• 08:55 MDW

  13:00 SJD
  5Hrs, 05m Direct
• MDWChicago Midway Airport 08:55 - SJD 13:00 5h 05m Direct
• MDWChicago Midway Airport 08:55
• SJDSan Jose Cabo Airport 13:00
• 5h 05m
• Direct
• Southwest Airlines (WN 3636)Boeing 737 700
• Southwest Airlines (WN 3636)
• • -
  • -
  • -
  • -
  • -
  • S
  • -
• Boeing 737 700

• 11:20 ORD

  15:13 SJD
  4Hrs, 53m Direct
• ORDChicago O'Hare International Airport 11:20 - SJD 15:13 4h 53m Direct
• ORDChicago O'Hare International Airport 11:20
• SJDSan Jose Cabo Airport 15:13
• 4h 53m
• Direct
• United Airlines (UA 1879)Boeing 737 800
• United Airlines (UA 1879)
• • M
  • T
  • W
  • T
  • F
  • S
  • S
• Boeing 737 800

• 01:13 ORD

  09:49 SJD
  9Hrs, 36m 1 Stop (MEX)
• ORDChicago O'Hare International Airport 01:13 - SJD 09:49 9h 36m 1 Stop (MEX) Mexico City
• ORDChicago O'Hare International Airport 01:13
  MEXMexico City Juarez International Airport 08:25
• MEXMexico City Juarez International Airport 05:55
  SJDSan Jose Cabo Airport 09:49
• 9h 36m (2h 30m)
• 1 Stop MEX · Mexico City 2h 30m
• Aeromexico (AM 689)Boeing 737 Max 8 Passenger
  Aeromexico (AM 378)Boeing 737 Max 8 Passenger
• Aeromexico (AM 689)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 01:13 ORD

  09:54 SJD
  9Hrs, 41m 1 Stop (MEX)
• ORDChicago O'Hare International Airport 01:13 - SJD 09:54 9h 41m 1 Stop (MEX) Mexico City
• ORDChicago O'Hare International Airport 01:13
  MEXMexico City Juarez International Airport 08:30
• MEXMexico City Juarez International Airport 05:55
  SJDSan Jose Cabo Airport 09:54
• 9h 41m (2h 35m)
• 1 Stop MEX · Mexico City 2h 35m
• Aeromexico (AM 689)Boeing 737 Max 8 Passenger
  Aeromexico (AM 378)Boeing 737 Max 8 Passenger
• Aeromexico (AM 689)
• • -
  • T
  • -
  • -
  • -
  • -
  • -

• 01:22 ORD

  10:42 SJD
  10Hrs, 20m 1 Stop (GDL)
• ORDChicago O'Hare International Airport 01:22 - SJD 10:42 10h 20m 1 Stop (GDL) Guadalajara
• ORDChicago O'Hare International Airport 01:22
  GDLGuadalajara Airport 10:07
• GDLGuadalajara Airport 05:51
  SJDSan Jose Cabo Airport 10:42
• 10h 20m (4h 16m)
• 1 Stop GDL · Guadalajara 4h 16m
• Volaris (Y4 1705)Airbus A320 Neo
  Volaris (Y4 1144)Airbus A321 Neo
• Volaris (Y4 1705)
• • -
  • -
  • -
  • T
  • -
  • -
  • -

• 02:42 ORD

  10:42 SJD
  9Hrs, 00m 1 Stop (GDL)
• ORDChicago O'Hare International Airport 02:42 - SJD 10:42 9h 1 Stop (GDL) Guadalajara
• ORDChicago O'Hare International Airport 02:42
  GDLGuadalajara Airport 10:07
• GDLGuadalajara Airport 07:11
  SJDSan Jose Cabo Airport 10:42
• 9h (2h 56m)
• 1 Stop GDL · Guadalajara 2h 56m
• Volaris (Y4 1703)Airbus A321 Neo
  Volaris (Y4 1144)Airbus A321 Neo
• Volaris (Y4 1703)
• • -
  • T
  • -
  • T
  • -
  • S
  • -

• 05:00 ORD

  11:21 SJD
  7Hrs, 21m 1 Stop (DFW)
• ORDChicago O'Hare International Airport 05:00 - SJD 11:21 7h 21m 1 Stop (DFW) Dallas
• ORDChicago O'Hare International Airport 05:00
  DFWDallas/Fort Worth Intl Airport 09:21
• DFWDallas/Fort Worth Intl Airport 07:47
  SJDSan Jose Cabo Airport 11:21
• 7h 21m (1h 34m)
• 1 Stop DFW · Dallas 1h 34m
• American Airlines (AA 370)Boeing 737 800
  American Airlines (AA 2647)Airbus
• American Airlines (AA 370)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 05:05 MDW

  10:40 SJD
  6Hrs, 35m 1 Stop (HOU)
• MDWChicago Midway Airport 05:05 - SJD 10:40 6h 35m 1 Stop (HOU) Houston
• MDWChicago Midway Airport 05:05
  HOUHouston Hobby Airport 08:40
• HOUHouston Hobby Airport 07:55
  SJDSan Jose Cabo Airport 10:40
• 6h 35m (45m)
• 1 Stop HOU · Houston 45m
• Southwest Airlines (WN 1050)Boeing 737 700
  Southwest Airlines (WN 880)Boeing 737 700
• Southwest Airlines (WN 1050)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 05:05 MDW

  12:30 SJD
  8Hrs, 25m 1 Stop (HOU)
• MDWChicago Midway Airport 05:05 - SJD 12:30 8h 25m 1 Stop (HOU) Houston
• MDWChicago Midway Airport 05:05
  HOUHouston Hobby Airport 10:30
• HOUHouston Hobby Airport 07:55
  SJDSan Jose Cabo Airport 12:30
• 8h 25m (2h 35m)
• 1 Stop HOU · Houston 2h 35m
• Southwest Airlines (WN 1050)Boeing 737 700
  Southwest Airlines (WN 3006)Boeing 737 700
• Southwest Airlines (WN 1050)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 05:30 MDW

  14:10 SJD
  9Hrs, 40m 1 Stop (BWI)
• MDWChicago Midway Airport 05:30 - SJD 14:10 9h 40m 1 Stop (BWI) Baltimore
• MDWChicago Midway Airport 05:30
  BWIBaltimore Washington International Airport 10:15
• BWIBaltimore Washington International Airport 08:20
  SJDSan Jose Cabo Airport 14:10
• 9h 40m (1h 55m)
• 1 Stop BWI · Baltimore 1h 55m
• Southwest Airlines (WN 281)Boeing 737 800
  Southwest Airlines (WN 394)Boeing 737 700
• Southwest Airlines (WN 281)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 05:35 MDW

  11:40 SJD
  7Hrs, 05m 1 Stop (PHX)
• MDWChicago Midway Airport 05:35 - SJD 11:40 7h 05m 1 Stop (PHX) Phoenix
• MDWChicago Midway Airport 05:35
  PHXPhoenix Sky Harbor Intl Airport 09:25
• PHXPhoenix Sky Harbor Intl Airport 08:30
  SJDSan Jose Cabo Airport 11:40
• 7h 05m (55m)
• 1 Stop PHX · Phoenix 55m
• Southwest Airlines (WN 1537)Boeing 737 700
  Southwest Airlines (WN 1920)Boeing 737 700
• Southwest Airlines (WN 1537)
• • -
  • T
  • -
  • -
  • -
  • -
  • -

• 05:35 MDW

  11:40 SJD
  7Hrs, 05m 1 Stop (PHX)
• MDWChicago Midway Airport 05:35 - SJD 11:40 7h 05m 1 Stop (PHX) Phoenix
• MDWChicago Midway Airport 05:35
  PHXPhoenix Sky Harbor Intl Airport 09:25
• PHXPhoenix Sky Harbor Intl Airport 08:30
  SJDSan Jose Cabo Airport 11:40
• 7h 05m (55m)
• 1 Stop PHX · Phoenix 55m
• Southwest Airlines (WN 1674)Boeing 737 800
  Southwest Airlines (WN 1920)Boeing 737 700
• Southwest Airlines (WN 1674)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 05:35 MDW

  13:40 SJD
  9Hrs, 05m 1 Stop (PHX)
• MDWChicago Midway Airport 05:35 - SJD 13:40 9h 05m 1 Stop (PHX) Phoenix
• MDWChicago Midway Airport 05:35
  PHXPhoenix Sky Harbor Intl Airport 11:20
• PHXPhoenix Sky Harbor Intl Airport 08:30
  SJDSan Jose Cabo Airport 13:40
• 9h 05m (2h 50m)
• 1 Stop PHX · Phoenix 2h 50m
• Southwest Airlines (WN 1674)Boeing 737 800
  Southwest Airlines (WN 2020)Boeing 737 700
• Southwest Airlines (WN 1674)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 05:35 MDW

  13:45 SJD
  9Hrs, 10m 1 Stop (PHX)
• MDWChicago Midway Airport 05:35 - SJD 13:45 9h 10m 1 Stop (PHX) Phoenix
• MDWChicago Midway Airport 05:35
  PHXPhoenix Sky Harbor Intl Airport 11:25
• PHXPhoenix Sky Harbor Intl Airport 08:30
  SJDSan Jose Cabo Airport 13:45
• 9h 10m (2h 55m)
• 1 Stop PHX · Phoenix 2h 55m
• Southwest Airlines (WN 1537)Boeing 737 700
  Southwest Airlines (WN 2020)Boeing 737 700
• Southwest Airlines (WN 1537)
• • -
  • T
  • -
  • -
  • -
  • -
  • -

• 05:45 MDW

  13:55 SJD
  9Hrs, 10m 1 Stop (DEN)
• MDWChicago Midway Airport 05:45 - SJD 13:55 9h 10m 1 Stop (DEN) Denver
• MDWChicago Midway Airport 05:45
  DENDenver Intl Airport 10:45
• DENDenver Intl Airport 07:30
  SJDSan Jose Cabo Airport 13:55
• 9h 10m (3h 15m)
• 1 Stop DEN · Denver 3h 15m
• Southwest Airlines (WN 2248)Boeing 737 800
  Southwest Airlines (WN 740)Boeing 737 700
• Southwest Airlines (WN 2248)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 06:00 ORD

  13:05 SJD
  8Hrs, 05m 1 Stop (DFW)
• ORDChicago O'Hare International Airport 06:00 - SJD 13:05 8h 05m 1 Stop (DFW) Dallas
• ORDChicago O'Hare International Airport 06:00
  DFWDallas/Fort Worth Intl Airport 10:45
• DFWDallas/Fort Worth Intl Airport 08:48
  SJDSan Jose Cabo Airport 13:05
• 8h 05m (1h 57m)
• 1 Stop DFW · Dallas 1h 57m
• American Airlines (AA 482)Boeing 737 800
  American Airlines (AA 726)Airbus
• American Airlines (AA 482)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 06:00 ORD

  14:32 SJD
  9Hrs, 32m 1 Stop (IAH)
• ORDChicago O'Hare International Airport 06:00 - SJD 14:32 9h 32m 1 Stop (IAH) Houston
• ORDChicago O'Hare International Airport 06:00
  IAHHouston George Bush Intercontinental Airport 12:28
• IAHHouston George Bush Intercontinental Airport 08:57
  SJDSan Jose Cabo Airport 14:32
• 9h 32m (3h 31m)
• 1 Stop IAH · Houston 3h 31m
• United Airlines (UA 2160)Boeing 757 200 Series
  United Airlines (UA 1438)Boeing 737 800
• United Airlines (UA 2160)
• • M
  • T
  • W
  • T
  • F
  • S
  • S

• 06:15 ORD

  15:05 SJD
  9Hrs, 50m 1 Stop (SFO)
• ORDChicago O'Hare International Airport 06:15 - SJD 15:05 9h 50m 1 Stop (SFO) San Francisco
• ORDChicago O'Hare International Airport 06:15
  SFOSan Francisco International Airport 10:52
• SFOSan Francisco International Airport 09:07
  SJDSan Jose Cabo Airport 15:05
• 9h 50m (1h 45m)
• 1 Stop SFO · San Francisco 1h 45m
• United Airlines (UA 336)Boeing 757 300 Series
  United Airlines (UA 1881)Boeing 737 800
• United Airlines (UA 336)
• • M
  • T
  • W
  • T
  • F
  • S
  • S

• 06:45 ORD

  13:40 SJD
  7Hrs, 55m 1 Stop (PHX)
• ORDChicago O'Hare International Airport 06:45 - SJD 13:40 7h 55m 1 Stop (PHX) Phoenix
• ORDChicago O'Hare International Airport 06:45
  PHXPhoenix Sky Harbor Intl Airport 11:20
• PHXPhoenix Sky Harbor Intl Airport 09:45
  SJDSan Jose Cabo Airport 13:40
• 7h 55m (1h 35m)
• 1 Stop PHX · Phoenix 1h 35m
• Southwest Airlines (WN 888)Boeing 737 800
  Southwest Airlines (WN 2020)Boeing 737 700
• Southwest Airlines (WN 888)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 07:00 ORD

  13:55 SJD
  7Hrs, 55m 1 Stop (DEN)
• ORDChicago O'Hare International Airport 07:00 - SJD 13:55 7h 55m 1 Stop (DEN) Denver
• ORDChicago O'Hare International Airport 07:00
  DENDenver Intl Airport 10:45
• DENDenver Intl Airport 08:45
  SJDSan Jose Cabo Airport 13:55
• 7h 55m (2h)
• 1 Stop DEN · Denver 2h
• Southwest Airlines (WN 1582)Boeing 737 800
  Southwest Airlines (WN 740)Boeing 737 700
• Southwest Airlines (WN 1582)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 07:00 ORD

  15:25 SJD
  9Hrs, 25m 1 Stop (MEX)
• ORDChicago O'Hare International Airport 07:00 - SJD 15:25 9h 25m 1 Stop (MEX) Mexico City
• ORDChicago O'Hare International Airport 07:00
  MEXMexico City Juarez International Airport 13:55
• MEXMexico City Juarez International Airport 11:45
  SJDSan Jose Cabo Airport 15:25
• 9h 25m (2h 10m)
• 1 Stop MEX · Mexico City 2h 10m
• Aeromexico (AM 683)Boeing 737 Max 9 Passenger
  Aeromexico (AM 382)Boeing 737 800 Scimitar Winglets
• Aeromexico (AM 683)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 07:00 ORD

  15:29 SJD
  9Hrs, 29m 1 Stop (PHX)
• ORDChicago O'Hare International Airport 07:00 - SJD 15:29 9h 29m 1 Stop (PHX) Phoenix
• ORDChicago O'Hare International Airport 07:00
  PHXPhoenix Sky Harbor Intl Airport 13:19
• PHXPhoenix Sky Harbor Intl Airport 09:59
  SJDSan Jose Cabo Airport 15:29
• 9h 29m (3h 20m)
• 1 Stop PHX · Phoenix 3h 20m
• American Airlines (AA 769)Boeing 737 800
  American Airlines (AA 2675)Boeing 737 800
• American Airlines (AA 769)
• • M
  • -
  • -
  • T
  • F
  • S
  • S

• 07:05 MDW

  13:45 SJD
  7Hrs, 40m 1 Stop (PHX)
• MDWChicago Midway Airport 07:05 - SJD 13:45 7h 40m 1 Stop (PHX) Phoenix
• MDWChicago Midway Airport 07:05
  PHXPhoenix Sky Harbor Intl Airport 11:25
• PHXPhoenix Sky Harbor Intl Airport 10:00
  SJDSan Jose Cabo Airport 13:45
• 7h 40m (1h 25m)
• 1 Stop PHX · Phoenix 1h 25m
• Southwest Airlines (WN 2225)Boeing 737 700
  Southwest Airlines (WN 2020)Boeing 737 700
• Southwest Airlines (WN 2225)
• • -
  • T
  • W
  • -
  • -
  • -
  • -

• 07:20 ORD

  14:32 SJD
  8Hrs, 12m 1 Stop (IAH)
• ORDChicago O'Hare International Airport 07:20 - SJD 14:32 8h 12m 1 Stop (IAH) Houston
• ORDChicago O'Hare International Airport 07:20
  IAHHouston George Bush Intercontinental Airport 12:28
• IAHHouston George Bush Intercontinental Airport 10:23
  SJDSan Jose Cabo Airport 14:32
• 8h 12m (2h 05m)
• 1 Stop IAH · Houston 2h 05m
• United Airlines (UA 2430)Airbus A321 Neo
  United Airlines (UA 1438)Boeing 737 800
• United Airlines (UA 2430)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 07:25 ORD

  14:32 SJD
  8Hrs, 07m 1 Stop (IAH)
• ORDChicago O'Hare International Airport 07:25 - SJD 14:32 8h 07m 1 Stop (IAH) Houston
• ORDChicago O'Hare International Airport 07:25
  IAHHouston George Bush Intercontinental Airport 12:28
• IAHHouston George Bush Intercontinental Airport 10:21
  SJDSan Jose Cabo Airport 14:32
• 8h 07m (2h 07m)
• 1 Stop IAH · Houston 2h 07m
• United Airlines (UA 2430)Boeing 777
  United Airlines (UA 1438)Boeing 737 800
• United Airlines (UA 2430)
• • M
  • T
  • W
  • T
  • F
  • -
  • S

• 07:45 MDW

  13:55 SJD
  7Hrs, 10m 1 Stop (DEN)
• MDWChicago Midway Airport 07:45 - SJD 13:55 7h 10m 1 Stop (DEN) Denver
• MDWChicago Midway Airport 07:45
  DENDenver Intl Airport 10:45
• DENDenver Intl Airport 09:25
  SJDSan Jose Cabo Airport 13:55
• 7h 10m (1h 20m)
• 1 Stop DEN · Denver 1h 20m
• Southwest Airlines (WN 1450)Boeing 737 Max 8 Passenger
  Southwest Airlines (WN 740)Boeing 737 700
• Southwest Airlines (WN 1450)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 07:50 MDW

  15:15 SJD
  8Hrs, 25m 1 Stop (HOU)
• MDWChicago Midway Airport 07:50 - SJD 15:15 8h 25m 1 Stop (HOU) Houston
• MDWChicago Midway Airport 07:50
  HOUHouston Hobby Airport 13:15
• HOUHouston Hobby Airport 10:35
  SJDSan Jose Cabo Airport 15:15
• 8h 25m (2h 40m)
• 1 Stop HOU · Houston 2h 40m
• Southwest Airlines (WN 1127)Boeing 737 Max 8 Passenger
  Southwest Airlines (WN 870)Boeing 737 700
• Southwest Airlines (WN 1127)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 07:50 MDW

  15:15 SJD
  8Hrs, 25m 1 Stop (HOU)
• MDWChicago Midway Airport 07:50 - SJD 15:15 8h 25m 1 Stop (HOU) Houston
• MDWChicago Midway Airport 07:50
  HOUHouston Hobby Airport 13:15
• HOUHouston Hobby Airport 12:15
  SJDSan Jose Cabo Airport 15:15
• 8h 25m (1h)
• 1 Stop HOU · Houston 1h
• Southwest Airlines (WN 2407)Boeing 737 700
  Southwest Airlines (WN 870)Boeing 737 700
• Southwest Airlines (WN 2407)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 08:20 ORD

  14:35 SJD
  7Hrs, 15m 1 Stop (DFW)
• ORDChicago O'Hare International Airport 08:20 - SJD 14:35 7h 15m 1 Stop (DFW) Dallas
• ORDChicago O'Hare International Airport 08:20
  DFWDallas/Fort Worth Intl Airport 12:20
• DFWDallas/Fort Worth Intl Airport 11:09
  SJDSan Jose Cabo Airport 14:35
• 7h 15m (1h 11m)
• 1 Stop DFW · Dallas 1h 11m
• American Airlines (AA 396)Boeing 737 800
  American Airlines (AA 1385)Airbus
• American Airlines (AA 396)
• • M
  • -
  • W
  • T
  • F
  • S
  • S

• 08:30 ORD

  15:29 SJD
  7Hrs, 59m 1 Stop (PHX)
• ORDChicago O'Hare International Airport 08:30 - SJD 15:29 7h 59m 1 Stop (PHX) Phoenix
• ORDChicago O'Hare International Airport 08:30
  PHXPhoenix Sky Harbor Intl Airport 13:19
• PHXPhoenix Sky Harbor Intl Airport 11:31
  SJDSan Jose Cabo Airport 15:29
• 7h 59m (1h 48m)
• 1 Stop PHX · Phoenix 1h 48m
• American Airlines (AA 1005)Boeing 737 800
  American Airlines (AA 2675)Boeing 737 800
• American Airlines (AA 1005)
• • M
  • -
  • -
  • T
  • F
  • S
  • S

• 08:45 ORD

  14:25 SJD
  6Hrs, 40m 1 Stop (DEN)
• ORDChicago O'Hare International Airport 08:45 - SJD 14:25 6h 40m 1 Stop (DEN) Denver
• ORDChicago O'Hare International Airport 08:45
  DENDenver Intl Airport 11:16
• DENDenver Intl Airport 10:35
  SJDSan Jose Cabo Airport 14:25
• 6h 40m (41m)
• 1 Stop DEN · Denver 41m
• United Airlines (UA 2297)Boeing 777
  United Airlines (UA 452)Boeing 737 800
• United Airlines (UA 2297)
• • M
  • T
  • W
  • T
  • F
  • S
  • S

• 08:55 MDW

  15:15 SJD
  7Hrs, 20m 1 Stop (HOU)
• MDWChicago Midway Airport 08:55 - SJD 15:15 7h 20m 1 Stop (HOU) Houston
• MDWChicago Midway Airport 08:55
  HOUHouston Hobby Airport 13:15
• HOUHouston Hobby Airport 11:45
  SJDSan Jose Cabo Airport 15:15
• 7h 20m (1h 30m)
• 1 Stop HOU · Houston 1h 30m
• Southwest Airlines (WN 6371)Boeing 737 Max 8 Passenger
  Southwest Airlines (WN 870)Boeing 737 700
• Southwest Airlines (WN 6371)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 08:55 ORD

  17:24 SJD
  9Hrs, 29m 1 Stop (SFO)
• ORDChicago O'Hare International Airport 08:55 - SJD 17:24 9h 29m 1 Stop (SFO) San Francisco
• ORDChicago O'Hare International Airport 08:55
  SFOSan Francisco International Airport 13:16
• SFOSan Francisco International Airport 11:40
  SJDSan Jose Cabo Airport 17:24
• 9h 29m (1h 36m)
• 1 Stop SFO · San Francisco 1h 36m
• United Airlines (UA 1387)Boeing 777
  United Airlines (UA 1883)Boeing 737 Max 9 Passenger
• United Airlines (UA 1387)
• • -
  • -
  • -
  • -
  • -
  • S
  • -

• 10:45 MDW

  17:19 SJD
  7Hrs, 34m 1 Stop (BJX)
• MDWChicago Midway Airport 10:45 - SJD 17:19 7h 34m 1 Stop (BJX) Guanajuato
• MDWChicago Midway Airport 10:45
  BJXLeon/Guanajuato Airport 16:32
• BJXLeon/Guanajuato Airport 14:58
  SJDSan Jose Cabo Airport 17:19
• 7h 34m (1h 34m)
• 1 Stop BJX · Guanajuato 1h 34m
• Volaris (Y4 7705)Airbus
  Volaris (Y4 7310)Airbus
• Volaris (Y4 7705)
• • -
  • -
  • W
  • -
  • F
  • S
  • -