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Direct flights from Chicago to San Diego

Airlines Schedules

MDW - SAN route map All flights from MDW to SAN non-stop. There are direct flights from Chicago Midway International (MDW), Illinois, USA to San Diego International Airport (SAN), California, USA with Southwest Airlines. 22 weekly departures are currently scheduled on this route. Departure times range from 05:05 to 23:05 depending on the schedule period. The flight distance is 1734 miles (2790 km). Flight time ranges from 4 hours and 10 minutes to 4 hours and 40 minutes.

MDW
Chicago Midway
USAChicago , USA
SAN
San Diego Airport
USASan Diego , USA
MDW
Chicago Midway
USAChicago , USA
San Diego Airport
USASan Diego , USA
SAN
Flight time 4h 10min to 4h 40min
Updated Oct 5, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 05:05 and 23:05
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
22 flights/week
22 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Chicago to San Diego 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 2
Tue
Nov 3
Wed
Nov 4
Thu
Nov 5
Fri
Nov 6
Sat
Nov 7
Sun
Nov 8
WN1456
10:10
10:10
10:10
10:10
10:10
10:10
10:10
WN1071
----
15:45
15:45
----
----
----
----
WN236
18:10
----
----
18:10
18:10
----
18:10
WN865
----
----
----
----
----
18:20
----
WN1987
21:20
20:55
20:55
21:20
21:20
----
21:20

The timetable & schedule information was updated at 2026-10-05

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Chicago to San Diego scheduled departures

Select a date to see every published non-stop departure between MDW and SAN.

Sunday
Sun
Nov 01
3 flights(3)
Monday
Mon
Nov 02
3 flights(3)
Tuesday
Tue
Nov 03
3 flights(3)
Wednesday
Wed
Nov 04
3 flights(3)
Thursday
Thu
Nov 05
3 flights(3)
Friday
Fri
Nov 06
3 flights(3)
Saturday
Sat
Nov 07
2 flights(2)
Time
Airline
Flight
10:10
Southwest Airlines Southwest Airlines
WN1456
18:10
Southwest Airlines Southwest Airlines
WN236
21:20
Southwest Airlines Southwest Airlines
WN1987
10:10
Southwest Airlines Southwest Airlines
WN1456
18:10
Southwest Airlines Southwest Airlines
WN236
21:20
Southwest Airlines Southwest Airlines
WN1987
10:10
Southwest Airlines Southwest Airlines
WN1456
15:45
Southwest Airlines Southwest Airlines
WN1071
20:55
Southwest Airlines Southwest Airlines
WN1987
10:10
Southwest Airlines Southwest Airlines
WN1456
15:45
Southwest Airlines Southwest Airlines
WN1071
20:55
Southwest Airlines Southwest Airlines
WN1987
10:10
Southwest Airlines Southwest Airlines
WN1456
18:10
Southwest Airlines Southwest Airlines
WN236
21:20
Southwest Airlines Southwest Airlines
WN1987
10:10
Southwest Airlines Southwest Airlines
WN1456
18:10
Southwest Airlines Southwest Airlines
WN236
21:20
Southwest Airlines Southwest Airlines
WN1987
10:10
Southwest Airlines Southwest Airlines
WN1456
18:20
Southwest Airlines Southwest Airlines
WN865
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MDW-SAN flight route
Route map from Chicago, MDW to San Diego, SAN. The distance is 1734 miles or 2790 km.
Chicago - San Diego direct flight map
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MDW - SAN route facts

  • Distance
    1734 miles (2790 km)
  • Flight time
    4 hours and 10 minutes to 4 hours and 40 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Arrival terminals
    Terminal 1
  • Aircraft
    Boeing 737MAX 8 Passenger and Boeing 737-700 Passenger (Scimitar Winglets)

Route FAQ

Southwest Airlines operates non-stop flights from MDW to SAN with 22 weekly departures.

Scheduled flight time from MDW to SAN ranges from 4 hours and 10 minutes to 4 hours and 40 minutes. The route covers 1734 miles (2790 km).

22 weekly departures are currently scheduled on this route, with published departure times ranging from 05:05 to 23:05 depending on the schedule period.

Arrival terminal: Terminal 1.

Economy are currently scheduled on non-stop flights for this route.
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