St Louis to Chicago

STLMDW

Fly from St Louis to Chicago starting at USD 60 with Southwest Airlines.Best fare available on Sep 6, 2026.Limited seats. Better plans. Book before it's gone.

St Louis to Chicago cheapest flights this week

4 Sept
Frontier Airlines
18:17STL
22:47MDW
1 StopUSD 167VIEW DEAL
4 Sept
Southwest Airlines
18:15STL
19:20MDW
DirectUSD 240VIEW DEAL
4 Sept
Southwest Airlines
11:05STL
12:15MDW
DirectUSD 269VIEW DEAL
5 Sept
Southwest Airlines
08:25STL
09:30MDW
DirectUSD 208VIEW DEAL
5 Sept
Southwest Airlines
15:00STL
16:10MDW
DirectUSD 199VIEW DEAL
5 Sept
Southwest Airlines
05:45STL
06:50MDW
DirectUSD 215VIEW DEAL
6 Sept
Southwest Airlines
10:35STL
11:40MDW
DirectUSD 199VIEW DEAL
6 Sept
Southwest Airlines
06:45STL
07:50MDW
DirectUSD 62VIEW DEAL
6 Sept
Southwest Airlines
16:20STL
17:25MDW
DirectUSD 60VIEW DEAL
6 Sept
Southwest Airlines
19:50STL
20:55MDW
DirectUSD 197VIEW 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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