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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)
Thu, 17 sep
5h 47min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Thu, 17 sep
160 $
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Thu, 17 sep
6h 44min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Fri, 18 sep +1
175 $
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Fri, 18 sep
5h 52min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Fri, 18 sep
160 $
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Fri, 18 sep
6h 44min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Sat, 19 sep +1
131 $
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Sun, 20 sep
5h 47min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Sun, 20 sep
128 $
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Sun, 20 sep
6h 44min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Mon, 21 sep +1
130 $
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Mon, 21 sep
6h 44min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Tue, 22 sep +1
129 $
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Thu, 24 sep
5h 47min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Thu, 24 sep
196 $
Frontier Airlines
F9 4435
18:03
Tampa (TPA)
Tue, 29 sep
4h 43min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 29 sep
101 $
Frontier Airlines
F9 4435 🔥 Hot deal Best price
16:59
Tampa (TPA)
Thu, 1 oct
5h 47min
Direct
22:46
Chicago, Чикаго-Мидвей (MDW)
Thu, 1 oct
78 $
Frontier Airlines
F9 2723 Best price
22:00
Tampa (TPA)
Thu, 1 oct
6h 44min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Fri, 2 oct +1
78 $
Frontier Airlines
F9 4435
16:52
Tampa (TPA)
Sat, 3 oct
5h 59min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Sat, 3 oct
119 $
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Mon, 5 oct
6h 43min
1 stop
04:43
Chicago, Чикаго-Мидвей (MDW)
Tue, 6 oct +1
106 $
Frontier Airlines
F9 4435
16:52
Tampa (TPA)
Tue, 6 oct
5h 54min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 6 oct
101 $
Frontier Airlines
F9 2723
21:57
Tampa (TPA)
Fri, 9 oct
5h 25min
1 stop
03:22
Chicago, Чикаго-Мидвей (MDW)
Sat, 10 oct +1
127 $
Southwest Airlines
WN 2107
10:55
Tampa (TPA)
Sat, 10 oct
6h 10min
1 stop
17:05
Chicago, Чикаго-Мидвей (MDW)
Sat, 10 oct
108 $
Frontier Airlines
F9 4435
18:05
Tampa (TPA)
Tue, 3 nov
5h 42min
1 stop
23:47
Chicago, Чикаго-Мидвей (MDW)
Tue, 3 nov
120 $
Frontier Airlines
F9 4435
17:54
Tampa (TPA)
Mon, 9 nov
5h 53min
1 stop
23:47
Chicago, Чикаго-Мидвей (MDW)
Mon, 9 nov
123 $
Frontier Airlines
F9 2723
22:57
Tampa (TPA)
Mon, 9 nov
6h 50min
1 stop
05:47
Chicago, Чикаго-Мидвей (MDW)
Tue, 10 nov +1
135 $
Frontier Airlines
F9 4435
18:00
Tampa (TPA)
Tue, 10 nov
5h 47min
1 stop
23:47
Chicago, Чикаго-Мидвей (MDW)
Tue, 10 nov
100 $
Frontier Airlines
F9 4435
18:05
Tampa (TPA)
Tue, 10 nov
5h 42min
1 stop
23:47
Chicago, Чикаго-Мидвей (MDW)
Tue, 10 nov
118 $
Frontier Airlines
F9 2723
22:57
Tampa (TPA)
Fri, 13 nov
6h 50min
1 stop
05:47
Chicago, Чикаго-Мидвей (MDW)
Sat, 14 nov +1
118 $
Southwest Airlines
WN 2899
12:20
Tampa (TPA)
Thu, 19 nov
2h 45min
Direct
15:05
Chicago, Чикаго-Мидвей (MDW)
Thu, 19 nov
109 $
Southwest Airlines
WN 3029
23:10
Tampa (TPA)
Tue, 24 nov
2h 45min
Direct
01:55
Chicago, Чикаго-Мидвей (MDW)
Wed, 25 nov +1
172 $
Southwest Airlines
WN 897
04:25
Tampa (TPA)
Mon, 30 nov
8h 10min
1 stop
12:35
Chicago, Чикаго-Мидвей (MDW)
Mon, 30 nov
262 $
Southwest Airlines
WN 4265
01:00
Tampa (TPA)
Tue, 22 dec
2h 50min
Direct
03:50
Chicago, Чикаго-Мидвей (MDW)
Tue, 22 dec
137 $
Southwest Airlines
WN 3907
12:30
Tampa (TPA)
Wed, 3 feb
2h 45min
Direct
15:15
Chicago, Чикаго-Мидвей (MDW)
Wed, 3 feb
133 $
Southwest Airlines
WN 3907
11:45
Tampa (TPA)
Sun, 28 feb
2h 45min
Direct
14:30
Chicago, Чикаго-Мидвей (MDW)
Sun, 28 feb
201 $

Low price calendar

September 2026
Price chart (September 2026)
min: 101 $ · max: 196 $
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175 $
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160 $
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128 $
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129 $
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196 $
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Good deal
101 $
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Cheap flights Tampa to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Thu, Fri, Sat, Sun
Price from
$78
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Sat, Sun
Price from
$108

Popular destinations from Tampa

All →
TPA
Tampa — Atlanta
United States → United States
ATL
from
$26
TPA
Tampa — Philadelphia
United States → United States
PHL
from
$26
TPA
Tampa — Philadelphia
United States → United States
TTN
from
$30
TPA
Tampa — Cleveland
United States → United States
CLE
from
$38
TPA
Tampa — Key West
United States → United States
EYW
from
$38
TPA
Tampa — Chattanooga
United States → United States
CHA
from
$40
TPA
Tampa — Chicago
United States → United States
CHI
from
$41
TPA
Tampa — Greenville
United States → United States
GSP
from
$43
TPA
Tampa — Cincinnati
United States → United States
CVG
from
$44

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
$22
ATL
Atlanta — Chicago
United States → United States
MDW
from
$37
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
$55
HOU
Houston — Chicago
United States → United States
MDW
from
$60
DFW
Dallas — Chicago
United States → United States
MDW
from
$70
PHL
Philadelphia — Chicago
United States → United States
MDW
from
$71
ORL
Orlando — Chicago
United States → United States
MDW
from
$72
MIA
Miami — Chicago
United States → United States
MDW
from
$75

Cheap flights Tampa to Chicago Midway International Airport

Interesting facts about the route

Flight time

5h 50min

Distance

1 606 km

Average price

$127

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

$9

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change

2 GB

data

15

days

$13

Buy

change

5 GB

data

30

days

$14

Buy

change

3 GB

data

30

days

$16

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change

5 GB

data

30

days

$23

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Frequently Asked Questions

The average ticket price Tampa Chicago Midway International Airport is $127. The cheapest ticket costs $128, 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 5 hours 47 minutes, flight 4435 operated by Frontier Airlines, departing Tampa on 17 September at 16:59, arriving Chicago Midway International Airport on 17 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.