Direct flights from San Diego to Chicago

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San Diego

United States

United States

SAN

San Diego 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
1,724 miles  ·  (2,775 km)
Flight time
4 hours and 5 minutes
Airlines
  • Southwest Airlines
Alliances
  • OneWorld
  • SkyTeam
  • Star Alliance
Classes
  • Economy
  • Premium Economy
  • Business Class
  • First Class
Aircrafts
  • Boeing 737 MAX 8
  • Boeing 737-700 (winglets)
  • Boeing 737-800 (winglets)

San Diego to Chicago Flight Schedule

Scan through all non-stop flights from San Diego to Chicago. The full flight schedule below gives an overview of all non-stop flights from SAN 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 Diego to Chicago

Airline-specific flight schedules from San Diego to Chicago

Currently, there is only one airline operating non-stop flights from San Diego SAN 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 SAN MDW flight schedule.

Southwest Airlines
Southwest Airlines flight schedulefrom San Diego to Chicago

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San Diego to Chicago Flights

Flights from SAN to MDW are operated 13 times a week, with an average of 2 flights per day. Departure times vary between 06:20 - 19:55. The earliest flight departs at 06:20, the last flight departs at 19:55. 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 Diego to Chicago takes 4 hours and 5 minutes. The flight distance between San Diego and Chicago is 1,724 miles (or 2,775 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 SAN to MDW?

There are 13 flights per week flying from San Diego to Chicago (as of September 2021).

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

4 hours and 5 minutes is the average flight time from San Diego to Chicago.

How far is Chicago from San Diego?

The distance from San Diego to Chicago is 1,724 miles (2,775 kilometers).

What airlines fly nonstop from SAN airport to MDW airport?

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

What alliances have direct flights from San Diego to Chicago?

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

What classes are available from San Diego to Chicago?

You can fly non-stop in Economy only.

What aircraft types fly from San Diego to Chicago?

Aircraft types that fly from San Diego to Chicago:

  • Boeing 737 MAX 8
  • Boeing 737-700 (winglets)
  • Boeing 737-800 (winglets)

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

The earliest flight departs at 06:20 from San Diego and arrives at 12:25 at Chicago.

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

The latest flight departs at 19:55 from San Diego and arrives at 01:50 at Chicago.

Non-stop flights from SAN to MDW

1,724 miles (2,775 km)  ·  4h 5m

Round trip
1 passenger
Economy
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Return schedule
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  • Depart
  • Arrive
  • Airline
  • Flight no
  • Aircraft
  • Classes
  • 06:20

  • 12:25

  • Southwest Airlines

    Southwest Airlines

  • WN 1794

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 06:20

  • 12:25

  • Southwest Airlines

    Southwest Airlines

  • WN 1794

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 06:25

  • 12:30

  • Southwest Airlines

    Southwest Airlines

  • WN 4338

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 07:05

  • 13:00

  • Southwest Airlines

    Southwest Airlines

  • WN 5456

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 10:20

  • 16:15

  • Southwest Airlines

    Southwest Airlines

  • WN 4799

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 11:20

  • 17:15

  • Southwest Airlines

    Southwest Airlines

  • WN 3586

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 12:05

  • 18:00

  • Southwest Airlines

    Southwest Airlines

  • WN 6208

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 12:10

  • 18:05

  • Southwest Airlines

    Southwest Airlines

  • WN 3782

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 14:55

  • 20:45

  • Southwest Airlines

    Southwest Airlines

  • WN 5364

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 16:50

  • 22:40

  • Southwest Airlines

    Southwest Airlines

  • WN 5869

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 16:50

  • 22:40

  • Southwest Airlines

    Southwest Airlines

  • WN 5869

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 17:20

  • 23:10

  • Southwest Airlines

    Southwest Airlines

  • WN 1016

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 17:45

  • 23:35

  • Southwest Airlines

    Southwest Airlines

  • WN 4632

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

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