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Cheap flights Tampa to Chicago Midway International Airport

1 passenger, economy

Cheap flights Tampa to Chicago Midway International Airport

Compare prices, duration and stops

Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Sun, 20 sep
5h 47min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
£96
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Sun, 20 sep
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep +1
£97
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Mon, 21 sep
5h 52min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
£140
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Mon, 21 sep
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep +1
£96
Frontier Airlines
F9 4435
18:03
Tampa (TPA)
Tue, 22 sep
4h 43min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
£117
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Thu, 24 sep
5h 47min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Thu, 24 sep
£147
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Thu, 24 sep
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 25 sep +1
£139
Frontier Airlines
F9 4435
18:03
Tampa (TPA)
Tue, 29 sep
4h 43min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
£76
Frontier Airlines
F9 4435 🔥 Hot deal Best price
16:59
Tampa (TPA)
Thu, 1 oct
5h 47min
Direct
22:46
Chicago, Chicago Midway International Airport (MDW)
Thu, 1 oct
£58
Frontier Airlines
F9 2723 Best price
22:00
Tampa (TPA)
Thu, 1 oct
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 2 oct +1
£58
Frontier Airlines
F9 4435
16:52
Tampa (TPA)
Sat, 3 oct
5h 59min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 3 oct
£89
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Mon, 5 oct
6h 43min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct +1
£79
Frontier Airlines
F9 4435
16:52
Tampa (TPA)
Tue, 6 oct
5h 54min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
£76
Frontier Airlines
F9 2723
21:57
Tampa (TPA)
Fri, 9 oct
5h 25min
1 stop
03:22
Chicago, Chicago Midway International Airport (MDW)
Sat, 10 oct +1
£102
Southwest Airlines
WN 2107
10:55
Tampa (TPA)
Sat, 10 oct
6h 10min
1 stop
17:05
Chicago, Chicago Midway International Airport (MDW)
Sat, 10 oct
£81
Frontier Airlines
F9 4435
18:05
Tampa (TPA)
Tue, 3 nov
5h 42min
1 stop
23:47
Chicago, Chicago Midway International Airport (MDW)
Tue, 3 nov
£90
Frontier Airlines
F9 4435
17:54
Tampa (TPA)
Mon, 9 nov
5h 53min
1 stop
23:47
Chicago, Chicago Midway International Airport (MDW)
Mon, 9 nov
£92
Frontier Airlines
F9 2723
22:57
Tampa (TPA)
Mon, 9 nov
6h 50min
1 stop
05:47
Chicago, Chicago Midway International Airport (MDW)
Tue, 10 nov +1
£101
Frontier Airlines
F9 4435
18:00
Tampa (TPA)
Tue, 10 nov
5h 47min
1 stop
23:47
Chicago, Chicago Midway International Airport (MDW)
Tue, 10 nov
£75
Frontier Airlines
F9 4435
18:05
Tampa (TPA)
Tue, 10 nov
5h 42min
1 stop
23:47
Chicago, Chicago Midway International Airport (MDW)
Tue, 10 nov
£88
Frontier Airlines
F9 2723
22:57
Tampa (TPA)
Fri, 13 nov
6h 50min
1 stop
05:47
Chicago, Chicago Midway International Airport (MDW)
Sat, 14 nov +1
£89
Frontier Airlines
F9 2723
22:57
Tampa (TPA)
Sun, 15 nov
6h 50min
1 stop
05:47
Chicago, Chicago Midway International Airport (MDW)
Mon, 16 nov +1
£105
Southwest Airlines
WN 2899
12:20
Tampa (TPA)
Thu, 19 nov
2h 45min
Direct
15:05
Chicago, Chicago Midway International Airport (MDW)
Thu, 19 nov
£82
Southwest Airlines
WN 3029
23:10
Tampa (TPA)
Tue, 24 nov
2h 45min
Direct
01:55
Chicago, Chicago Midway International Airport (MDW)
Wed, 25 nov +1
£129
Southwest Airlines
WN 897
04:25
Tampa (TPA)
Mon, 30 nov
8h 10min
1 stop
12:35
Chicago, Chicago Midway International Airport (MDW)
Mon, 30 nov
£196
Southwest Airlines
WN 4265
01:00
Tampa (TPA)
Tue, 22 dec
2h 50min
Direct
03:50
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 dec
£102
Southwest Airlines
WN 3907
12:30
Tampa (TPA)
Wed, 3 feb
2h 45min
Direct
15:15
Chicago, Chicago Midway International Airport (MDW)
Wed, 3 feb
£100
Southwest Airlines
WN 3907
11:45
Tampa (TPA)
Sun, 28 feb
2h 45min
Direct
14:30
Chicago, Chicago Midway International Airport (MDW)
Sun, 28 feb
£151
Southwest Airlines
WN 3907
12:30
Tampa (TPA)
Wed, 3 mar
2h 45min
Direct
15:15
Chicago, Chicago Midway International Airport (MDW)
Wed, 3 mar
£74
Southwest Airlines
WN 4571
02:30
Tampa (TPA)
Fri, 5 mar
3h
Direct
05:30
Chicago, Chicago Midway International Airport (MDW)
Fri, 5 mar
£130

Low price calendar

September 2026
Price chart (September 2026)
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£139
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£76
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Cheap flights Tampa to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Thu, Fri, Sat, Sun
Price from
£58
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
£74

Popular destinations from Tampa

All →
TPA
Tampa — Atlanta
United States → United States
ATL
from
£20
TPA
Tampa — Philadelphia
United States → United States
PHL
from
£20
TPA
Tampa — Philadelphia
United States → United States
TTN
from
£23
TPA
Tampa — Cleveland
United States → United States
CLE
from
£28
TPA
Tampa — Key West
United States → United States
EYW
from
£28
TPA
Tampa — Chattanooga
United States → United States
CHA
from
£30
TPA
Tampa — Chicago
United States → United States
CHI
from
£31
TPA
Tampa — Greenville
United States → United States
GSP
from
£32
TPA
Tampa — Fort Lauderdale
United States → United States
FLL
from
£33

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
£17
ATL
Atlanta — Chicago
United States → United States
MDW
from
£28
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
£41
HOU
Houston — Chicago
United States → United States
MDW
from
£45
DFW
Dallas — Chicago
United States → United States
MDW
from
£53
PHL
Philadelphia — Chicago
United States → United States
MDW
from
£53
ORL
Orlando — Chicago
United States → United States
MDW
from
£54
MIA
Miami — Chicago
United States → United States
MDW
from
£56

Cheap flights Tampa to Chicago Midway International Airport

Interesting facts about the route

Flight time

5h 52min

Distance

1 606 km

Average price

£96

Most frequent flight

F9 4435

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

£7

Buy

change

2 GB

data

15

days

£9

Buy

change

5 GB

data

30

days

£10

Buy

change

3 GB

data

30

days

£12

Buy

change

5 GB

data

30

days

£17

Buy

Frequently Asked Questions

The average ticket price Tampa Chicago Midway International Airport is £96. The cheapest ticket costs £96, operated by Frontier Airlines, flight 4435, departing Tampa on 20 September at 16:59, arriving Chicago Midway International Airport on 20 September at 22:46.
The average flight time is 5 hours 52 minutes.The fastest flight takes 4 hours 43 minutes, flight 4435operated by Frontier Airlines, departing Tampa on 22 September at 18:03, arriving Chicago Midway International Airport on 22 September at 22:46.
Flights on the Tampa - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines.
The distance from Tampa to Chicago Midway International Airport is 1606 km.