Tampa to Chicago (TPA–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
TPA–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 999 miles in approximately 2h 40m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 32 | 737, 738, 73H, 7M8, 7S7, B38M | 2h35-2h45 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
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 | 32 | 1 | – |
| Flight time | 2h 40m | 2h 21m | 2h 9m |
| Departure OTP | 100% | – | – |
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 32 weekly departures, this is a heavily served route.
TPA to MDW Flight Duration and Schedule
Nonstop flight time from TPA to MDW is about 2 hours 40 minutes gate to gate. The route covers a distance of 999 miles (1,607 km). There are approximately 32 weekly flights outbound and 33 return, totaling 65 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Nashville, Hartsfield Jackson Atlanta and Louisville Muhammad Ali. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Pinellas Park (PIE), Lakeland (LAL) and Sarasota/Bradenton (SRQ).