Direct flights from Tampa to Chicago
All flights from TPA to MDW non-stop. There are direct flights from Tampa International (TPA), Florida, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 25 weekly departures are currently scheduled on this route. Departure times range from 05:15 to 22:55 depending on the schedule period. The flight distance is 1004 miles (1615 km). Flight time ranges from 2 hours and 35 minutes to 3 hours.
Tampa
, USA
Flight schedule from Tampa to Chicago with Southwest Airlines
This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-10-12
Tampa to Chicago scheduled departures
Select a date to see every published non-stop departure between TPA and MDW.
TPA - MDW route facts
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Distance1004 miles (1615 km)
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Flight time2 hours and 35 minutes to 3 hours
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Airline Southwest
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Airline alliancesLow-cost carrier
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CabinsEconomy
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AircraftBoeing 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger and Boeing 737-700 Passenger (Scimitar Winglets)
Route FAQ
Direct flights from Tampa to IL, USA
From Tampa to Chicago
ORD Chicago O Hare International
