA)Seattle/Tacoma International Airport
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08:46 (SEA)Seattle/Tacoma International Airport12:34 (SAN)San Diego International Airport
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Delta Air Lines (DL 1613)Airbus A220 300 Delta Air Lines (DL 2129)Airbus A220 300 - 08h 24m (00h 59m)
- SEA Seattle 00h 59m
-
- -
- -
- -
- -
- -
- S
- S
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06:10 - 08:56ORD - SFO10:53 - 12:52SFO - SAN
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06:10 (ORD)Chicago O'Hare International Airport10:53 (SFO)San Francisco International Airport
-
08:56 (SFO)San Francisco International Airport12:52 (SAN)San Diego International Airport
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United Airlines (UA 336)Boeing 757 300 Series United Airlines (UA 5267)Embraer 175 - 08h 42m (01h 57m)
- SFO San Francisco 01h 57m
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- -
- -
- -
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06:15 - 08:00ORD - PHX10:05 - 11:25PHX - SAN
-
06:15 (ORD)Chicago O'Hare International Airport10:05 (PHX)Phoenix Sky Harbor Intl Airport
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08:00 (PHX)Phoenix Sky Harbor Intl Airport11:25 (SAN)San Diego International Airport
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Southwest Airlines (WN 5245)Boeing 737 800 Southwest Airlines (WN 4129)Boeing 737 800 - 07h 10m (02h 05m)
- PHX Phoenix 02h 05m
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- -
- -
- -
- -
- -
- S
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06:15 - 08:00ORD - PHX08:50 - 10:15PHX - SAN
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06:15 (ORD)Chicago O'Hare International Airport08:50 (PHX)Phoenix Sky Harbor Intl Airport
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08:00 (PHX)Phoenix Sky Harbor Intl Airport10:15 (SAN)San Diego International Airport
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Southwest Airlines (WN 5245)Boeing 737 800 Southwest Airlines (WN 4128)Boeing 737 700 - 06h 00m (00h 50m)
- PHX Phoenix 00h 50m
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- -
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06:15 - 08:00ORD - PHX11:20 - 12:30PHX - SAN
-
06:15 (ORD)Chicago O'Hare International Airport11:20 (PHX)Phoenix Sky Harbor Intl Airport
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08:00 (PHX)Phoenix Sky Harbor Intl Airport12:30 (SAN)San Diego International Airport
-
Southwest Airlines (WN 5245)Boeing 737 800 Southwest Airlines (WN 3504)Boeing 737 700 - 08h 15m (03h 20m)
- PHX Phoenix 03h 20m
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- -
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- -
- -
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- -
- S
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06:15 - 08:35MDW - DAL10:20 - 11:25DAL - SAN
-
06:15 (MDW)Chicago Midway Airport10:20 (DAL)Dallas/Fort Worth Love Field Airport
-
08:35 (DAL)Dallas/Fort Worth Love Field Airport11:25 (SAN)San Diego International Airport
-
Southwest Airlines (WN 1102)Boeing 737 800 Southwest Airlines (WN 2338)Boeing 737 700 - 07h 10m (01h 45m)
- DAL Dallas 01h 45m
-
- -
- -
- -
- -
- -
- -
- S
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06:15 - 08:00ORD - PHX12:00 - 13:10PHX - SAN
-
06:15 (ORD)Chicago O'Hare International Airport12:00 (PHX)Phoenix Sky Harbor Intl Airport
-
08:00 (PHX)Phoenix Sky Harbor Intl Airport13:10 (SAN)San Diego International Airport
-
Southwest Airlines (WN 5245)Boeing 737 800 Southwest Airlines (WN 444)Boeing 737 700 - 08h 55m (04h 00m)
- PHX Phoenix 04h 00m
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- -
- -
- -
- -
- -
- S
- -
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06:20 - 07:54ORD - MSP09:06 - 10:59MSP - SAN
-
06:20 (ORD)Chicago O'Hare International Airport09:06 (MSP)Minneapolis International Airport
-
07:54 (MSP)Minneapolis International Airport10:59 (SAN)San Diego International Airport
-
Delta Air Lines (DL 1394)Boeing 717 Delta Air Lines (DL 841)Airbus - 06h 39m (01h 12m)
- MSP Minneapolis 01h 12m
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- -
- -
- -
- -
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- -
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06:20 - 07:52ORD - MSP09:25 - 11:18MSP - SAN
-
06:20 (ORD)Chicago O'Hare International Airport09:25 (MSP)Minneapolis International Airport
-
07:52 (MSP)Minneapolis International Airport11:18 (SAN)San Diego International Airport
-
Delta Air Lines (DL 1394)Boeing 717 Delta Air Lines (DL 841)Airbus - 06h 58m (01h 33m)
- MSP Minneapolis 01h 33m
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- -
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- -
- S
- -
-
06:20 - 07:45MDW - BNA09:20 - 11:40BNA - SAN
-
06:20 (MDW)Chicago Midway Airport09:20 (BNA)Nashville Airport
-
07:45 (BNA)Nashville Airport11:40 (SAN)San Diego International Airport
-
Southwest Airlines (WN 270)Boeing 737 700 Southwest Airlines (WN 1994)Boeing 737 700 - 07h 20m (01h 35m)
- BNA Nashville 01h 35m
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- T
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06:20 - 07:54ORD - MSP09:05 - 10:58MSP - SAN
-
06:20 (ORD)Chicago O'Hare International Airport09:05 (MSP)Minneapolis International Airport
-
07:54 (MSP)Minneapolis International Airport10:58 (SAN)San Diego International Airport
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Delta Air Lines (DL 1394)Boeing 717 Delta Air Lines (DL 841)Airbus - 06h 38m (01h 11m)
- MSP Minneapolis 01h 11m
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- -
- T
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06:20 - 07:52ORD - MSP09:05 - 10:58MSP - SAN
-
06:20 (ORD)Chicago O'Hare International Airport09:05 (MSP)Minneapolis International Airport
-
07:52 (MSP)Minneapolis International Airport10:58 (SAN)San Diego International Airport
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Delta Air Lines (DL 1394)Boeing 717 Delta Air Lines (DL 841)Airbus - 06h 38m (01h 13m)
- MSP Minneapolis 01h 13m
-
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- -
- -
- -
- -
- -
- S
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06:20 - 07:52ORD - MSP11:00 - 12:51MSP - SAN
-
06:20 (ORD)Chicago O'Hare International Airport11:00 (MSP)Minneapolis International Airport
-
07:52 (MSP)Minneapolis International Airport12:51 (SAN)San Diego International Airport
-
Delta Air Lines (DL 1394)Boeing 717 Delta Air Lines (DL 1230)Airbus - 08h 31m (03h 08m)
- MSP Minneapolis 03h 08m
-
- -
- -
- -
- -
- -
- S
- S
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06:20 - 07:54ORD - MSP11:00 - 12:51MSP - SAN
-
06:20 (ORD)Chicago O'Hare International Airport11:00 (MSP)Minneapolis International Airport
-
07:54 (MSP)Minneapolis International Airport12:51 (SAN)San Diego International Airport
-
Delta Air Lines (DL 1394)Boeing 717 Delta Air Lines (DL 1230)Airbus - 08h 31m (03h 06m)
- MSP Minneapolis 03h 06m
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- -
- T
- F
- S
- S
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06:25 - 08:59ORD - DFW11:26 - 12:33DFW - SAN
-
06:25 (ORD)Chicago O'Hare International Airport11:26 (DFW)Dallas/Fort Worth Intl Airport
-
08:59 (DFW)Dallas/Fort Worth Intl Airport12:33 (SAN)San Diego International Airport
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American Airlines (AA 2754)Boeing 737 800 American Airlines (AA 2036)Airbus - 08h 08m (02h 27m)
- DFW Dallas 02h 27m
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- -
- S
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06:25 - 08:00MDW - DEN09:25 - 10:45DEN - SAN
-
06:25 (MDW)Chicago Midway Airport09:25 (DEN)Denver Intl Airport
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08:00 (DEN)Denver Intl Airport10:45 (SAN)San Diego International Airport
-
Southwest Airlines (WN 1699)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2662)Boeing 737 Max 8 Passenger - 06h 20m (01h 25m)
- DEN Denver 01h 25m
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What’s the fastest flight time from Chicago to San Diego?
The fastest flight time for direct flights from Chicago to San Diego is 4 hours 15 minutes. Check latest flight schedules & prices on Wego.
What’s the most popular airline flying from Chicago to San Diego?
The most popular airline flying from Chicago to San Diego is American Airlines. Find the latest flight deals on Wego.
How far is San Diego from Chicago?
The flight distance between Chicago and San Diego is 2787km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 00:00. The last flight of the day departs at 23:45. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to San Diego?
There are 3 airlines that offer direct flights from Chicago to San Diego. Find out the list of airlines on Wego.
All Airports in Chicago
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Popular Airlines flying from Chicago to San Diego
Popular destinations from San Diego
Popular destinations from Chicago
Popular Hotels in San Diego
- Bay Club Hotel And Marina
- The Sofia Hotel
- Hilton Garden Inn San Diego Downtown/Bayside
- DoubleTree by Hilton San Diego - Hotel Circle
- Comfort Inn San Diego Old Town
- Embassy Suites by Hilton San Diego Bay Downtown
- San Diego Marriott Mission Valley
- The Bristol Hotel San Diego
- Sheraton San Diego Hotel & Marina
- The Westin San Diego Gaslamp Quarter