Tampa to Chicago

TPAMDW

Fly from Tampa to Chicago starting at USD 100 with Southwest Airlines.Best fare available on Jul 21, 2026.Limited seats. Better plans. Book before it's gone.

Tampa to Chicago cheapest flights this week

4 Jul
Frontier Airlines
07:00TPA
12:04MDW
1 StopUSD 129VIEW DEAL
4 Jul
Frontier Airlines
13:18TPA
23:11MDW
1 StopUSD 122VIEW DEAL
21 Jul
Southwest Airlines
06:55TPA
09:35MDW
DirectUSD 100VIEW DEAL
22 Jul
Southwest Airlines
06:55TPA
09:35MDW
DirectUSD 104VIEW DEAL
4 Sept
Frontier Airlines
20:07TPA
11:50MDW
1 StopUSD 134VIEW DEAL
19 Dec
Southwest Airlines
10:50TPA
13:35MDW
DirectUSD 196VIEW DEAL

Tampa to Chicago monthly flight fare trend

Jul
from USD 100
Aug
No flights
Sep
from USD 134
Oct
No flights
Nov
No flights
Dec
from USD 196

Airport Details

Origin

Tampa

Tampa International Airport (TPA)

Tampa, TPA
Zone

New York

Elev

26 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

Flights from Tampa

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