Tampa to Chicago (TPA–MDW) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
TPA–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 999 miles in approximately 2h 28m. Beyond nonstop, 163 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 29 | 737, 738, 7M8, 7S7 | 2h28-2h50 | – | – |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Chicago from Tampa
| Metric | TPA→MDW | PIE→MDW | LAL→MDW |
|---|---|---|---|
| Distance from TPA | – | 10 mi | 31 mi |
| Nonstop airlines | 1 | 5 | 1 |
| Weekly flights | 29 | 1 | – |
| Flight time | 2h 28m | 2h 25m | 2h 9m |
| Departure OTP | 22% | – | – |
Travel Essentials
TPA: EDT · MDW: CDT
When it's 6:00 PM in Tampa, it's 5:00 PM in Chicago.
No rail link exists to TPA. Ride-shares (Uber/Lyft) from downtown Tampa cost $20–30 and take 15–25 minutes. The HART bus network serves the airport but is infrequent and poorly suited to flight timing.Taxis from downtown run $25–35. From St. Petersburg, expect $45–60 via the Howard Frankland Bridge. Parking at TPA is well-organized: economy lots from $8/day, garages from $12/day, with a free automated people mover connecting the main terminal to parking garages.
TPA–MDW Quick Facts
Frequently Asked Questions
Flights from TPA to MDW
Tampa International Airport (TPA) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 29 weekly departures, this is a heavily served route.
TPA to MDW Flight Duration and Schedule
Nonstop flight time from TPA to MDW ranges from 2 hours 28 minutes to 2 hours 50 minutes. The route covers a distance of 999 miles (1,607 km). There are approximately 29 weekly flights outbound and 32 return, totaling 61 flights per week in both directions.
Connecting Options and Alternatives
163 one-stop connections are available, with the fastest taking approximately 3 hours via CMI. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Pinellas Park (PIE), Lakeland (LAL) and Sarasota/Bradenton (SRQ).