Southwest Airlines
Did you mean flights from Chicago to Tampa?
United States
Tampa International Airport
Switch direction
United States
Midway International Airport
Click to show full flight schedule
Scan through all non-stop flights from Tampa to Chicago. The full flight schedule below gives an overview of all non-stop flights from TPA to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Tampa TPA to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their TPA MDW flight schedule.
Flights from TPA to MDW are operated 28 times a week, with an average of 4 flights per day. Departure times vary between 05:15 - 22:55. The earliest flight departs at 05:15, the last flight departs at 22:55. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Tampa to Chicago takes 2 hours and 45 minutes. The flight distance between Tampa and Chicago is 998 miles (or 1,606 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 28 flights per week flying from Tampa to Chicago (as of July 2026).
2 hours and 45 minutes is the average flight time from Tampa to Chicago.
The distance from Tampa to Chicago is 998 miles (1,606 kilometers).
Southwest Airlines is the only airline flying nonstop from Tampa to Chicago.
There are no alliances flying direct from Tampa to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Tampa to Chicago:
The earliest flight departs at 05:15 from Tampa and arrives at 06:55 at Chicago.
The latest flight departs at 22:55 from Tampa and arrives at 00:30 at Chicago.
998 miles (1,606 km) · 2h 45m
05:20
07:00
Southwest Airlines
WN 4031
Southwest Airlines
Boeing 737-700
Y
W
J
F
05:30
07:10
Southwest Airlines
WN 4031
Southwest Airlines
Boeing 737-700
Y
W
J
F
06:55
08:35
Southwest Airlines
WN 1140
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:10
08:50
Southwest Airlines
WN 2412
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:50
09:30
Southwest Airlines
WN 1156
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:00
09:40
Southwest Airlines
WN 2869
Southwest Airlines
Boeing 737-700
Y
W
J
F
09:50
11:30
Southwest Airlines
WN 1655
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:40
12:20
Southwest Airlines
WN 4033
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:45
12:25
Southwest Airlines
WN 4033
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:20
17:00
Southwest Airlines
WN 2762
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:40
17:20
Southwest Airlines
WN 2587
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:40
19:20
Southwest Airlines
WN 4034
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:10
19:55
Southwest Airlines
WN 3156
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:30
20:15
Southwest Airlines
WN 4034
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:20
22:05
Southwest Airlines
WN 3219
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
21:20
23:05
Southwest Airlines
WN 4035
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:55
23:40
Southwest Airlines
WN 4035
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
22:30
00:10
Southwest Airlines
WN 4035
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
Click to Check Prices
