St Louis to Chicago

STLMDW

Fly from St Louis to Chicago starting at USD 51 with Southwest Airlines.Best fare available on Aug 20, 2026.Limited seats. Better plans. Book before it's gone.

St Louis to Chicago cheapest flights this week

6 Aug
Southwest Airlines
18:15STL
19:20MDW
DirectUSD 283VIEW DEAL
9 Aug
Southwest Airlines
06:00STL
07:05MDW
DirectUSD 291VIEW DEAL
17 Aug
Southwest Airlines
20:50STL
21:55MDW
DirectUSD 103VIEW DEAL
20 Aug
Southwest Airlines
06:05STL
07:10MDW
DirectUSD 51VIEW DEAL
20 Aug
Southwest Airlines
18:15STL
19:20MDW
DirectUSD 62VIEW DEAL
21 Aug
Frontier Airlines
18:17STL
10:50MDW
1 StopUSD 125VIEW DEAL
27 Aug
Frontier Airlines
18:17STL
10:55MDW
1 StopUSD 90VIEW DEAL
30 Aug
Frontier Airlines
18:17STL
10:55MDW
1 StopUSD 123VIEW DEAL
31 Aug
Southwest Airlines
11:05STL
12:15MDW
DirectUSD 80VIEW DEAL
1 Sept
Southwest Airlines
12:50STL
13:55MDW
DirectUSD 82VIEW DEAL

St Louis to Chicago monthly flight fare trend

Aug
from USD 51
Sep
from USD 61
Oct
No flights
Nov
from USD 203
Dec
No flights
Jan
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

Flights from St Louis

Flights from St Louis to AtlantaFlights from St Louis to AustinFlights from St Louis to BostonFlights from St Louis to CharlotteFlights from St Louis to DenverFlights from St Louis to DallasFlights from St Louis to DetroitFlights from St Louis to NewarkFlights from St Louis to Fort LauderdaleFlights from St Louis to Honolulu