Nonstop flights from Tampa to Chicago

Southwest Airlines flies this route 3 to 4 times a day.

TPATampa International

998 mi · 25 flights a week

MDWChicago Midway International

TPAMDW

When they leave

Tampa time

5:15a5:25pFirst departure 5:15 AM, last 5:25 PM

Five in the morning, 5:15 AM to 11:35 AM, then one afternoon flight at 12:40 PM, then one evening flight at 5:25 PM.

Every flight

Earliest first

5:15 AM→6:55 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
7:05 AM→8:45 AMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
7:35 AM→9:15 AMSouthwest AirlinesBoeing 737Sun
11:00 AM→12:40 PMSouthwest AirlinesBoeing 737-700Daily
11:35 AM→1:15 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sat
12:40 PM→2:15 PMSouthwest AirlinesBoeing 737-700Sun
5:25 PM→7:00 PMSouthwest AirlinesBoeing 737Daily

Schedules last checked Sep 19, 2026. Times are local.

Flying from Tampa to Chicago

Southwest Airlines is the only airline flying nonstop from Tampa to Chicago, 3 to 4 times a day on the Boeing 737-700, Boeing 737 and Boeing 737 MAX 8.

There are 3 or 4 flights every day of the week. The first arrival in Chicago is at 6:55 AM and the last at 7:00 PM. The flight covers 998 miles.

Flying back, Chicago to Tampa has 26 nonstop flights a week. From Tampa, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 50 a week.