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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

Southwest Airlines
WN 2040
09:50
Tampa (TPA)
Sun, 13 sep
6h 5min
1 stop
15:55
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
273 NZ$
Frontier Airlines
F9 1853
11:15
Tampa (TPA)
Sun, 13 sep
11h 31min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
283 NZ$
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Sun, 13 sep
5h 47min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
258 NZ$
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Mon, 14 sep
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep +1
277 NZ$
Frontier Airlines
F9 4435
18:03
Tampa (TPA)
Tue, 15 sep
4h 43min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
235 NZ$
Frontier Airlines
F9 4435
18:10
Tampa (TPA)
Wed, 16 sep
4h 41min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
252 NZ$
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Thu, 17 sep
5h 47min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
275 NZ$
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Thu, 17 sep
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 sep +1
300 NZ$
Frontier Airlines
F9 4435
16:59
Tampa (TPA)
Fri, 18 sep
5h 52min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 sep
275 NZ$
Frontier Airlines
F9 2723
22:00
Tampa (TPA)
Fri, 18 sep
6h 44min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep +1
225 NZ$
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
220 NZ$
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
224 NZ$
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
221 NZ$
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
174 NZ$
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
133 NZ$
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
133 NZ$
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
205 NZ$
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
182 NZ$
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
174 NZ$
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
186 NZ$
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
194 NZ$
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
212 NZ$
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
232 NZ$
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
172 NZ$
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
203 NZ$
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
204 NZ$
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
188 NZ$
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
296 NZ$
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
450 NZ$
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
235 NZ$
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
229 NZ$
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
346 NZ$

Low price calendar

September 2026
Price chart (September 2026)
min: 174 NZ$ · max: 277 NZ$
01.09.2026 — no data 02.09.2026 — no data 03.09.2026 — no data 04.09.2026 — no data 05.09.2026 — no data 06.09.2026 — no data 07.09.2026 — no data 08.09.2026 — no data 09.09.2026 — no data 10.09.2026 — no data 11.09.2026 — no data 12.09.2026 — no data 13.09.2026 — 258 NZ$ 14.09.2026 — 277 NZ$ 15.09.2026 — 235 NZ$ 16.09.2026 — 252 NZ$ 17.09.2026 — 275 NZ$ 18.09.2026 — 225 NZ$ 19.09.2026 — no data 20.09.2026 — 220 NZ$ 21.09.2026 — 221 NZ$ 22.09.2026 — no data 23.09.2026 — no data 24.09.2026 — no data 25.09.2026 — no data 26.09.2026 — no data 27.09.2026 — no data 28.09.2026 — no data 29.09.2026 — 174 NZ$ 30.09.2026 — no data 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
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Wed
Thu
Fri
Sat
Sun
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258 NZ$
14
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277 NZ$
15
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235 NZ$
16
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252 NZ$
17
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275 NZ$
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225 NZ$
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20
Good deal
220 NZ$
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221 NZ$
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Good deal
174 NZ$
30
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Cheap flights Tampa to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
NZ$133
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Sat, Sun
Price from
NZ$186

Popular destinations from Tampa

All →
TPA
Tampa — Atlanta
United States → United States
ATL
from
NZ$45
TPA
Tampa — Philadelphia
United States → United States
PHL
from
NZ$45
TPA
Tampa — Philadelphia
United States → United States
TTN
from
NZ$52
TPA
Tampa — Cleveland
United States → United States
CLE
from
NZ$64
TPA
Tampa — Key West
United States → United States
EYW
from
NZ$65
TPA
Tampa — Chattanooga
United States → United States
CHA
from
NZ$69
TPA
Tampa — Chicago
United States → United States
CHI
from
NZ$71
TPA
Tampa — Greenville
United States → United States
GSP
from
NZ$75
TPA
Tampa — Cincinnati
United States → United States
CVG
from
NZ$76

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
NZ$39
ATL
Atlanta — Chicago
United States → United States
MDW
from
NZ$63
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
NZ$94
HOU
Houston — Chicago
United States → United States
MDW
from
NZ$103
DFW
Dallas — Chicago
United States → United States
MDW
from
NZ$121
PHL
Philadelphia — Chicago
United States → United States
MDW
from
NZ$122
MIA
Miami — Chicago
United States → United States
MDW
from
NZ$130
DEN
Denver — Chicago
United States → United States
MDW
from
NZ$132

Cheap flights Tampa to Chicago Midway International Airport

Interesting facts about the route

Flight time

5h 52min

Distance

1 606 km

Average price

NZ$224

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

NZ$15

Buy

change

2 GB

data

15

days

NZ$22

Buy

change

5 GB

data

30

days

NZ$24

Buy

change

3 GB

data

30

days

NZ$28

Buy

change

5 GB

data

30

days

NZ$39

Buy

Frequently Asked Questions

The average ticket price Tampa Chicago Midway International Airport is NZ$224. The cheapest ticket costs NZ$235, operated by Frontier Airlines, flight 4435, departing Tampa on 15 September at 18:03, arriving Chicago Midway International Airport on 15 September at 22:46.
The average flight time is 6 hours 5 minutes. The fastest flight takes 4 hours 43 minutes, flight 4435 operated by Frontier Airlines, departing Tampa on 15 September at 18:03, arriving Chicago Midway International Airport on 15 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.