Direct flights from San Jose Cabo to Chicago

SJD - MDW route map All flights from SJD to MDW non-stop. There are direct flights from Los Cabos International, Mexico to Chicago Midway International (MDW), Illinois, USA once a week with Southwest Airlines. The flight distance is 1815 miles and the trip usually takes about 4 hours and 5 minutes.

SJD
Los Cabos
MexicoSan Jose Cabo , Mexico
MDW
Chicago Midway International
USAChicago , USA
SJD
Los Cabos
MexicoSan Jose Cabo , Mexico
Chicago Midway
USAChicago , USA
MDW
Flight time is 4 hours and 5 minutes
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Airlines with non-stop routes:

Southwest Airlines

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T
W
T
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Low-cost airline
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From 22/11
From 22/11
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
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Flight schedule from San Jose Cabo to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Nov 17
Tue
Nov 18
Wed
Nov 19
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Nov 20
Fri
Nov 21
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Nov 22
Sun
Nov 23
WN3637
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14:00
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The timetable & schedule information was updated at 2025-05-15

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San Jose Cabo to Chicago flight departures

Select a date to see all scheduled flight departures between SJD to MDW.

Wednesday
Wed
Nov 19
0 flights(0)
Thursday
Thu
Nov 20
0 flights(0)
Friday
Fri
Nov 21
0 flights(0)
Saturday
Sat
Nov 22
1 flights(1)
Sunday
Sun
Nov 23
0 flights(0)
Monday
Mon
Nov 24
0 flights(0)
Tuesday
Tue
Nov 25
0 flights(0)
Time
Airline
Flight
14:00
Southwest Airlines Southwest Airlines
WN3637
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SJD-MDW flight route
San Jose Cabo, SJD to Chicago, MDW flight path. The distance is 1815 miles or 2920 km.
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San Jose Cabo - Chicago direct flight map
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SJD - MDW information

  • Distance
    1815 miles (2920 km)
  • Flight time
    4 hours and 5 minutes
  • Airlines
    Southwest Southwest
  • Alliances
    One World
    Sky Team
    Star Alliance
  • Classes
    Economy
    Business
    First Class
  • Southwest Aircraft
    Boeing 737 Passenger
  • Departure Terminal
    Terminal 2 (Southwest)
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Yes. There are direct flights from San Jose Cabo (SJD) to Chicago (MDW) with Southwest Airlines.

All the flights from San Jose Cabo to Chicago are departing from Terminal 2.

The flight time is 4 hours and 3 minutes. The distance is 1815 miles or 2920 kilometers.

The flight (WN3637) departs at different times of the day depending on what date you choose to fly.

No, there are no direct flights from San Jose Cabo to Chicago with Star Alliance.

No, there are no direct flights from San Jose Cabo to Chicago with oneworld.

No, there are no direct flights from San Jose Cabo to Chicago with SkyTeam.

Southwest flies this route with the Boeing 737 Passenger aircraft.

Southwest have non-stop flights to Chicago.

You can fly direct every day except tuesdays and thursdays.
Direct flights from San Jose Cabo to USA
From San Jose Cabo to New York

JFK John F Kennedy International

From San Jose Cabo to New York

EWR Newark Liberty International

From San Jose Cabo to Baltimore

BWI Baltimore Washington International

From San Jose Cabo to Detroit

DTW Detroit Metropolitan Airport

From San Jose Cabo to Seattle

SEA Seattle Tacoma International

From San Jose Cabo to Portland

PDX Portland International

From San Jose Cabo to Charlotte

CLT Charlotte Douglas International

From San Jose Cabo to Chicago

ORD Chicago O Hare International

From San Jose Cabo to Minneapolis

MSP Minneapolis St Paul International

From San Jose Cabo to Atlanta

ATL Hartsfield–Jackson Atlanta International Airport