Southwest Airlines
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United States
Ronald Reagan Washington National Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Washington to Chicago. The full flight schedule below gives an overview of all non-stop flights from DCA 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 Washington DCA 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 DCA MDW flight schedule.
Flights from DCA to MDW are operated 20 times a week, with an average of 3 flights per day. Departure times vary between 06:00 - 21:35. The earliest flight departs at 06:00, the last flight departs at 21:35. 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 Washington to Chicago takes 2 hours. The flight distance between Washington and Chicago is 598 miles (or 962 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 20 flights per week flying from Washington to Chicago (as of March 2026).
2 hours is the average flight time from Washington to Chicago.
The distance from Washington to Chicago is 598 miles (962 kilometers).
Southwest Airlines is the only airline flying nonstop from Washington to Chicago.
There are no alliances flying direct from Washington to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Washington to Chicago:
The earliest flight departs at 06:00 from Washington and arrives at 07:10 at Chicago.
The latest flight departs at 21:35 from Washington and arrives at 22:35 at Chicago.
598 miles (962 km) · 2h
06:00
07:10
Southwest Airlines
WN 2386
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:05
07:15
Southwest Airlines
WN 2386
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:25
08:30
Southwest Airlines
WN 2386
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:30
08:35
Southwest Airlines
WN 2386
Southwest Airlines
Boeing 757
Y
W
J
F
09:00
10:10
Southwest Airlines
WN 2192
Southwest Airlines
Boeing 757
Y
W
J
F
09:00
10:10
Southwest Airlines
WN 2387
Southwest Airlines
Boeing 757
Y
W
J
F
09:05
10:15
Southwest Airlines
WN 2192
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:00
11:10
Southwest Airlines
WN 416
Southwest Airlines
Boeing 757
Y
W
J
F
11:40
12:50
Southwest Airlines
WN 3321
Southwest Airlines
Boeing 757
Y
W
J
F
12:00
13:10
Southwest Airlines
WN 3321
Southwest Airlines
Boeing 757
Y
W
J
F
12:00
13:10
Southwest Airlines
WN 3321
Southwest Airlines
Boeing 757
Y
W
J
F
12:10
13:15
Southwest Airlines
WN 3321
Southwest Airlines
Boeing 757
Y
W
J
F
15:00
16:15
Southwest Airlines
WN 2955
Southwest Airlines
Boeing 757
Y
W
J
F
15:20
16:35
Southwest Airlines
WN 3500
Southwest Airlines
Boeing 757
Y
W
J
F
15:35
16:50
Southwest Airlines
WN 3500
Southwest Airlines
Boeing 757
Y
W
J
F
15:45
16:55
Southwest Airlines
WN 3500
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:50
19:55
Southwest Airlines
WN 1429
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:55
20:00
Southwest Airlines
WN 1394
Southwest Airlines
Boeing 757
Y
W
J
F
19:10
20:20
Southwest Airlines
WN 3500
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:40
20:45
Southwest Airlines
WN 1394
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:10
22:20
Southwest Airlines
WN 1429
Southwest Airlines
Boeing 757
Y
W
J
F
21:15
22:20
Southwest Airlines
WN 1429
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:30
22:35
Southwest Airlines
WN 1429
Southwest Airlines
Boeing 757
Y
W
J
F
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