Southwest Airlines
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United States
Denver International Airport (succeeded Stapleton Airpo
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United States
Midway International Airport
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Scan through all non-stop flights from Denver to Chicago. The full flight schedule below gives an overview of all non-stop flights from DEN to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
In total there are 2 airlines operating nonstop flights from Denver DEN to Chicago MDW. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their DEN MDW flight schedule.
Flights from DEN to MDW are operated 52 times a week, with an average of 7 flights per day. Departure times vary between 05:00 - 22:40. The earliest flight departs at 05:00, the last flight departs at 22:40. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Denver to Chicago takes 2 hours and 21 minutes. The flight distance between Denver and Chicago is 892 miles (or 1,436 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (formerly Orchard Depot Fi (ORD).
There are 52 flights per week flying from Denver to Chicago (as of January 2023).
2 hours and 21 minutes is the average flight time from Denver to Chicago.
The distance from Denver to Chicago is 892 miles (1,436 kilometers).
Frontier Airlines and Southwest Airlines are flying nonstop from Denver to Chicago.
There are no alliances flying direct from Denver to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Denver to Chicago:
The earliest flight departs at 05:00 from Denver and arrives at 08:30 at Chicago.
The latest flight departs at 22:40 from Denver and arrives at 01:55 at Chicago.
892 miles (1,436 km) · 2h 21m
05:40
09:10
Southwest Airlines
WN 1564
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:45
09:20
Southwest Airlines
WN 1564
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
06:15
09:50
Southwest Airlines
WN 1292
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
07:25
10:55
Southwest Airlines
WN 1195
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
07:45
11:05
Southwest Airlines
WN 1195
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
08:20
11:40
Southwest Airlines
WN 1195
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
09:10
12:30
Southwest Airlines
WN 952
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:00
13:20
Southwest Airlines
WN 2378
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:05
13:25
Southwest Airlines
WN 947
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:50
14:10
Frontier Airlines
F9 880
Frontier Airlines
Airbus A320neo
Y
W
J
F
11:35
14:55
Southwest Airlines
WN 783
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
12:30
15:45
Southwest Airlines
WN 783
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:10
18:25
Southwest Airlines
WN 2331
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
15:20
18:35
Southwest Airlines
WN 2331
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:55
19:10
Southwest Airlines
WN 1122
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:05
20:20
Southwest Airlines
WN 1306
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
17:09
20:29
Frontier Airlines
F9 878
Frontier Airlines
Airbus A320neo
Y
W
J
F
17:22
20:42
Frontier Airlines
F9 878
Frontier Airlines
Airbus A320neo
Y
W
J
F
17:25
20:45
Frontier Airlines
F9 878
Frontier Airlines
Airbus A320neo
Y
W
J
F
17:27
20:47
Frontier Airlines
F9 878
Frontier Airlines
Airbus A320neo
Y
W
J
F
17:40
21:00
Frontier Airlines
F9 878
Frontier Airlines
Airbus A320neo
Y
W
J
F
18:16
21:36
Frontier Airlines
F9 878
Frontier Airlines
Airbus A320neo
Y
W
J
F
18:25
21:40
Southwest Airlines
WN 203
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
18:50
22:15
Southwest Airlines
WN 203
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:35
22:55
Southwest Airlines
WN 203
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:45
23:00
Southwest Airlines
WN 952
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:55
00:10
Southwest Airlines
WN 2568
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:10
00:30
Southwest Airlines
WN 2568
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
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