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Cheap flights Dallas (Fort Worth) to Chicago Midway International Airport

1 passenger, economy

Cheap flights Dallas to Chicago Midway International Airport

Compare prices, duration and stops

Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Sat, 12 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Sat, 12 sep
273 NZ$
Frontier Airlines
F9 2494
13:05
Dallas, Fort Worth (DFW)
Sun, 13 sep
9h 41min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
269 NZ$
Frontier Airlines
F9 2494
13:05
Dallas, Fort Worth (DFW)
Mon, 14 sep
9h 46min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Mon, 14 sep
269 NZ$
Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Mon, 14 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Mon, 14 sep
252 NZ$
Southwest Airlines
WN 130
11:00
Dallas, Dallas Love Field (DAL)
Tue, 15 sep
2h 10min
Direct
13:10
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
396 NZ$
Southwest Airlines
WN 130
11:00
Dallas, Dallas Love Field (DAL)
Wed, 16 sep
2h 10min
Direct
13:10
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
400 NZ$
Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Thu, 17 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
281 NZ$
Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Sat, 19 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
271 NZ$
Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Sun, 20 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
269 NZ$
Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Mon, 21 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
302 NZ$
Southwest Airlines
WN 3613
18:10
Dallas, Dallas Love Field (DAL)
Tue, 22 sep
2h 10min
Direct
20:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
244 NZ$
Frontier Airlines
F9 3022
00:48
Dallas, Fort Worth (DFW)
Thu, 24 sep
21h 58min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Thu, 24 sep
310 NZ$
Frontier Airlines
F9 2882
14:36
Dallas, Fort Worth (DFW)
Fri, 25 sep
2h 23min
Direct
16:59
Chicago, Chicago Midway International Airport (MDW)
Fri, 25 sep
193 NZ$
Frontier Airlines
F9 2882
14:54
Dallas, Fort Worth (DFW)
Sun, 11 oct
2h 23min
Direct
17:17
Chicago, Chicago Midway International Airport (MDW)
Sun, 11 oct
234 NZ$
Frontier Airlines
F9 2882
14:44
Dallas, Fort Worth (DFW)
Mon, 12 oct
2h 23min
Direct
17:07
Chicago, Chicago Midway International Airport (MDW)
Mon, 12 oct
172 NZ$
Frontier Airlines
F9 2882
14:54
Dallas, Fort Worth (DFW)
Mon, 12 oct
2h 23min
Direct
17:17
Chicago, Chicago Midway International Airport (MDW)
Mon, 12 oct
154 NZ$
Frontier Airlines
F9 2882
14:54
Dallas, Fort Worth (DFW)
Sat, 17 oct
2h 23min
Direct
17:17
Chicago, Chicago Midway International Airport (MDW)
Sat, 17 oct
186 NZ$
Frontier Airlines
F9 2882 Best price
17:12
Dallas, Fort Worth (DFW)
Wed, 21 oct
2h 23min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Wed, 21 oct
153 NZ$
Frontier Airlines
F9 2882
13:54
Dallas, Fort Worth (DFW)
Thu, 29 oct
2h 31min
Direct
16:25
Chicago, Chicago Midway International Airport (MDW)
Thu, 29 oct
216 NZ$
Frontier Airlines
F9 2882
11:40
Dallas, Fort Worth (DFW)
Mon, 23 nov
2h 22min
Direct
14:02
Chicago, Chicago Midway International Airport (MDW)
Mon, 23 nov
238 NZ$
Frontier Airlines
F9 2882
23:56
Dallas, Fort Worth (DFW)
Wed, 2 dec
2h 22min
Direct
02:18
Chicago, Chicago Midway International Airport (MDW)
Thu, 3 dec +1
181 NZ$
Frontier Airlines
F9 4018
16:00
Dallas, Fort Worth (DFW)
Thu, 3 dec
9h 2min
1 stop
01:02
Chicago, Chicago Midway International Airport (MDW)
Fri, 4 dec +1
229 NZ$
Frontier Airlines
F9 2882
23:56
Dallas, Fort Worth (DFW)
Fri, 4 dec
2h 22min
Direct
02:18
Chicago, Chicago Midway International Airport (MDW)
Sat, 5 dec +1
224 NZ$
Southwest Airlines
WN 1432
12:00
Dallas, Dallas Love Field (DAL)
Sun, 27 dec
2h 15min
Direct
14:15
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 dec
379 NZ$
Southwest Airlines
WN 1432
12:05
Dallas, Dallas Love Field (DAL)
Sun, 27 dec
2h 10min
Direct
14:15
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 dec
442 NZ$
Southwest Airlines
WN 1430
14:10
Dallas, Dallas Love Field (DAL)
Sun, 27 dec
2h 20min
Direct
16:30
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 dec
443 NZ$
Southwest Airlines
WN 1430
14:15
Dallas, Dallas Love Field (DAL)
Sun, 27 dec
2h 15min
Direct
16:30
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 dec
375 NZ$
Southwest Airlines
WN 1441
18:40
Dallas, Dallas Love Field (DAL)
Sun, 27 dec
2h 15min
Direct
20:55
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 dec
486 NZ$
Southwest Airlines
WN 1724
02:10
Dallas, Dallas Love Field (DAL)
Mon, 28 dec
2h 10min
Direct
04:20
Chicago, Chicago Midway International Airport (MDW)
Mon, 28 dec
427 NZ$
Southwest Airlines
WN 805
03:35
Dallas, Dallas Love Field (DAL)
Mon, 28 dec
2h 10min
Direct
05:45
Chicago, Chicago Midway International Airport (MDW)
Mon, 28 dec
377 NZ$
Southwest Airlines
WN 805
03:35
Dallas, Dallas Love Field (DAL)
Wed, 30 dec
2h 10min
Direct
05:45
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 dec
291 NZ$

Low price calendar

September 2026
Price chart (September 2026)
min: 193 NZ$ · max: 400 NZ$
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273 NZ$
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269 NZ$
14
Good deal
252 NZ$
15
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396 NZ$
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400 NZ$
17
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281 NZ$
18
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271 NZ$
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269 NZ$
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302 NZ$
22
Good deal
244 NZ$
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310 NZ$
25
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193 NZ$
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Cheap flights Dallas to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Wed, Thu, Fri, Sat, Sun
Price from
NZ$153
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Sun
Price from
NZ$291

Popular destinations from Dallas

All →
DFW
Dallas — Atlanta
United States → United States
ATL
from
NZ$34
DFW
Dallas — New Orleans
United States → United States
MSY
from
NZ$38
DFW
Dallas — Miami
United States → United States
MIA
from
NZ$39
DFW
Dallas — Fort Lauderdale
United States → United States
FLL
from
NZ$42
DFW
Dallas — Orlando
United States → United States
ORL
from
NZ$43
DFW
Dallas — Denver
United States → United States
DEN
from
NZ$45
DFW
Dallas — Phoenix
United States → United States
PHX
from
NZ$52
DFW
Dallas — Las Vegas
United States → United States
LAS
from
NZ$62
DFW
Dallas — Detroit
United States → United States
DTT
from
NZ$64

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
PHL
Philadelphia — Chicago
United States → United States
MDW
from
NZ$122
TPA
Tampa — Chicago
United States → United States
MDW
from
NZ$127
MIA
Miami — Chicago
United States → United States
MDW
from
NZ$130
DEN
Denver — Chicago
United States → United States
MDW
from
NZ$132

Cheap flights Dallas to Chicago Midway International Airport

Interesting facts about the route

Flight time

2h 23min

Distance

1 283 km

Average price

NZ$269

Most frequent flight

F9 2882

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 Dallas Chicago Midway International Airport is NZ$269. The cheapest ticket costs NZ$252, operated by Frontier Airlines, flight 2882, departing Dallas on 14 September at 14:36, arriving Chicago Midway International Airport on 14 September at 16:59.
The average flight time is 2 hours 23 minutes. The fastest flight takes 2 hours 10 minutes, flight 130 operated by Southwest Airlines, departing Dallas on 15 September at 11:00, arriving Chicago Midway International Airport on 15 September at 13:10.
Flights on the Dallas - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines.
The distance from Dallas to Chicago Midway International Airport is 1283 km.