Direct flights from San Jose to Chicago

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San Jose

United States

United States

SJC

Norman Y. Mineta San Jose International Airport

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Chicago

United States

United States

MDW

Midway International Airport

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Flight schedule
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Click to show full flight schedule

Distance
1,832 miles  ·  (2,948 km)
Flight time
4 hours and 15 minutes
Airlines
  • Southwest Airlines
Alliances
  • OneWorld
  • SkyTeam
  • Star Alliance
Classes
  • Economy
  • Premium Economy
  • Business Class
  • First Class
Aircrafts
  • Boeing 737-700 (winglets)
  • Boeing 737-800
  • Boeing 737-800 (winglets)

San Jose to Chicago Flight Schedule

Scan through all non-stop flights from San Jose to Chicago. The full flight schedule below gives an overview of all non-stop flights from SJC to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.

Note: for airline-specific flight schedules, please scroll further down.

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Airlines flying from San Jose to Chicago

Airline-specific flight schedules from San Jose to Chicago

Currently, there is only one airline operating non-stop flights from San Jose SJC to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.

Click an airline below to view their SJC MDW flight schedule.

Southwest Airlines
Southwest Airlines flight schedulefrom San Jose to Chicago

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San Jose to Chicago Flights

Flights from SJC to MDW are operated 3 times a week, with an average of 1 flight per day. Departure times vary between 06:30 - 13:25. The earliest flight departs at 06:30, the last flight departs at 13:25. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.

On this non-stop route, you can fly in Economy only.

The fastest direct flight from San Jose to Chicago takes 4 hours and 15 minutes. The flight distance between San Jose and Chicago is 1,832 miles (or 2,948 km).

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Frequently asked questions - FAQ

How many airports are there in Chicago?

There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (formerly Orchard Depot Fi (ORD).

How many flights per week are there from SJC to MDW?

There are 3 flights per week flying from San Jose to Chicago (as of January 2022).

How long does it take to fly from San Jose to Chicago?

4 hours and 15 minutes is the average flight time from San Jose to Chicago.

How far is Chicago from San Jose?

The distance from San Jose to Chicago is 1,832 miles (2,948 kilometers).

What airlines fly nonstop from SJC airport to MDW airport?

Southwest Airlines is the only airline flying nonstop from San Jose to Chicago.

What alliances have direct flights from San Jose to Chicago?

There are no alliances flying direct from San Jose to Chicago at the moment.

What classes are available from San Jose to Chicago?

You can fly non-stop in Economy only.

What aircraft types fly from San Jose to Chicago?

Aircraft types that fly from San Jose to Chicago:

  • Boeing 737-700 (winglets)
  • Boeing 737-800
  • Boeing 737-800 (winglets)

What is the earliest flight departing from San Jose to Chicago?

The earliest flight departs at 06:30 from San Jose and arrives at 12:40 at Chicago.

What is the latest flight available from San Jose to Chicago?

The latest flight departs at 13:25 from San Jose and arrives at 19:25 at Chicago.

Non-stop flights from SJC to MDW

1,832 miles (2,948 km)  ·  4h 15m

Round trip
1 passenger
Economy
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Return schedule
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  • Depart
  • Arrive
  • Airline
  • Flight no
  • Aircraft
  • Classes
  • 06:30

  • 12:40

  • Southwest Airlines

    Southwest Airlines

  • WN 2994

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 10:50

  • 17:00

  • Southwest Airlines

    Southwest Airlines

  • WN 2374

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

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