Flight.com.ru

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 1563
00:30
Denver (DEN)
Tue, 15 sep
2h 30min
Direct
03:00
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
414 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Tue, 15 sep
6h 2min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
239 S$
Southwest Airlines
WN 1564
12:30
Denver (DEN)
Wed, 16 sep
2h 20min
Direct
14:50
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
361 S$
Southwest Airlines
WN 1547
17:00
Denver (DEN)
Wed, 16 sep
5h
1 stop
22:00
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
205 S$
Southwest Airlines
WN 379
17:15
Denver (DEN)
Wed, 16 sep
3h 50min
Direct
21:05
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
323 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Fri, 18 sep
6h 7min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 sep
346 S$
Southwest Airlines
WN 1806
02:25
Denver (DEN)
Sat, 19 sep
2h 25min
Direct
04:50
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
134 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Sat, 19 sep
6h 7min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
215 S$
Southwest Airlines
WN 1561
21:05
Denver (DEN)
Sat, 19 sep
2h 25min
Direct
23:30
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
330 S$
Southwest Airlines
WN 3439
23:20
Denver (DEN)
Sat, 19 sep
2h 30min
Direct
01:50
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep +1
344 S$
Southwest Airlines
WN 290
22:55
Denver (DEN)
Mon, 21 sep
2h 20min
Direct
01:15
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep +1
388 S$
Southwest Airlines
WN 1564
12:30
Denver (DEN)
Tue, 22 sep
2h 20min
Direct
14:50
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
321 S$
Southwest Airlines
WN 1563 Best price
00:30
Denver (DEN)
Tue, 29 sep
2h 35min
Direct
03:05
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
119 S$
Southwest Airlines
WN 1806
02:25
Denver (DEN)
Tue, 29 sep
2h 25min
Direct
04:50
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
260 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Tue, 29 sep
6h 2min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
151 S$
Southwest Airlines
WN 1563
01:25
Denver (DEN)
Wed, 30 sep
2h 30min
Direct
03:55
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 sep
123 S$
Southwest Airlines
WN 1563
01:25
Denver (DEN)
Thu, 1 oct
2h 30min
Direct
03:55
Chicago, Chicago Midway International Airport (MDW)
Thu, 1 oct
124 S$
Southwest Airlines
WN 1673
11:50
Denver (DEN)
Thu, 1 oct
2h 20min
Direct
14:10
Chicago, Chicago Midway International Airport (MDW)
Thu, 1 oct
152 S$
Southwest Airlines
WN 2927
12:55
Denver (DEN)
Sat, 3 oct
4h 10min
1 stop
17:05
Chicago, Chicago Midway International Airport (MDW)
Sat, 3 oct
153 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Sat, 3 oct
6h 7min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 3 oct
158 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Sun, 4 oct
6h 2min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Sun, 4 oct
172 S$
Southwest Airlines
WN 1673
11:50
Denver (DEN)
Mon, 5 oct
2h 20min
Direct
14:10
Chicago, Chicago Midway International Airport (MDW)
Mon, 5 oct
156 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Mon, 5 oct
6h 7min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Mon, 5 oct
165 S$
Southwest Airlines
WN 1683
02:55
Denver (DEN)
Tue, 6 oct
2h 25min
Direct
05:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
145 S$
Frontier Airlines
F9 3600
16:44
Denver (DEN)
Tue, 6 oct
6h 2min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
153 S$
Southwest Airlines
WN 455
13:00
Denver (DEN)
Wed, 7 oct
2h 20min
Direct
15:20
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
183 S$
Southwest Airlines
WN 1676
20:35
Denver (DEN)
Thu, 8 oct
2h 20min
Direct
22:55
Chicago, Chicago Midway International Airport (MDW)
Thu, 8 oct
186 S$
Southwest Airlines
WN 290
18:30
Denver (DEN)
Sat, 10 oct
4h 30min
Direct
23:00
Chicago, Chicago Midway International Airport (MDW)
Sat, 10 oct
163 S$
Southwest Airlines
WN 455
13:00
Denver (DEN)
Tue, 13 oct
2h 20min
Direct
15:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 13 oct
130 S$
Southwest Airlines
WN 2565
23:40
Denver (DEN)
Tue, 13 oct
2h 20min
Direct
02:00
Chicago, Chicago Midway International Airport (MDW)
Wed, 14 oct +1
183 S$
Southwest Airlines
WN 1338
01:50
Denver (DEN)
Wed, 14 oct
2h 25min
Direct
04:15
Chicago, Chicago Midway International Airport (MDW)
Wed, 14 oct
153 S$
Southwest Airlines
WN 455
13:00
Denver (DEN)
Wed, 14 oct
2h 20min
Direct
15:20
Chicago, Chicago Midway International Airport (MDW)
Wed, 14 oct
184 S$
Southwest Airlines
WN 2565
23:40
Denver (DEN)
Wed, 14 oct
2h 20min
Direct
02:00
Chicago, Chicago Midway International Airport (MDW)
Thu, 15 oct +1
154 S$
Southwest Airlines
WN 1338
01:50
Denver (DEN)
Thu, 15 oct
2h 25min
Direct
04:15
Chicago, Chicago Midway International Airport (MDW)
Thu, 15 oct
130 S$
Southwest Airlines
WN 1683
02:55
Denver (DEN)
Fri, 16 oct
2h 20min
Direct
05:15
Chicago, Chicago Midway International Airport (MDW)
Fri, 16 oct
131 S$
Southwest Airlines
WN 1092
13:35
Denver (DEN)
Sat, 14 nov
2h 20min
Direct
15:55
Chicago, Chicago Midway International Airport (MDW)
Sat, 14 nov
139 S$
Southwest Airlines
WN 1697
15:55
Denver (DEN)
Wed, 2 dec
2h 20min
Direct
18:15
Chicago, Chicago Midway International Airport (MDW)
Wed, 2 dec
145 S$
Southwest Airlines
WN 1092
13:35
Denver (DEN)
Sat, 5 dec
2h 20min
Direct
15:55
Chicago, Chicago Midway International Airport (MDW)
Sat, 5 dec
145 S$
Eagle Aviation
Y4 761
19:53
Denver (DEN)
Thu, 6 May
26h 54min
2 stops
22:47
Chicago, Chicago Midway International Airport (MDW)
Fri, 7 May +1
608 S$

Low price calendar

September 2026
Price chart (September 2026)
min: 119 S$ · max: 388 S$
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 — no data 14.09.2026 — no data 15.09.2026 — 239 S$ 16.09.2026 — 323 S$ 17.09.2026 — no data 18.09.2026 — 346 S$ 19.09.2026 — 215 S$ 20.09.2026 — no data 21.09.2026 — 388 S$ 22.09.2026 — 321 S$ 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 — 119 S$ 30.09.2026 — 123 S$ 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
Mon
Tue
Wed
Thu
Fri
Sat
Sun
1
placeholder
no data
2
placeholder
no data
3
placeholder
no data
4
placeholder
no data
5
placeholder
no data
6
placeholder
no data
7
placeholder
no data
8
placeholder
no data
9
placeholder
no data
10
placeholder
no data
11
placeholder
no data
12
placeholder
no data
13
placeholder
no data
14
placeholder
no data
15
placeholder
239 S$
16
placeholder
323 S$
17
placeholder
no data
18
placeholder
346 S$
19
placeholder
215 S$
20
placeholder
no data
21
placeholder
388 S$
22
placeholder
321 S$
23
placeholder
no data
24
placeholder
no data
25
placeholder
no data
26
placeholder
no data
27
placeholder
no data
28
placeholder
no data
29
Good deal
119 S$
30
Good deal
123 S$

Cheap flights Denver to Chicago Midway International Airport

Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
S$119
Frontier Airlines
Frontier Airlines
Mon, Tue, Fri, Sat, Sun
Price from
S$151

Popular destinations from Denver

All →
DEN
Denver — Las Vegas
United States → United States
LAS
from
S$27
DEN
Denver — Dallas
United States → United States
DFW
from
S$28
DEN
Denver — Los Angeles
United States → United States
LAX
from
S$30
DEN
Denver — Salt Lake City
United States → United States
SLC
from
S$32
DEN
Denver — Minneapolis
United States → United States
MSP
from
S$33
DEN
Denver — Houston
United States → United States
HOU
from
S$36
DEN
Denver — Chicago
United States → United States
CHI
from
S$42
DEN
Denver — Chicago
United States → United States
ORD
from
S$42
DEN
Denver — Phoenix
United States → United States
PHX
from
S$43

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
S$28
ATL
Atlanta — Chicago
United States → United States
MDW
from
S$47
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
S$69
HOU
Houston — Chicago
United States → United States
MDW
from
S$76
DFW
Dallas — Chicago
United States → United States
MDW
from
S$89
PHL
Philadelphia — Chicago
United States → United States
MDW
from
S$90
TPA
Tampa — Chicago
United States → United States
MDW
from
S$94
MIA
Miami — Chicago
United States → United States
MDW
from
S$96

Cheap flights Denver to Chicago Midway International Airport

Interesting facts about the route

Flight time

2h 25min

Distance

1 438 km

Average price

S$163

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

S$11

Buy

change

2 GB

data

15

days

S$16

Buy

change

5 GB

data

30

days

S$18

Buy

change

3 GB

data

30

days

S$20

Buy

change

5 GB

data

30

days

S$29

Buy

Frequently Asked Questions

The average ticket price Denver Chicago Midway International Airport is S$163. The cheapest ticket costs S$205, 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.