Airlines with flights from Los Angeles to Chicago
There are three airlines with scheduled flights between LAX and MDW. Southwest is the only airline with non-stop flights from LAX to Midway International Airport and the flight time is 3 hours and 55 minutes.
There are three airlines with scheduled flights between LAX and MDW. Southwest is the only airline with non-stop flights from LAX to Midway International Airport and the flight time is 3 hours and 55 minutes. Choose airline
Direct
Non-stop
3h 55min
Via Kansas City
5h 10min
Via Phoenix
5h 20min
Via Denver
5h 20min
Via Saint Louis
5h 20min
Via Las Vegas
5h 25min
Via San Jose
5h 50min
Via Dallas
5h 55min
Via Nashville
6h 0min
Via Sacramento
6h 0min
Via San Antonio
6h 0min
Via Minneapolis
6h 7min
Via Austin
6h 10min
Via Detroit
6h 18min
Via Dallas
6h 27min
Via Oakland
6h 35min
Via Memphis
7h 35min
Via Milwaukee
7h 20min
Via Salt Lake City
5h 25min
NEW
Starts 04/08
Via Detroit
7h 50min
Starts 09/08
Via El Paso
6h 40min
NEW
Starts 01/10
Via Indianapolis
10h 40min
Starts 06/10
Via Albuquerque
6h 35min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 3 hours and 55 minutes
-
Low-cost airline
-
Los Angeles and Chicago are both Southwest Airlines focus cities.
-
31 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
LAX
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2464
----
05:05
05:05
----
----
----
----
WN4398
05:10
----
----
05:10
05:10
06:00
05:10
WN734
11:45
11:15
11:15
11:45
11:45
10:25
----
WN446
----
----
----
----
----
----
11:45
WN4541
18:20
17:00
17:00
18:20
18:20
----
----
WN2413
23:55
23:55
23:55
23:55
23:55
23:55
23:55
The timetable & schedule information was updated at 2026-04-21
Via Kansas City with Southwest Airlines
-
Total flight time: 5h 10m - 9h 10m.
-
Low-cost airline
-
Los Angeles and Chicago are both Southwest Airlines focus cities.
-
34 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
LAX
Via MCI
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4892
WN2572
WN2572
07:10
----
----
07:10
07:10
06:50
----
WN4892
WN2953
WN2953
----
07:50
07:50
----
----
----
----
WN5104
WN2029
WN2029
09:15
----
----
----
----
----
----
The timetable & schedule information was updated at 2026-04-21
Via Phoenix with Southwest Airlines
-
Total flight time: 5h 20m - 10h 50m.
-
Low-cost airline
-
Los Angeles and Chicago are both Southwest Airlines focus cities.
-
150 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
LAX
Via PHX
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2039
WN3296
WN3296
----
----
----
----
----
----
05:05
WN116
WN3296
WN3296
05:05
----
----
05:05
05:05
----
----
WN964
WN1677
WN1677
----
----
----
----
----
05:30
----
WN116
WN4470
WN4470
----
05:45
05:45
----
----
----
----
WN2419
WN4066
WN4066
----
----
----
----
----
07:55
----
WN3521
WN3296
WN3296
----
08:10
08:10
----
----
----
----
WN2419
WN3329
WN3329
08:55
----
----
08:55
08:55
----
----
WN2421
WN3329
WN3329
10:50
----
----
10:50
10:50
----
----
WN1230
WN2162
WN2162
----
----
----
----
----
11:35
----
WN2421
WN770
WN770
----
----
----
----
----
----
12:55
WN198
WN3297
WN3297
----
14:20
14:20
----
----
----
----
WN193
WN2521
WN2521
16:55
----
----
16:55
16:55
----
----
WN4229
WN3298
WN3298
19:30
----
----
19:30
19:30
20:10
21:00
WN1418
WN3298
WN3298
----
19:40
19:40
----
----
----
----
The timetable & schedule information was updated at 2026-04-21
Via Denver with Southwest Airlines
-
Total flight time: 5h 20m - 9h 30m.
-
Low-cost airline
-
Los Angeles and Chicago are both Southwest Airlines focus cities.
-
143 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
LAX
Via DEN
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2943
WN755
WN755
05:55
06:00
06:00
05:55
05:55
05:40
05:40
WN735
WN1603
WN1603
----
06:25
06:25
----
----
----
----
WN3042
WN1603
WN1603
----
----
----
----
----
06:55
----
WN2222
WN1524
WN1524
----
----
----
----
----
07:55
----
WN1591
WN284
WN284
----
07:55
07:55
----
----
----
----
WN2222
WN1601
WN1601
08:15
----
----
08:15
08:15
----
----
WN407
WN1524
WN1524
----
----
----
----
----
----
08:35
WN2391
WN1251
WN1251
10:00
----
----
10:00
10:00
----
----
WN2391
WN1604
WN1604
----
----
----
----
----
----
11:25
WN2975
WN1614
WN1614
----
----
----
----
----
----
12:20
WN2975
WN1615
WN1615
13:00
----
----
13:00
13:00
----
----
WN1599
WN1615
WN1615
13:05
----
----
13:05
13:05
----
----
WN2392
WN1604
WN1604
----
13:15
13:15
----
----
----
----
WN2392
WN223
WN223
----
----
----
----
----
14:20
----
WN2392
WN1614
WN1614
----
----
----
----
----
----
14:45
WN2392
WN1615
WN1615
14:55
----
----
14:55
14:55
----
----
WN278
WN1615
WN1615
16:20
----
----
16:20
16:20
----
----
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 5h 20m - 7h 45m.
-
Low-cost airline
-
Los Angeles and Chicago are both Southwest Airlines focus cities.
-
42 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
LAX
Via STL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4900
WN1373
WN1373
----
05:00
05:00
----
----
----
----
WN3888
WN2832
WN2832
----
----
----
----
----
----
05:30
WN2400
WN3957
WN3957
13:30
----
----
13:30
13:30
12:25
13:30
The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta
Via Dallas with Frontier