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Cheap flights Denver to Chicago Midway International Airport

1 passenger, economy

Cheap flights Denver to Chicago Midway International Airport

Compare prices, duration and stops

Southwest Airlines
WN 3292
12:10
Denver (DEN)
Sun, 13 sep
2h 25min
Direct
14:35
Chicago, Чикаго-Мидвей (MDW)
Sun, 13 sep
327 $
Southwest Airlines
WN 1563
00:30
Denver (DEN)
Tue, 15 sep
2h 30min
Direct
03:00
Chicago, Чикаго-Мидвей (MDW)
Tue, 15 sep
327 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Tue, 15 sep
6h 2min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 15 sep
188 $
Southwest Airlines
WN 1564
12:30
Denver (DEN)
Wed, 16 sep
2h 20min
Direct
14:50
Chicago, Чикаго-Мидвей (MDW)
Wed, 16 sep
285 $
Southwest Airlines
WN 1547
17:00
Denver (DEN)
Wed, 16 sep
5h
1 stop
22:00
Chicago, Чикаго-Мидвей (MDW)
Wed, 16 sep
162 $
Southwest Airlines
WN 379
17:15
Denver (DEN)
Wed, 16 sep
3h 50min
Direct
21:05
Chicago, Чикаго-Мидвей (MDW)
Wed, 16 sep
255 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Fri, 18 sep
6h 7min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Fri, 18 sep
273 $
Southwest Airlines
WN 1806
02:25
Denver (DEN)
Sat, 19 sep
2h 25min
Direct
04:50
Chicago, Чикаго-Мидвей (MDW)
Sat, 19 sep
106 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Sat, 19 sep
6h 7min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Sat, 19 sep
169 $
Southwest Airlines
WN 1561
21:05
Denver (DEN)
Sat, 19 sep
2h 25min
Direct
23:30
Chicago, Чикаго-Мидвей (MDW)
Sat, 19 sep
260 $
Southwest Airlines
WN 290
22:55
Denver (DEN)
Mon, 21 sep
2h 20min
Direct
01:15
Chicago, Чикаго-Мидвей (MDW)
Tue, 22 sep +1
306 $
Southwest Airlines
WN 1564
12:30
Denver (DEN)
Tue, 22 sep
2h 20min
Direct
14:50
Chicago, Чикаго-Мидвей (MDW)
Tue, 22 sep
253 $
Southwest Airlines
WN 1563 Best price
00:30
Denver (DEN)
Tue, 29 sep
2h 35min
Direct
03:05
Chicago, Чикаго-Мидвей (MDW)
Tue, 29 sep
94 $
Southwest Airlines
WN 1806
02:25
Denver (DEN)
Tue, 29 sep
2h 25min
Direct
04:50
Chicago, Чикаго-Мидвей (MDW)
Tue, 29 sep
205 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Tue, 29 sep
6h 2min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 29 sep
119 $
Southwest Airlines
WN 1563
01:25
Denver (DEN)
Wed, 30 sep
2h 30min
Direct
03:55
Chicago, Чикаго-Мидвей (MDW)
Wed, 30 sep
97 $
Southwest Airlines
WN 1563
01:25
Denver (DEN)
Thu, 1 oct
2h 30min
Direct
03:55
Chicago, Чикаго-Мидвей (MDW)
Thu, 1 oct
98 $
Southwest Airlines
WN 1673
11:50
Denver (DEN)
Thu, 1 oct
2h 20min
Direct
14:10
Chicago, Чикаго-Мидвей (MDW)
Thu, 1 oct
120 $
Southwest Airlines
WN 2927
12:55
Denver (DEN)
Sat, 3 oct
4h 10min
1 stop
17:05
Chicago, Чикаго-Мидвей (MDW)
Sat, 3 oct
121 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Sat, 3 oct
6h 7min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Sat, 3 oct
125 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Sun, 4 oct
6h 2min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Sun, 4 oct
136 $
Southwest Airlines
WN 1673
11:50
Denver (DEN)
Mon, 5 oct
2h 20min
Direct
14:10
Chicago, Чикаго-Мидвей (MDW)
Mon, 5 oct
123 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Mon, 5 oct
6h 7min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Mon, 5 oct
130 $
Southwest Airlines
WN 1683
02:55
Denver (DEN)
Tue, 6 oct
2h 25min
Direct
05:20
Chicago, Чикаго-Мидвей (MDW)
Tue, 6 oct
114 $
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Tue, 6 oct
6h 2min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 6 oct
121 $
Southwest Airlines
WN 455
13:00
Denver (DEN)
Wed, 7 oct
2h 20min
Direct
15:20
Chicago, Чикаго-Мидвей (MDW)
Wed, 7 oct
144 $
Southwest Airlines
WN 1676
20:35
Denver (DEN)
Thu, 8 oct
2h 20min
Direct
22:55
Chicago, Чикаго-Мидвей (MDW)
Thu, 8 oct
147 $
Southwest Airlines
WN 290
18:30
Denver (DEN)
Sat, 10 oct
4h 30min
Direct
23:00
Chicago, Чикаго-Мидвей (MDW)
Sat, 10 oct
129 $
Southwest Airlines
WN 455
13:00
Denver (DEN)
Tue, 13 oct
2h 20min
Direct
15:20
Chicago, Чикаго-Мидвей (MDW)
Tue, 13 oct
117 $
Southwest Airlines
WN 2565
23:40
Denver (DEN)
Tue, 13 oct
2h 20min
Direct
02:00
Chicago, Чикаго-Мидвей (MDW)
Wed, 14 oct +1
144 $
Southwest Airlines
WN 1338
01:50
Denver (DEN)
Wed, 14 oct
2h 25min
Direct
04:15
Chicago, Чикаго-Мидвей (MDW)
Wed, 14 oct
121 $
Southwest Airlines
WN 455
13:00
Denver (DEN)
Wed, 14 oct
2h 20min
Direct
15:20
Chicago, Чикаго-Мидвей (MDW)
Wed, 14 oct
145 $
Southwest Airlines
WN 2565
23:40
Denver (DEN)
Wed, 14 oct
2h 20min
Direct
02:00
Chicago, Чикаго-Мидвей (MDW)
Thu, 15 oct +1
121 $
Southwest Airlines
WN 1338
01:50
Denver (DEN)
Thu, 15 oct
2h 25min
Direct
04:15
Chicago, Чикаго-Мидвей (MDW)
Thu, 15 oct
117 $
Southwest Airlines
WN 1683
02:55
Denver (DEN)
Fri, 16 oct
2h 20min
Direct
05:15
Chicago, Чикаго-Мидвей (MDW)
Fri, 16 oct
103 $
Southwest Airlines
WN 1092
13:35
Denver (DEN)
Sat, 14 nov
2h 20min
Direct
15:55
Chicago, Чикаго-Мидвей (MDW)
Sat, 14 nov
110 $
Southwest Airlines
WN 1697
15:55
Denver (DEN)
Wed, 2 dec
2h 20min
Direct
18:15
Chicago, Чикаго-Мидвей (MDW)
Wed, 2 dec
115 $
Southwest Airlines
WN 1092
13:35
Denver (DEN)
Sat, 5 dec
2h 20min
Direct
15:55
Chicago, Чикаго-Мидвей (MDW)
Sat, 5 dec
115 $
Eagle Aviation
Y4 761
19:53
Denver (DEN)
Thu, 6 May
26h 54min
2 stops
22:47
Chicago, Чикаго-Мидвей (MDW)
Fri, 7 May +1
479 $

Low price calendar

September 2026
Price chart (September 2026)
min: 94 $ · max: 327 $
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327 $
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188 $
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162 $
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273 $
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169 $
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306 $
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253 $
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Good deal
94 $
30
Good deal
97 $

Cheap flights Denver to Chicago Midway International Airport

Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
$94
Frontier Airlines
Frontier Airlines
Mon, Tue, Fri, Sat, Sun
Price from
$119

Popular destinations from Denver

All →
DEN
Denver — Las Vegas
United States → United States
LAS
from
$22
DEN
Denver — Dallas
United States → United States
DFW
from
$22
DEN
Denver — Los Angeles
United States → United States
LAX
from
$24
DEN
Denver — Salt Lake City
United States → United States
SLC
from
$25
DEN
Denver — Minneapolis
United States → United States
MSP
from
$26
DEN
Denver — Houston
United States → United States
HOU
from
$28
DEN
Denver — Chicago
United States → United States
CHI
from
$33
DEN
Denver — Chicago
United States → United States
ORD
from
$33
DEN
Denver — Phoenix
United States → United States
PHX
from
$34

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
TPA
Tampa — Chicago
United States → United States
MDW
from
$74
MIA
Miami — Chicago
United States → United States
MDW
from
$75

Cheap flights Denver to Chicago Midway International Airport

Interesting facts about the route

Flight time

2h 25min

Distance

1 438 km

Average price

$129

Most frequent flight

WN 1563

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

$9

Buy

change

2 GB

data

15

days

$13

Buy

change

5 GB

data

30

days

$14

Buy

change

3 GB

data

30

days

$16

Buy

change

5 GB

data

30

days

$23

Buy

Frequently Asked Questions

The average ticket price Denver Chicago Midway International Airport is $129. The cheapest ticket costs $162, operated by Southwest Airlines, flight 1547, departing Denver on 16 September at 17:00, arriving Chicago Midway International Airport on 16 September at 22:00.
The average flight time is 3 hours 50 minutes. The fastest flight takes 2 hours 20 minutes, flight 1564 operated by Southwest Airlines, departing Denver on 16 September at 12:30, arriving Chicago Midway International Airport on 16 September at 14:50.
Flights on the Denver - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines.
The distance from Denver to Chicago Midway International Airport is 1438 km.