St Louis to Chicago

STLMDW

Fly from St Louis to Chicago starting at USD 50 with Southwest Airlines.Best fare available on Sep 11, 2026.Limited seats. Better plans. Book before it's gone.

St Louis to Chicago cheapest flights this week

10 Sept
Southwest Airlines
18:15STL
19:20MDW
DirectUSD 78VIEW DEAL
11 Sept
Southwest Airlines
14:20STL
15:30MDW
DirectUSD 79VIEW DEAL
11 Sept
Southwest Airlines
06:05STL
07:10MDW
DirectUSD 62VIEW DEAL
11 Sept
Southwest Airlines
20:50STL
22:00MDW
DirectUSD 50VIEW DEAL
11 Sept
Frontier Airlines
14:29STL
23:44MDW
1 StopUSD 170VIEW DEAL
12 Sept
Southwest Airlines
05:45STL
06:50MDW
DirectUSD 104VIEW DEAL
12 Sept
Southwest Airlines
08:25STL
09:30MDW
DirectUSD 63VIEW DEAL
12 Sept
Southwest Airlines
15:00STL
16:10MDW
DirectUSD 196VIEW DEAL
13 Sept
Frontier Airlines
10:20STL
11:59MDW
1 StopUSD 174VIEW DEAL
13 Sept
Southwest Airlines
15:30STL
16:35MDW
DirectUSD 295VIEW DEAL

St Louis to Chicago monthly flight fare trend

Sep
from USD 50
Oct
from USD 61
Nov
from USD 56
Dec
No flights
Jan
No flights
Feb
No flights

Airport Details

Origin

St Louis

St. Louis Lambert International Airport (STL)

St Louis, STL
Zone

Chicago

Elev

618 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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