Flights from Los Angeles to Chicago Midway

Our cheapest offers for flights from Los Angeles to Chicago Midway

Here you can compare cheap flights from Los Angeles (LAX) to Chicago Midway (MDW) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Chicago Midway. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
Los Angeles
Chicago Midway
Outbound
06/18/25
direct
WN2773
04h 00min
Return
07/15/25
1 Stopover (MSP)
DL3778, DL2327
07h 37min
Southwest Airlines ?
$263
Los Angeles
Chicago Midway
Outbound
10/18/25
1 Stopover (MCO)
F94146, F93853
15h 24min
Return
11/17/25
1 Stopover (DEN)
F92209, F92341
22h 49min
Frontier Airlines
$279
Los Angeles
Chicago Midway
Outbound
09/04/25
1 Stopover (ATL)
F94316, F92779
08h 07min
Return
09/28/25
1 Stopover (IAH)
F93281, F91755
09h 39min
Frontier Airlines ?
$287
Los Angeles
Chicago Midway
Outbound
10/18/25
1 Stopover (MCO)
F94146, F93853
15h 24min
Return
11/17/25
1 Stopover (ATL)
F92292, F94315
08h 08min
Frontier Airlines
$289
Los Angeles
Chicago Midway
Outbound
10/18/25
1 Stopover (MCO)
F94146, F93853
15h 24min
Return
11/17/25
1 Stopover (DEN)
F92209, F92341
22h 49min
Frontier Airlines
$290
Los Angeles
Chicago Midway
Outbound
09/04/25
1 Stopover (ATL)
F94316, F92779
08h 07min
Return
09/28/25
1 Stopover (DEN)
F91227, F94345
06h 29min
Frontier Airlines
$291
Los Angeles
Chicago Midway
Outbound
06/18/25
1 Stopover (ATL)
F94316, F92779
08h 31min
Return
07/15/25
1 Stopover (ATL)
F92292, F94315
07h 46min
Frontier Airlines
$400
Los Angeles
Chicago Midway
Outbound
09/04/25
1 Stopover (ATL)
F93216, F92779
23h 54min
Return
09/28/25
1 Stopover (AGU)
Y47843, Y47854
29h 12min
Frontier Airlines ?
$658
Los Angeles
Chicago Midway
Outbound
06/18/25
1 Stopover (GDL)
Y41715, Y41840
25h 35min
Return
07/15/25
1 Stopover (GDL)
Y41841, VB0518
28h 06min
Volaris ?
$860
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Los Angeles to Chicago Midway

Favorite airline: Delta
Flight tickets on the route Los Angeles – Chicago Midway are most frequently booked with Delta.
Delta
71 %
Frontier Airlines
14 %
Lynx Air
14 %
Favourite connection: via Detroit
On this route, flights with a stopover in Detroit are the most popular.
Route
bookings
1 stopover Detroit Metropolitan Wayne County Airport, MI
07h 15min, from $321
67 %
1 stopover San Francisco International Airport, CA
10h 40min, from $298
33 %

Important flight information

Flight information: Los Angeles - Chicago Midway

Roundtrip from $262.54
Flight duration min. 03:50 / max. 07:15
Return flight duration min. 04:40/ max. 11:25
Distance 2815 km
Flights per week 41
Departure airport Airport Los Angeles International Airport, CA (LAX)
Arrival airport Airport Chicago Midway International Airport, IL (MDW)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to Chicago Midway
Flight destinations with a similar price