Southwest Airlines
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United States
Des Moines International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Des Moines to Chicago. The full flight schedule below gives an overview of all non-stop flights from DSM 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.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Des Moines DSM to Chicago MDW, which is Southwest Airlines. 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 DSM MDW flight schedule.
Flights from DSM to MDW are operated 13 times a week, with an average of 2 flights per day. Departure times vary between 05:10 - 16:40. The earliest flight departs at 05:10, the last flight departs at 16:40. 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 Des Moines to Chicago takes 1 hour and 20 minutes. The flight distance between Des Moines and Chicago is 305 miles (or 491 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 13 flights per week flying from Des Moines to Chicago (as of April 2026).
1 hour and 20 minutes is the average flight time from Des Moines to Chicago.
The distance from Des Moines to Chicago is 305 miles (491 kilometers).
Southwest Airlines is the only airline flying nonstop from Des Moines to Chicago.
There are no alliances flying direct from Des Moines to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Des Moines to Chicago:
The earliest flight departs at 05:10 from Des Moines and arrives at 06:30 at Chicago.
The latest flight departs at 16:40 from Des Moines and arrives at 18:00 at Chicago.
305 miles (491 km) · 1h 20m
05:20
06:40
Southwest Airlines
WN 2845
Southwest Airlines
Boeing 757
Y
W
J
F
05:20
06:40
Southwest Airlines
WN 2128
Southwest Airlines
Boeing 757
Y
W
J
F
05:25
06:45
Southwest Airlines
WN 2845
Southwest Airlines
Boeing 757
Y
W
J
F
05:25
06:45
Southwest Airlines
WN 2128
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
05:30
06:55
Southwest Airlines
WN 2128
Southwest Airlines
Boeing 757
Y
W
J
F
05:35
06:55
Southwest Airlines
WN 2845
Southwest Airlines
Boeing 757
Y
W
J
F
05:35
06:55
Southwest Airlines
WN 2128
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:15
16:35
Southwest Airlines
WN 2131
Southwest Airlines
Boeing 757
Y
W
J
F
16:20
17:40
Southwest Airlines
WN 2849
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:20
17:40
Southwest Airlines
WN 2131
Southwest Airlines
Boeing 757
Y
W
J
F
16:20
17:40
Southwest Airlines
WN 2131
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:35
17:55
Southwest Airlines
WN 2849
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
16:40
18:00
Southwest Airlines
WN 2849
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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