Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to San Jose Cabo is VivaAerobus.
Cheapest Month
February
Travel Period: January 2025 - December 2025
The cheapest month(s) to fly from Chicago to San Jose Cabo is February.
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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
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Jun 2025
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Jul 2025
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Aug 2025
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Sep 2025
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Oct 2025
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Nov 2025
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Dec 2025
Cheapest Day of the Week
Friday
The cheapest day(s) of the week to fly from Chicago to San Jose Cabo is Friday.
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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
Flight Schedules
Last Updated: Sat, 2 Nov, 2024
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Time
Earliest
- Earliest
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Depart
Earliest
- Earliest
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Arrive
- Earliest
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Duration
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Stopover
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Availability
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08:25 ORD12:10 SJD4Hrs, 45m Direct
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ORDChicago O'Hare International Airport 08:25 - SJD 12:10 4h 45m Direct
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ORDChicago O'Hare International Airport 08:25
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SJDSan Jose Cabo Airport 12:10
- 4h 45m
- Direct
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American Airlines (AA 1649)Boeing 737 800 -
American Airlines (AA 1649) -
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- S
- Boeing 737 800
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08:55 MDW13:00 SJD5Hrs, 05m Direct
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MDWChicago Midway Airport 08:55 - SJD 13:00 5h 05m Direct
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MDWChicago Midway Airport 08:55
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SJDSan Jose Cabo Airport 13:00
- 5h 05m
- Direct
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Southwest Airlines (WN 3636)Boeing 737 700 -
Southwest Airlines (WN 3636) -
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- Boeing 737 700
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09:04 ORD12:57 SJD4Hrs, 53m Direct
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ORDChicago O'Hare International Airport 09:04 - SJD 12:57 4h 53m Direct
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ORDChicago O'Hare International Airport 09:04
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SJDSan Jose Cabo Airport 12:57
- 4h 53m
- Direct
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United Airlines (UA 1879)Boeing 737 800 -
United Airlines (UA 1879) -
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- Boeing 737 800
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10:00 ORD13:50 SJD4Hrs, 50m Direct
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ORDChicago O'Hare International Airport 10:00 - SJD 13:50 4h 50m Direct
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ORDChicago O'Hare International Airport 10:00
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SJDSan Jose Cabo Airport 13:50
- 4h 50m
- Direct
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American Airlines (AA 53)Boeing 737 800 -
American Airlines (AA 53) -
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- Boeing 737 800
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01:15 ORD09:20 SJD9Hrs, 05m 1 Stop (MTY)
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ORDChicago O'Hare International Airport 01:15 - SJD 09:20 9h 05m 1 Stop (MTY) Monterrey
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ORDChicago O'Hare International Airport 01:15MTYMonterrey General Mariano Escobedo Airport 08:15
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MTYMonterrey General Mariano Escobedo Airport 04:55SJDSan Jose Cabo Airport 09:20
- 9h 05m (3h 20m)
- 1 Stop MTY · Monterrey 3h 20m
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VivaAerobus (VB 635)Airbus VivaAerobus (VB 4324)Airbus -
VivaAerobus (VB 635) -
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01:15 ORD09:20 SJD9Hrs, 05m 1 Stop (MTY)
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ORDChicago O'Hare International Airport 01:15 - SJD 09:20 9h 05m 1 Stop (MTY) Monterrey
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ORDChicago O'Hare International Airport 01:15MTYMonterrey General Mariano Escobedo Airport 08:15
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MTYMonterrey General Mariano Escobedo Airport 04:55SJDSan Jose Cabo Airport 09:20
- 9h 05m (3h 20m)
- 1 Stop MTY · Monterrey 3h 20m
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VivaAerobus (VB 635)Airbus VivaAerobus (VB 4324)Airbus -
VivaAerobus (VB 635) -
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01:22 ORD10:42 SJD10Hrs, 20m 1 Stop (GDL)
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ORDChicago O'Hare International Airport 01:22 - SJD 10:42 10h 20m 1 Stop (GDL) Guadalajara
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ORDChicago O'Hare International Airport 01:22GDLGuadalajara Airport 10:07
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GDLGuadalajara Airport 05:51SJDSan Jose Cabo Airport 10:42
- 10h 20m (4h 16m)
- 1 Stop GDL · Guadalajara 4h 16m
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Volaris (Y4 1705)Airbus Volaris (Y4 1144)Airbus A321 Neo -
Volaris (Y4 1705) -
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02:42 ORD10:42 SJD9Hrs, 00m 1 Stop (GDL)
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ORDChicago O'Hare International Airport 02:42 - SJD 10:42 9h 1 Stop (GDL) Guadalajara
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ORDChicago O'Hare International Airport 02:42GDLGuadalajara Airport 10:07
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GDLGuadalajara Airport 07:11SJDSan Jose Cabo Airport 10:42
- 9h (2h 56m)
- 1 Stop GDL · Guadalajara 2h 56m
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Volaris (Y4 1703)Airbus A321 Neo Volaris (Y4 1144)Airbus A321 Neo -
Volaris (Y4 1703) -
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05:00 MDW10:55 SJD6Hrs, 55m 1 Stop (HOU)
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MDWChicago Midway Airport 05:00 - SJD 10:55 6h 55m 1 Stop (HOU) Houston
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MDWChicago Midway Airport 05:00HOUHouston Hobby Airport 08:55
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HOUHouston Hobby Airport 07:50SJDSan Jose Cabo Airport 10:55
- 6h 55m (1h 05m)
- 1 Stop HOU · Houston 1h 05m
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Southwest Airlines (WN 480)Boeing 737 700 Southwest Airlines (WN 880)Boeing 737 700 -
Southwest Airlines (WN 480) -
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- -
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- S
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05:00 ORD12:25 SJD8Hrs, 25m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 05:00 - SJD 12:25 8h 25m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 05:00DFWDallas/Fort Worth Intl Airport 10:15
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DFWDallas/Fort Worth Intl Airport 07:41SJDSan Jose Cabo Airport 12:25
- 8h 25m (2h 34m)
- 1 Stop DFW · Dallas 2h 34m
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American Airlines (AA 370)Boeing 737 800 American Airlines (AA 2647)Airbus -
American Airlines (AA 370) -
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05:00 ORD12:25 SJD8Hrs, 25m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 05:00 - SJD 12:25 8h 25m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 05:00DFWDallas/Fort Worth Intl Airport 10:15
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DFWDallas/Fort Worth Intl Airport 07:41SJDSan Jose Cabo Airport 12:25
- 8h 25m (2h 34m)
- 1 Stop DFW · Dallas 2h 34m
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American Airlines (AA 370)Boeing 737 800 American Airlines (AA 2647)Airbus A321 Neo -
American Airlines (AA 370) -
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05:00 ORD12:55 SJD8Hrs, 55m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 05:00 - SJD 12:55 8h 55m 1 Stop (CLT) Charlotte
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ORDChicago O'Hare International Airport 05:00CLTCharlotte Airport 09:45
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CLTCharlotte Airport 07:55SJDSan Jose Cabo Airport 12:55
- 8h 55m (1h 50m)
- 1 Stop CLT · Charlotte 1h 50m
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American Airlines (AA 2842)Boeing 737 Max 8 Passenger American Airlines (AA 2676)Airbus -
American Airlines (AA 2842) -
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05:00 MDW13:10 SJD9Hrs, 10m 1 Stop (HOU)
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MDWChicago Midway Airport 05:00 - SJD 13:10 9h 10m 1 Stop (HOU) Houston
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MDWChicago Midway Airport 05:00HOUHouston Hobby Airport 11:10
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HOUHouston Hobby Airport 07:50SJDSan Jose Cabo Airport 13:10
- 9h 10m (3h 20m)
- 1 Stop HOU · Houston 3h 20m
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Southwest Airlines (WN 480)Boeing 737 700 Southwest Airlines (WN 3006)Boeing 737 700 -
Southwest Airlines (WN 480) -
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05:05 MDW10:40 SJD6Hrs, 35m 1 Stop (HOU)
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MDWChicago Midway Airport 05:05 - SJD 10:40 6h 35m 1 Stop (HOU) Houston
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MDWChicago Midway Airport 05:05HOUHouston Hobby Airport 08:40
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HOUHouston Hobby Airport 07:55SJDSan Jose Cabo Airport 10:40
- 6h 35m (45m)
- 1 Stop HOU · Houston 45m
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Southwest Airlines (WN 1050)Boeing 737 700 Southwest Airlines (WN 880)Boeing 737 700 -
Southwest Airlines (WN 1050) -
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05:05 MDW11:40 SJD7Hrs, 35m 1 Stop (PHX)
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MDWChicago Midway Airport 05:05 - SJD 11:40 7h 35m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:05PHXPhoenix Sky Harbor Intl Airport 09:25
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PHXPhoenix Sky Harbor Intl Airport 08:05SJDSan Jose Cabo Airport 11:40
- 7h 35m (1h 20m)
- 1 Stop PHX · Phoenix 1h 20m
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Southwest Airlines (WN 1021)Boeing 737 800 Southwest Airlines (WN 1920)Boeing 737 700 -
Southwest Airlines (WN 1021) -
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05:05 MDW12:30 SJD8Hrs, 25m 1 Stop (HOU)
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MDWChicago Midway Airport 05:05 - SJD 12:30 8h 25m 1 Stop (HOU) Houston
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MDWChicago Midway Airport 05:05HOUHouston Hobby Airport 10:30
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HOUHouston Hobby Airport 07:55SJDSan Jose Cabo Airport 12:30
- 8h 25m (2h 35m)
- 1 Stop HOU · Houston 2h 35m
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Southwest Airlines (WN 1050)Boeing 737 700 Southwest Airlines (WN 3006)Boeing 737 700 -
Southwest Airlines (WN 1050) -
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05:20 MDW12:10 SJD7Hrs, 50m 1 Stop (DEN)
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MDWChicago Midway Airport 05:20 - SJD 12:10 7h 50m 1 Stop (DEN) Denver
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MDWChicago Midway Airport 05:20DENDenver Intl Airport 09:00
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DENDenver Intl Airport 07:05SJDSan Jose Cabo Airport 12:10
- 7h 50m (1h 55m)
- 1 Stop DEN · Denver 1h 55m
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Southwest Airlines (WN 2248)Boeing 737 700 Southwest Airlines (WN 722)Boeing 737 700 -
Southwest Airlines (WN 2248) -
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05:30 MDW11:40 SJD7Hrs, 10m 1 Stop (PHX)
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MDWChicago Midway Airport 05:30 - SJD 11:40 7h 10m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:30PHXPhoenix Sky Harbor Intl Airport 09:25
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PHXPhoenix Sky Harbor Intl Airport 08:25SJDSan Jose Cabo Airport 11:40
- 7h 10m (1h)
- 1 Stop PHX · Phoenix 1h
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Southwest Airlines (WN 1674)Boeing 737 800 Southwest Airlines (WN 1920)Boeing 737 700 -
Southwest Airlines (WN 1674) -
- M
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11:10 HOU07:00 BNA8Hrs, 40m 1 Stop (SJD)
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HOUHouston Hobby Airport 11:10 - BNA 07:00 8h 40m 1 Stop (SJD) San Jose Cabo
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HOUHouston Hobby Airport 11:10MDWChicago Midway Airport 05:30
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SJDSan Jose Cabo Airport 13:10BNANashville Airport 07:00
- 8h 40m (1h 50m)
- 1 Stop SJD · San Jose Cabo 1h 50m
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Southwest Airlines (WN 3006)Boeing 737 700 Southwest Airlines (WN 2861)Boeing 737 700 -
Southwest Airlines (WN 3006) -
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05:30 MDW13:45 SJD9Hrs, 15m 1 Stop (PHX)
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MDWChicago Midway Airport 05:30 - SJD 13:45 9h 15m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:30PHXPhoenix Sky Harbor Intl Airport 11:25
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PHXPhoenix Sky Harbor Intl Airport 08:25SJDSan Jose Cabo Airport 13:45
- 9h 15m (3h)
- 1 Stop PHX · Phoenix 3h
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Southwest Airlines (WN 1674)Boeing 737 800 Southwest Airlines (WN 2020)Boeing 737 700 -
Southwest Airlines (WN 1674) -
- M
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05:30 MDW14:10 SJD9Hrs, 40m 1 Stop (BWI)
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MDWChicago Midway Airport 05:30 - SJD 14:10 9h 40m 1 Stop (BWI) Baltimore
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MDWChicago Midway Airport 05:30BWIBaltimore Washington International Airport 10:15
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BWIBaltimore Washington International Airport 08:20SJDSan Jose Cabo Airport 14:10
- 9h 40m (1h 55m)
- 1 Stop BWI · Baltimore 1h 55m
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Southwest Airlines (WN 281)Boeing 737 800 Southwest Airlines (WN 394)Boeing 737 700 -
Southwest Airlines (WN 281) -
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05:35 MDW11:40 SJD7Hrs, 05m 1 Stop (PHX)
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MDWChicago Midway Airport 05:35 - SJD 11:40 7h 05m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:35PHXPhoenix Sky Harbor Intl Airport 09:25
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PHXPhoenix Sky Harbor Intl Airport 08:30SJDSan Jose Cabo Airport 11:40
- 7h 05m (55m)
- 1 Stop PHX · Phoenix 55m
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Southwest Airlines (WN 1537)Boeing 737 700 Southwest Airlines (WN 1920)Boeing 737 700 -
Southwest Airlines (WN 1537) -
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- F
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05:35 MDW11:40 SJD7Hrs, 05m 1 Stop (PHX)
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MDWChicago Midway Airport 05:35 - SJD 11:40 7h 05m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:35PHXPhoenix Sky Harbor Intl Airport 09:25
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PHXPhoenix Sky Harbor Intl Airport 08:30SJDSan Jose Cabo Airport 11:40
- 7h 05m (55m)
- 1 Stop PHX · Phoenix 55m
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Southwest Airlines (WN 1674)Boeing 737 800 Southwest Airlines (WN 1920)Boeing 737 700 -
Southwest Airlines (WN 1674) -
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05:35 MDW13:40 SJD9Hrs, 05m 1 Stop (PHX)
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MDWChicago Midway Airport 05:35 - SJD 13:40 9h 05m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:35PHXPhoenix Sky Harbor Intl Airport 11:20
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PHXPhoenix Sky Harbor Intl Airport 08:30SJDSan Jose Cabo Airport 13:40
- 9h 05m (2h 50m)
- 1 Stop PHX · Phoenix 2h 50m
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Southwest Airlines (WN 1674)Boeing 737 800 Southwest Airlines (WN 2020)Boeing 737 700 -
Southwest Airlines (WN 1674) -
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- -
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- S
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05:35 MDW13:45 SJD9Hrs, 10m 1 Stop (PHX)
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MDWChicago Midway Airport 05:35 - SJD 13:45 9h 10m 1 Stop (PHX) Phoenix
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MDWChicago Midway Airport 05:35PHXPhoenix Sky Harbor Intl Airport 11:25
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PHXPhoenix Sky Harbor Intl Airport 08:30SJDSan Jose Cabo Airport 13:45
- 9h 10m (2h 55m)
- 1 Stop PHX · Phoenix 2h 55m
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Southwest Airlines (WN 1537)Boeing 737 700 Southwest Airlines (WN 2020)Boeing 737 700 -
Southwest Airlines (WN 1537) -
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05:40 MDW12:30 SJD7Hrs, 50m 1 Stop (DEN)
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MDWChicago Midway Airport 05:40 - SJD 12:30 7h 50m 1 Stop (DEN) Denver
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MDWChicago Midway Airport 05:40DENDenver Intl Airport 09:20
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DENDenver Intl Airport 07:25SJDSan Jose Cabo Airport 12:30
- 7h 50m (1h 55m)
- 1 Stop DEN · Denver 1h 55m
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Southwest Airlines (WN 2248)Boeing 737 700 Southwest Airlines (WN 722)Boeing 737 700 -
Southwest Airlines (WN 2248) -
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- S
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05:45 ORD11:41 SJD6Hrs, 56m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 05:45 - SJD 11:41 6h 56m 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 05:45IAHHouston George Bush Intercontinental Airport 09:35
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IAHHouston George Bush Intercontinental Airport 08:42SJDSan Jose Cabo Airport 11:41
- 6h 56m (53m)
- 1 Stop IAH · Houston 53m
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United Airlines (UA 2850)Boeing 737 900 United Airlines (UA 707)Airbus -
United Airlines (UA 2850) -
- M
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05:45 MDW12:30 SJD7Hrs, 45m 1 Stop (HOU)
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MDWChicago Midway Airport 05:45 - SJD 12:30 7h 45m 1 Stop (HOU) Houston
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MDWChicago Midway Airport 05:45HOUHouston Hobby Airport 10:30
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HOUHouston Hobby Airport 08:35SJDSan Jose Cabo Airport 12:30
- 7h 45m (1h 55m)
- 1 Stop HOU · Houston 1h 55m
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Southwest Airlines (WN 1149)Boeing 737 800 Southwest Airlines (WN 3006)Boeing 737 700 -
Southwest Airlines (WN 1149) -
- M
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05:45 MDW12:30 SJD7Hrs, 45m 1 Stop (DEN)
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MDWChicago Midway Airport 05:45 - SJD 12:30 7h 45m 1 Stop (DEN) Denver
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MDWChicago Midway Airport 05:45DENDenver Intl Airport 09:20
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DENDenver Intl Airport 07:30SJDSan Jose Cabo Airport 12:30
- 7h 45m (1h 50m)
- 1 Stop DEN · Denver 1h 50m
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Southwest Airlines (WN 1085)Boeing 737 700 Southwest Airlines (WN 722)Boeing 737 700 -
Southwest Airlines (WN 1085) -
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05:45 MDW13:55 SJD9Hrs, 10m 1 Stop (DEN)
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MDWChicago Midway Airport 05:45 - SJD 13:55 9h 10m 1 Stop (DEN) Denver
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MDWChicago Midway Airport 05:45DENDenver Intl Airport 10:45
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DENDenver Intl Airport 07:30SJDSan Jose Cabo Airport 13:55
- 9h 10m (3h 15m)
- 1 Stop DEN · Denver 3h 15m
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Southwest Airlines (WN 2248)Boeing 737 800 Southwest Airlines (WN 740)Boeing 737 700 -
Southwest Airlines (WN 2248) -
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05:45 ORD14:32 SJD9Hrs, 47m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 05:45 - SJD 14:32 9h 47m 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 05:45IAHHouston George Bush Intercontinental Airport 12:28
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IAHHouston George Bush Intercontinental Airport 08:42SJDSan Jose Cabo Airport 14:32
- 9h 47m (3h 46m)
- 1 Stop IAH · Houston 3h 46m
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United Airlines (UA 2850)Boeing 737 900 United Airlines (UA 1438)Boeing 737 800 -
United Airlines (UA 2850) -
- -
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- -
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05:50 MDW13:10 SJD8Hrs, 20m 1 Stop (HOU)
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MDWChicago Midway Airport 05:50 - SJD 13:10 8h 20m 1 Stop (HOU) Houston
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MDWChicago Midway Airport 05:50HOUHouston Hobby Airport 11:10
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HOUHouston Hobby Airport 08:40SJDSan Jose Cabo Airport 13:10
- 8h 20m (2h 30m)
- 1 Stop HOU · Houston 2h 30m
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Southwest Airlines (WN 2694)Boeing 737 700 Southwest Airlines (WN 3006)Boeing 737 700 -
Southwest Airlines (WN 2694) -
- -
- T
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06:00 MDW12:10 SJD7Hrs, 10m 1 Stop (AUS)
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MDWChicago Midway Airport 06:00 - SJD 12:10 7h 10m 1 Stop (AUS) Austin
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MDWChicago Midway Airport 06:00AUSAustin-Bergstrom International Airport 10:20
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AUSAustin-Bergstrom International Airport 08:50SJDSan Jose Cabo Airport 12:10
- 7h 10m (1h 30m)
- 1 Stop AUS · Austin 1h 30m
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Southwest Airlines (WN 262)Boeing 737 Max 8 Passenger Southwest Airlines (WN 627)Boeing 737 700 -
Southwest Airlines (WN 262) -
- -
- -
- -
- -
- -
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- S
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06:00 ORD12:25 SJD7Hrs, 25m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 06:00 - SJD 12:25 7h 25m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 06:00DFWDallas/Fort Worth Intl Airport 10:15
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DFWDallas/Fort Worth Intl Airport 08:42SJDSan Jose Cabo Airport 12:25
- 7h 25m (1h 33m)
- 1 Stop DFW · Dallas 1h 33m
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American Airlines (AA 482)Airbus American Airlines (AA 2647)Airbus -
American Airlines (AA 482) -
- M
- T
- W
- -
- F
- S
- S
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06:00 ORD12:25 SJD7Hrs, 25m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 06:00 - SJD 12:25 7h 25m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 06:00DFWDallas/Fort Worth Intl Airport 10:15
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DFWDallas/Fort Worth Intl Airport 08:42SJDSan Jose Cabo Airport 12:25
- 7h 25m (1h 33m)
- 1 Stop DFW · Dallas 1h 33m
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American Airlines (AA 482)Airbus American Airlines (AA 2647)Airbus A321 Neo -
American Airlines (AA 482) -
- -
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- -
- T
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06:00 ORD13:35 SJD8Hrs, 35m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 06:00 - SJD 13:35 8h 35m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 06:00DFWDallas/Fort Worth Intl Airport 11:30
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DFWDallas/Fort Worth Intl Airport 08:42SJDSan Jose Cabo Airport 13:35
- 8h 35m (2h 48m)
- 1 Stop DFW · Dallas 2h 48m
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American Airlines (AA 482)Airbus American Airlines (AA 1324)Boeing 737 800 -
American Airlines (AA 482) -
- -
- -
- -
- -
- F
- -
- -
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06:05 ORD15:15 SJD10Hrs, 10m 1 Stop (GDL)
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ORDChicago O'Hare International Airport 06:05 - SJD 15:15 10h 10m 1 Stop (GDL) Guadalajara
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ORDChicago O'Hare International Airport 06:05GDLGuadalajara Airport 14:35
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GDLGuadalajara Airport 10:35SJDSan Jose Cabo Airport 15:15
- 10h 10m (4h)
- 1 Stop GDL · Guadalajara 4h
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VivaAerobus (VB 543)Airbus VivaAerobus (VB 3156)Airbus -
VivaAerobus (VB 543) -
- M
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- -
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06:10 MDW12:30 SJD7Hrs, 20m 1 Stop (DEN)
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MDWChicago Midway Airport 06:10 - SJD 12:30 7h 20m 1 Stop (DEN) Denver
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MDWChicago Midway Airport 06:10DENDenver Intl Airport 09:20
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DENDenver Intl Airport 07:55SJDSan Jose Cabo Airport 12:30
- 7h 20m (1h 25m)
- 1 Stop DEN · Denver 1h 25m
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Southwest Airlines (WN 2248)Boeing 737 700 Southwest Airlines (WN 722)Boeing 737 700 -
Southwest Airlines (WN 2248) -
- -
- -
- -
- T
- -
- -
- -
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06:15 ORD15:05 SJD9Hrs, 50m 1 Stop (SFO)
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ORDChicago O'Hare International Airport 06:15 - SJD 15:05 9h 50m 1 Stop (SFO) San Francisco
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ORDChicago O'Hare International Airport 06:15SFOSan Francisco International Airport 10:52
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SFOSan Francisco International Airport 09:03SJDSan Jose Cabo Airport 15:05
- 9h 50m (1h 49m)
- 1 Stop SFO · San Francisco 1h 49m
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United Airlines (UA 336)Boeing 757 300 Series United Airlines (UA 1881)Boeing 737 800 -
United Airlines (UA 336) -
- M
- T
- W
- T
- -
- S
- S
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06:15 ORD15:05 SJD9Hrs, 50m 1 Stop (SFO)
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ORDChicago O'Hare International Airport 06:15 - SJD 15:05 9h 50m 1 Stop (SFO) San Francisco
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ORDChicago O'Hare International Airport 06:15SFOSan Francisco International Airport 10:52
-
SFOSan Francisco International Airport 09:08SJDSan Jose Cabo Airport 15:05
- 9h 50m (1h 44m)
- 1 Stop SFO · San Francisco 1h 44m
-
United Airlines (UA 336)Boeing 737 Max 9 Passenger United Airlines (UA 1881)Boeing 737 800 -
United Airlines (UA 336) -
- -
- -
- -
- -
- F
- -
- -
-
06:23 ORD15:02 SJD9Hrs, 39m 1 Stop (MEX)
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ORDChicago O'Hare International Airport 06:23 - SJD 15:02 9h 39m 1 Stop (MEX) Mexico City
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ORDChicago O'Hare International Airport 06:23MEXMexico City Juarez International Airport 13:45
-
MEXMexico City Juarez International Airport 10:45SJDSan Jose Cabo Airport 15:02
- 9h 39m (3h)
- 1 Stop MEX · Mexico City 3h
-
Volaris (Y4 701)Airbus Volaris (Y4 302)Airbus -
Volaris (Y4 701) -
- -
- -
- -
- -
- -
- -
- S
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06:45 ORD12:30 SJD6Hrs, 45m 1 Stop (DEN)
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ORDChicago O'Hare International Airport 06:45 - SJD 12:30 6h 45m 1 Stop (DEN) Denver
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ORDChicago O'Hare International Airport 06:45DENDenver Intl Airport 09:20
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DENDenver Intl Airport 08:30SJDSan Jose Cabo Airport 12:30
- 6h 45m (50m)
- 1 Stop DEN · Denver 50m
-
Southwest Airlines (WN 1582)Boeing 737 700 Southwest Airlines (WN 722)Boeing 737 700 -
Southwest Airlines (WN 1582) -
- -
- -
- -
- T
- -
- -
- -
-
06:45 ORD13:40 SJD7Hrs, 55m 1 Stop (PHX)
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ORDChicago O'Hare International Airport 06:45 - SJD 13:40 7h 55m 1 Stop (PHX) Phoenix
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ORDChicago O'Hare International Airport 06:45PHXPhoenix Sky Harbor Intl Airport 11:20
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PHXPhoenix Sky Harbor Intl Airport 09:45SJDSan Jose Cabo Airport 13:40
- 7h 55m (1h 35m)
- 1 Stop PHX · Phoenix 1h 35m
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Southwest Airlines (WN 888)Boeing 737 800 Southwest Airlines (WN 2020)Boeing 737 700 -
Southwest Airlines (WN 888) -
- -
- -
- -
- -
- -
- S
- -
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06:45 ORD15:35 SJD9Hrs, 50m 1 Stop (PHX)
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ORDChicago O'Hare International Airport 06:45 - SJD 15:35 9h 50m 1 Stop (PHX) Phoenix
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ORDChicago O'Hare International Airport 06:45PHXPhoenix Sky Harbor Intl Airport 13:25
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PHXPhoenix Sky Harbor Intl Airport 09:45SJDSan Jose Cabo Airport 15:35
- 9h 50m (3h 40m)
- 1 Stop PHX · Phoenix 3h 40m
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Southwest Airlines (WN 888)Boeing 737 800 Southwest Airlines (WN 2020)Boeing 737 700 -
Southwest Airlines (WN 888) -
- -
- -
- -
- -
- -
- -
- S
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07:00 ORD13:25 SJD7Hrs, 25m 1 Stop (PHX)
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ORDChicago O'Hare International Airport 07:00 - SJD 13:25 7h 25m 1 Stop (PHX) Phoenix
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ORDChicago O'Hare International Airport 07:00PHXPhoenix Sky Harbor Intl Airport 11:05
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PHXPhoenix Sky Harbor Intl Airport 09:50SJDSan Jose Cabo Airport 13:25
- 7h 25m (1h 15m)
- 1 Stop PHX · Phoenix 1h 15m
-
American Airlines (AA 769)Boeing 737 800 American Airlines (AA 2646)Boeing 737 Max 8 Passenger -
American Airlines (AA 769) -
- M
- T
- W
- T
- F
- S
- S
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07:00 ORD13:35 SJD7Hrs, 35m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 07:00 - SJD 13:35 7h 35m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 07:00DFWDallas/Fort Worth Intl Airport 11:30
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DFWDallas/Fort Worth Intl Airport 09:42SJDSan Jose Cabo Airport 13:35
- 7h 35m (1h 48m)
- 1 Stop DFW · Dallas 1h 48m
-
American Airlines (AA 1902)Boeing 737 800 American Airlines (AA 1324)Boeing 737 800 -
American Airlines (AA 1902) -
- M
- T
- W
- -
- -
- -
- S
-
07:00 ORD13:55 SJD7Hrs, 55m 1 Stop (DEN)
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ORDChicago O'Hare International Airport 07:00 - SJD 13:55 7h 55m 1 Stop (DEN) Denver
-
ORDChicago O'Hare International Airport 07:00DENDenver Intl Airport 10:45
-
DENDenver Intl Airport 08:45SJDSan 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 ORD16:10 SJD10Hrs, 10m 1 Stop (PHX)
-
ORDChicago O'Hare International Airport 07:00 - SJD 16:10 10h 10m 1 Stop (PHX) Phoenix
-
ORDChicago O'Hare International Airport 07:00PHXPhoenix Sky Harbor Intl Airport 14:00
-
PHXPhoenix Sky Harbor Intl Airport 09:50SJDSan Jose Cabo Airport 16:10
- 10h 10m (4h 10m)
- 1 Stop PHX · Phoenix 4h 10m
-
American Airlines (AA 769)Boeing 737 800 American Airlines (AA 2675)Boeing 737 800 -
American Airlines (AA 769) -
- -
- -
- -
- T
- F
- -
- -
-
07:03 ORD13:35 SJD7Hrs, 32m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 07:03 - SJD 13:35 7h 32m 1 Stop (DFW) Dallas
-
ORDChicago O'Hare International Airport 07:03DFWDallas/Fort Worth Intl Airport 11:30
-
DFWDallas/Fort Worth Intl Airport 09:45SJDSan Jose Cabo Airport 13:35
- 7h 32m (1h 45m)
- 1 Stop DFW · Dallas 1h 45m
-
American Airlines (AA 1902)Boeing 737 800 American Airlines (AA 1324)Boeing 737 800 -
American Airlines (AA 1902) -
- -
- -
- -
- -
- -
- S
- -
-
07:05 MDW13:45 SJD7Hrs, 40m 1 Stop (PHX)
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MDWChicago Midway Airport 07:05 - SJD 13:45 7h 40m 1 Stop (PHX) Phoenix
-
MDWChicago Midway Airport 07:05PHXPhoenix Sky Harbor Intl Airport 11:25
-
PHXPhoenix Sky Harbor Intl Airport 10:00SJDSan 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) -
- -
- -
- -
- -
- F
- -
- -
-
07:10 ORD13:10 SJD7Hrs, 00m 1 Stop (DEN)
-
ORDChicago O'Hare International Airport 07:10 - SJD 13:10 7h 1 Stop (DEN) Denver
-
ORDChicago O'Hare International Airport 07:10DENDenver Intl Airport 10:01
-
DENDenver Intl Airport 09:00SJDSan Jose Cabo Airport 13:10
- 7h (1h 01m)
- 1 Stop DEN · Denver 1h 01m
-
United Airlines (UA 711)Boeing 737 Max 9 Passenger United Airlines (UA 294)Boeing 737 800 -
United Airlines (UA 711) -
- -
- -
- -
- -
- -
- S
- -
-
07:10 ORD13:10 SJD7Hrs, 00m 1 Stop (DEN)
-
ORDChicago O'Hare International Airport 07:10 - SJD 13:10 7h 1 Stop (DEN) Denver
-
ORDChicago O'Hare International Airport 07:10DENDenver Intl Airport 10:01
-
DENDenver Intl Airport 09:00SJDSan Jose Cabo Airport 13:10
- 7h (1h 01m)
- 1 Stop DEN · Denver 1h 01m
-
United Airlines (UA 711)Boeing 737 900 United Airlines (UA 294)Boeing 737 800 -
United Airlines (UA 711) -
- M
- -
- W
- T
- -
- -
- S
-
07:10 ORD13:10 SJD7Hrs, 00m 1 Stop (DEN)
-
ORDChicago O'Hare International Airport 07:10 - SJD 13:10 7h 1 Stop (DEN) Denver
-
ORDChicago O'Hare International Airport 07:10DENDenver Intl Airport 10:01
-
DENDenver Intl Airport 09:00SJDSan Jose Cabo Airport 13:10
- 7h (1h 01m)
- 1 Stop DEN · Denver 1h 01m
-
United Airlines (UA 711)Boeing 737 Max 8 Passenger United Airlines (UA 294)Boeing 737 800 -
United Airlines (UA 711) -
- -
- T
- -
- -
- -
- -
- -
-
07:10 ORD14:25 SJD8Hrs, 15m 1 Stop (DEN)
-
ORDChicago O'Hare International Airport 07:10 - SJD 14:25 8h 15m 1 Stop (DEN) Denver
-
ORDChicago O'Hare International Airport 07:10DENDenver Intl Airport 11:16
-
DENDenver Intl Airport 09:00SJDSan Jose Cabo Airport 14:25
- 8h 15m (2h 16m)
- 1 Stop DEN · Denver 2h 16m
-
United Airlines (UA 711)Boeing 737 900 United Airlines (UA 452)Boeing 737 800 -
United Airlines (UA 711) -
- M
- -
- W
- T
- -
- -
- S
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What’s the fastest flight time from Chicago to San Jose Cabo?
The fastest flight time for direct flights from Chicago to San Jose Cabo is 4 hours 45 minutes. Check latest flight schedules & prices on Wego.
How far is San Jose Cabo from Chicago?
The flight distance between Chicago and San Jose Cabo 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 01:15. The last flight of the day departs at 01:15. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to San Jose Cabo?
There are 3 airlines that offer direct flights from Chicago to San Jose Cabo. Find out the list of airlines on Wego.