Flights from Tampa to Chicago Midway

Our cheapest offers for flights from Tampa to Chicago Midway

Here you can compare cheap flights from Tampa (TPA) to Chicago Midway (MDW) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Chicago Midway. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
Tampa
Chicago Midway
Outbound
07/25/25
1 Stopover (ATL)
F93053, F92779
04h 52min
Return
08/17/25
direct
F91186
02h 43min
Frontier Airlines
$243
Tampa
Chicago Midway
Outbound
07/25/25
1 Stopover (DEN)
F92745, F92210
23h 51min
Return
08/17/25
direct
F91186
02h 43min
Frontier Airlines
$244
Tampa
Chicago Midway
Outbound
07/25/25
1 Stopover (DEN)
F92745, F92210
23h 51min
Return
08/17/25
direct
F91186
02h 43min
Frontier Airlines
$255
Tampa
Chicago Midway
Outbound
09/04/25
1 Stopover (DEN)
F91113, F92210
17h 01min
Return
09/28/25
direct
F91186
02h 39min
Frontier Airlines
$258
Tampa
Chicago Midway
Outbound
09/04/25
1 Stopover (DEN)
F91113, F92210
17h 01min
Return
09/28/25
direct
F91186
02h 39min
Frontier Airlines
$269
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Tampa to Chicago Midway

Favorite airline: Frontier Airlines
The most popular airline for flights from Tampa to Chicago Midway is Frontier Airlines.
Frontier Airlines
78 %
Delta
22 %
Direct flights are cheaper
Compared to direct flights, flights with a stopover on this route are on average 49 % more expensive.
non stop flight
1 stop
02h 42min
10h 15min
$71
$138
The favorite connection is non-stop
Flights from Tampa to Chicago Midway are most often booked as a direct flight.
Route
bookings
Direct flights
02h 42min, from $71
50 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
06h 30min, from $249
27 %
1 stopover Dallas-Fort Worth International Airport, T
13h 23min, from $141
18 %

Important flight information

Flight information: Tampa - Chicago Midway

Roundtrip from $242.03
Flight duration min. 02:40 / max. 06:20
Return flight duration min. 02:30/ max. 11:25
Distance 1609 km
Flights per week 81
Departure airport Airport Tampa International Airport, FL (TPA)
Arrival airport Airport Chicago Midway International Airport, IL (MDW)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to Chicago Midway
Flight destinations with a similar price