Flight Schedules
Last Updated: Tue, 2 Apr, 2024
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11:55 - 18:08SJD - ORD
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11:55 (SJD)San Jose Cabo Airport
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18:08 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 766)Airbus - 4h 13m
- Direct
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- Airbus
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12:29 - 18:55SJD - ORD
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12:29 (SJD)San Jose Cabo Airport
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18:55 (ORD)Chicago O'Hare International Airport
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American Airlines (AA 2636)Boeing 737 800 - 4h 26m
- Direct
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- Boeing 737 800
Connecting Flights
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10:40 - 14:40SJD - DEN19:10 - 22:35DEN - ORD
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10:40 (SJD)San Jose Cabo Airport19:10 (DEN)Denver Intl Airport
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14:40 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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(WN 721)Boeing 737 800 (WN 3642)Boeing 737 700 - 9h 55m (4h 30m)
- DEN Denver 4h 30m
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10:40 - 14:40SJD - DEN16:30 - 20:00DEN - ORD
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10:40 (SJD)San Jose Cabo Airport16:30 (DEN)Denver Intl Airport
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14:40 (DEN)Denver Intl Airport20:00 (ORD)Chicago O'Hare International Airport
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(WN 721)Boeing 737 800 (WN 1252)Boeing 737 Max 8 Passenger - 7h 20m (1h 50m)
- DEN Denver 1h 50m
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10:40 - 14:40SJD - DEN18:05 - 21:30DEN - MDW
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10:40 (SJD)San Jose Cabo Airport18:05 (DEN)Denver Intl Airport
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14:40 (DEN)Denver Intl Airport21:30 (MDW)Chicago Midway Airport
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(WN 721)Boeing 737 800 (WN 1580)Boeing 737 Max 8 Passenger - 8h 50m (3h 25m)
- DEN Denver 3h 25m
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11:35 - 16:00SJD - HOU20:40 - 23:15HOU - MDW
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11:35 (SJD)San Jose Cabo Airport20:40 (HOU)Houston Hobby Airport
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16:00 (HOU)Houston Hobby Airport23:15 (MDW)Chicago Midway Airport
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(WN 881)Boeing 737 700 (WN 3115)Boeing 737 700 - 9h 40m (4h 40m)
- HOU Houston 4h 40m
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11:35 - 16:00SJD - HOU18:15 - 20:45HOU - MDW
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11:35 (SJD)San Jose Cabo Airport18:15 (HOU)Houston Hobby Airport
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16:00 (HOU)Houston Hobby Airport20:45 (MDW)Chicago Midway Airport
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(WN 881)Boeing 737 700 (WN 3114)Boeing 737 700 - 7h 10m (2h 15m)
- HOU Houston 2h 15m
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11:40 - 13:45SJD - PHX15:15 - 20:30PHX - MDW
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11:40 (SJD)San Jose Cabo Airport15:15 (PHX)Phoenix Sky Harbor Intl Airport
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13:45 (PHX)Phoenix Sky Harbor Intl Airport20:30 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 3201)Boeing 737 800 - 6h 50m (1h 30m)
- PHX Phoenix 1h 30m
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11:40 - 15:45SJD - DEN20:05 - 23:25DEN - MDW
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11:40 (SJD)San Jose Cabo Airport20:05 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport23:25 (MDW)Chicago Midway Airport
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(WN 721)Boeing 737 800 (WN 719)Boeing 737 700 - 9h 45m (4h 20m)
- DEN Denver 4h 20m
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11:40 - 16:05SJD - HOU20:50 - 23:25HOU - MDW
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11:40 (SJD)San Jose Cabo Airport20:50 (HOU)Houston Hobby Airport
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16:05 (HOU)Houston Hobby Airport23:25 (MDW)Chicago Midway Airport
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(WN 881)Boeing 737 800 (WN 3115)Boeing 737 Max 8 Passenger - 9h 45m (4h 45m)
- HOU Houston 4h 45m
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11:40 - 15:45SJD - DEN19:55 - 23:15DEN - MDW
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11:40 (SJD)San Jose Cabo Airport19:55 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport23:15 (MDW)Chicago Midway Airport
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(WN 721)Boeing 737 800 (WN 719)Boeing 737 800 - 9h 35m (4h 10m)
- DEN Denver 4h 10m
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11:40 - 13:45SJD - PHX17:40 - 23:05PHX - ORD
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11:40 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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13:45 (PHX)Phoenix Sky Harbor Intl Airport23:05 (ORD)Chicago O'Hare International Airport
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(WN 1922)Boeing 737 800 (WN 2414)Boeing 737 800 - 9h 25m (3h 55m)
- PHX Phoenix 3h 55m
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11:40 - 13:45SJD - PHX17:40 - 22:55PHX - MDW
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11:40 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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13:45 (PHX)Phoenix Sky Harbor Intl Airport22:55 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 5811)Boeing 737 Max 8 Passenger - 9h 15m (3h 55m)
- PHX Phoenix 3h 55m
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11:40 - 16:05SJD - HOU20:10 - 22:40HOU - MDW
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11:40 (SJD)San Jose Cabo Airport20:10 (HOU)Houston Hobby Airport
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16:05 (HOU)Houston Hobby Airport22:40 (MDW)Chicago Midway Airport
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(WN 881)Boeing 737 800 (WN 3115)Boeing 737 700 - 9h (4h 05m)
- HOU Houston 4h 05m
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11:40 - 15:45SJD - DEN19:10 - 22:35DEN - ORD
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11:40 (SJD)San Jose Cabo Airport19:10 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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(WN 721)Boeing 737 800 (WN 3642)Boeing 737 700 - 8h 55m (3h 25m)
- DEN Denver 3h 25m
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11:40 - 15:45SJD - DEN19:10 - 22:35DEN - ORD
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11:40 (SJD)San Jose Cabo Airport19:10 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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(WN 721)Boeing 737 800 (WN 3642)Boeing 737 800 - 8h 55m (3h 25m)
- DEN Denver 3h 25m
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11:40 - 15:45SJD - DEN17:40 - 21:05DEN - MDW
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11:40 (SJD)San Jose Cabo Airport17:40 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport21:05 (MDW)Chicago Midway Airport
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(WN 721)Boeing 737 800 (WN 1603)Boeing 737 Max 8 Passenger - 7h 25m (1h 55m)
- DEN Denver 1h 55m
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11:40 - 15:45SJD - DEN18:10 - 21:30DEN - MDW
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11:40 (SJD)San Jose Cabo Airport18:10 (DEN)Denver Intl Airport
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15:45 (DEN)Denver Intl Airport21:30 (MDW)Chicago Midway Airport
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(WN 721)Boeing 737 800 (WN 1603)Boeing 737 700 - 7h 50m (2h 25m)
- DEN Denver 2h 25m
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12:00 - 16:05SJD - DEN18:35 - 21:55DEN - MDW
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12:00 (SJD)San Jose Cabo Airport18:35 (DEN)Denver Intl Airport
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16:05 (DEN)Denver Intl Airport21:55 (MDW)Chicago Midway Airport
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(WN 721)Boeing 737 700 (WN 719)Boeing 737 800 - 7h 55m (2h 30m)
- DEN Denver 2h 30m
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12:20 - 14:30SJD - PHX16:55 - 22:20PHX - ORD
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12:20 (SJD)San Jose Cabo Airport16:55 (PHX)Phoenix Sky Harbor Intl Airport
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14:30 (PHX)Phoenix Sky Harbor Intl Airport22:20 (ORD)Chicago O'Hare International Airport
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(WN 1922)Boeing 737 800 (WN 1440)Boeing 737 Max 8 Passenger - 8h (2h 25m)
- PHX Phoenix 2h 25m
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12:20 - 14:30SJD - PHX16:00 - 21:15PHX - MDW
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12:20 (SJD)San Jose Cabo Airport16:00 (PHX)Phoenix Sky Harbor Intl Airport
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14:30 (PHX)Phoenix Sky Harbor Intl Airport21:15 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 3201)Boeing 737 700 - 6h 55m (1h 30m)
- PHX Phoenix 1h 30m
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12:20 - 14:30SJD - PHX17:40 - 22:55PHX - MDW
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12:20 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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14:30 (PHX)Phoenix Sky Harbor Intl Airport22:55 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 901)Boeing 737 Max 8 Passenger - 8h 35m (3h 10m)
- PHX Phoenix 3h 10m
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12:30 - 14:35SJD - PHX17:40 - 23:05PHX - ORD
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12:30 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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14:35 (PHX)Phoenix Sky Harbor Intl Airport23:05 (ORD)Chicago O'Hare International Airport
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(WN 1922)Boeing 737 800 (WN 2414)Boeing 737 Max 8 Passenger - 8h 35m (3h 05m)
- PHX Phoenix 3h 05m
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12:30 - 14:35SJD - PHX16:25 - 21:40PHX - MDW
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12:30 (SJD)San Jose Cabo Airport16:25 (PHX)Phoenix Sky Harbor Intl Airport
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14:35 (PHX)Phoenix Sky Harbor Intl Airport21:40 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 3222)Boeing 737 700 - 7h 10m (1h 50m)
- PHX Phoenix 1h 50m
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12:30 - 14:35SJD - PHX17:50 - 23:05PHX - MDW
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12:30 (SJD)San Jose Cabo Airport17:50 (PHX)Phoenix Sky Harbor Intl Airport
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14:35 (PHX)Phoenix Sky Harbor Intl Airport23:05 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 5811)Boeing 737 700 - 8h 35m (3h 15m)
- PHX Phoenix 3h 15m
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12:30 - 14:35SJD - PHX17:40 - 23:05PHX - ORD
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12:30 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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14:35 (PHX)Phoenix Sky Harbor Intl Airport23:05 (ORD)Chicago O'Hare International Airport
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(WN 1922)Boeing 737 800 (WN 2414)Boeing 737 800 - 8h 35m (3h 05m)
- PHX Phoenix 3h 05m
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12:30 - 14:35+ 1SJD - PHX18:55 - 00:15+ 1PHX - MDW
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12:30 (SJD)San Jose Cabo Airport18:55 (PHX)Phoenix Sky Harbor Intl Airport
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14:35 (PHX)Phoenix Sky Harbor Intl Airport + 100:15 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 901)Boeing 737 Max 8 Passenger - 9h 45m (4h 20m)
- PHX Phoenix 4h 20m
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21:30 - 22:35STL - MDW12:30 - 14:35SJD - PHX
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21:30 (STL)St Louis Lambert Intl Airport12:30 (SJD)San Jose Cabo Airport
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22:35 (MDW)Chicago Midway Airport14:35 (PHX)Phoenix Sky Harbor Intl Airport
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(WN 3244)Boeing 737 Max 8 Passenger (WN 1922)Boeing 737 800 - 8h 05m (2h 05m)
- MDW Chicago 2h 05m
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12:30 - 14:35SJD - PHX17:05 - 22:25PHX - MDW
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12:30 (SJD)San Jose Cabo Airport17:05 (PHX)Phoenix Sky Harbor Intl Airport
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14:35 (PHX)Phoenix Sky Harbor Intl Airport22:25 (MDW)Chicago Midway Airport
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(WN 1922)Boeing 737 800 (WN 5811)Boeing 737 700 - 7h 55m (2h 30m)
- PHX Phoenix 2h 30m
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12:40 - 14:55SJD - SAN17:45 - 23:35SAN - MDW
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12:40 (SJD)San Jose Cabo Airport17:45 (SAN)San Diego International Airport
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14:55 (SAN)San Diego International Airport23:35 (MDW)Chicago Midway Airport
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(WN 1214)Boeing 737 700 (WN 1379)Boeing 737 700 - 8h 55m (2h 50m)
- SAN San Diego 2h 50m
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12:45 - 15:00SJD - SAN16:30 - 22:20SAN - MDW
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12:45 (SJD)San Jose Cabo Airport16:30 (SAN)San Diego International Airport
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15:00 (SAN)San Diego International Airport22:20 (MDW)Chicago Midway Airport
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(WN 1214)Boeing 737 800 (WN 106)Boeing 737 700 - 7h 35m (1h 30m)
- SAN San Diego 1h 30m
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12:55 - 17:15SJD - AUS19:35 - 22:05AUS - MDW
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12:55 (SJD)San Jose Cabo Airport19:35 (AUS)Austin-Bergstrom International Airport
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17:15 (AUS)Austin-Bergstrom International Airport22:05 (MDW)Chicago Midway Airport
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(WN 628)Boeing 737 700 (WN 6085)Boeing 737 Max 8 Passenger - 7h 10m (2h 20m)
- AUS Austin 2h 20m
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13:10 - 17:40SJD - HOU20:50 - 23:25HOU - MDW
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13:10 (SJD)San Jose Cabo Airport20:50 (HOU)Houston Hobby Airport
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17:40 (HOU)Houston Hobby Airport23:25 (MDW)Chicago Midway Airport
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(WN 3007)Boeing 737 800 (WN 3115)Boeing 737 Max 8 Passenger - 8h 15m (3h 10m)
- HOU Houston 3h 10m
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13:10 - 17:20SJD - DEN20:00 - 23:15DEN - MDW
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13:10 (SJD)San Jose Cabo Airport20:00 (DEN)Denver Intl Airport
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17:20 (DEN)Denver Intl Airport23:15 (MDW)Chicago Midway Airport
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(WN 731)Boeing 737 800 (WN 719)Boeing 737 700 - 8h 05m (2h 40m)
- DEN Denver 2h 40m
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13:10 - 17:20SJD - DEN19:10 - 22:35DEN - ORD
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13:10 (SJD)San Jose Cabo Airport19:10 (DEN)Denver Intl Airport
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17:20 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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(WN 731)Boeing 737 800 (WN 3642)Boeing 737 700 - 7h 25m (1h 50m)
- DEN Denver 1h 50m
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13:40 - 18:05SJD - HOU20:40 - 23:15HOU - MDW
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13:40 (SJD)San Jose Cabo Airport20:40 (HOU)Houston Hobby Airport
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18:05 (HOU)Houston Hobby Airport23:15 (MDW)Chicago Midway Airport
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(WN 3007)Boeing 737 800 (WN 3115)Boeing 737 700 - 7h 35m (2h 35m)
- HOU Houston 2h 35m
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13:55 - 16:00SJD - PHX17:40 - 23:05PHX - ORD
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13:55 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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16:00 (PHX)Phoenix Sky Harbor Intl Airport23:05 (ORD)Chicago O'Hare International Airport
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(WN 2021)Boeing 737 700 (WN 2414)Boeing 737 800 - 7h 10m (1h 40m)
- PHX Phoenix 1h 40m
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13:55 - 16:00SJD - PHX17:40 - 22:55PHX - MDW
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13:55 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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16:00 (PHX)Phoenix Sky Harbor Intl Airport22:55 (MDW)Chicago Midway Airport
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(WN 2021)Boeing 737 700 (WN 5811)Boeing 737 Max 8 Passenger - 7h (1h 40m)
- PHX Phoenix 1h 40m
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13:55 - 16:00SJD - PHX17:40 - 22:55PHX - MDW
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13:55 (SJD)San Jose Cabo Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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16:00 (PHX)Phoenix Sky Harbor Intl Airport22:55 (MDW)Chicago Midway Airport
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(WN 2021)Boeing 737 700 (WN 901)Boeing 737 Max 8 Passenger - 7h (1h 40m)
- PHX Phoenix 1h 40m
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22:00 - 00:10+ 1DAL - MDW13:55 - 18:20+ 1SJD - HOU
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22:00 (DAL)Dallas/Fort Worth Love Field Airport13:55 (SJD)San Jose Cabo Airport
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00:10 (MDW)Chicago Midway Airport + 118:20 (HOU)Houston Hobby Airport
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(WN 3084)Boeing 737 800 (WN 3007)Boeing 737 700 - 8h 15m (2h 25m)
- MDW Chicago 2h 25m
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13:55 - 18:20+ 1SJD - HOU21:35 - 00:05+ 1HOU - MDW
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13:55 (SJD)San Jose Cabo Airport21:35 (HOU)Houston Hobby Airport
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18:20 (HOU)Houston Hobby Airport + 100:05 (MDW)Chicago Midway Airport
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(WN 3007)Boeing 737 700 (WN 3115)Boeing 737 800 - 8h 10m (3h 15m)
- HOU Houston 3h 15m
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13:55 - 18:20SJD - HOU20:10 - 22:40HOU - MDW
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13:55 (SJD)San Jose Cabo Airport20:10 (HOU)Houston Hobby Airport
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18:20 (HOU)Houston Hobby Airport22:40 (MDW)Chicago Midway Airport
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(WN 3007)Boeing 737 700 (WN 3115)Boeing 737 700 - 6h 45m (1h 50m)
- HOU Houston 1h 50m
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No Schedules
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What’s the fastest flight time from San Jose Cabo to Chicago?
The fastest flight time for direct flights from San Jose Cabo to Chicago is 4 hours 13 minutes. Check latest flight schedules & prices on Wego.
How far is Chicago from San Jose Cabo?
The flight distance between San Jose Cabo and Chicago is 2926km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 10:40. The last flight of the day departs at 10:40. See the full list of flight times on Wego.
How many airlines offer direct flights from San Jose Cabo to Chicago?
There are 2 airlines that offer direct flights from San Jose Cabo to Chicago. Find out the list of airlines on Wego.
All Airports in San Jose Cabo
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