Tampa (TPA) to Chicago (MDW) flights
One airline flies nonstop from Tampa (TPA) to Chicago (MDW): Southwest Airlines. The two airports are 998 miles (1,606 km) apart. There are also 43 ways to fly it with one stop, through Atlanta, Louisville and Indianapolis and more.
Airlines flying nonstop from TPA to MDW
- Southwest AirlinesNot in an allianceWho books it
TPA to MDW with one stop
43 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Atlanta (ATL)Delta Air Lines, Southwest Airlines and 1 more the whole way
- Via Louisville (SDF)Southwest Airlines the whole way
- Via Indianapolis (IND)Southwest Airlines the whole way
- Via Knoxville (TYS)Southwest Airlines, then Allegiant Air
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Cincinnati (CVG)Delta Air Lines and Frontier Airlines, then Southwest Airlines
- Via Birmingham (BHM)Southwest Airlines the whole way
- Via Charlotte (CLT)American Airlines, then Southwest Airlines
- Via Pensacola (PNS)Breeze Airways, then Southwest Airlines
- Via Columbus (CMH)Southwest Airlines the whole way
- Via Charleston (CHS)Breeze Airways, then Southwest Airlines
- Via Saint Louis (STL)Southwest Airlines the whole way
- Via Memphis (MEM)Southwest Airlines the whole way
- Via Milwaukee (MKE)Southwest Airlines the whole way
- Via Grand Rapids (GRR)Southwest Airlines the whole way
TPA to MDW: common questions
Which airlines fly nonstop from TPA to MDW?
Southwest Airlines flies nonstop from Tampa (TPA) to Chicago (MDW).
How far is Tampa from Chicago by plane?
Tampa (TPA) and Chicago (MDW) are 998 miles (1,606 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does TPA to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for TPA to MDW with taxes and fees.
Where can I connect between Tampa and Chicago?
The most direct connections are through Atlanta (ATL), Louisville (SDF), Indianapolis (IND), Knoxville (TYS) and Nashville (BNA). On 33 of them the same airline flies both flights, for example Delta Air Lines through Atlanta.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.