Southwest Airlines
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Midway International Airport
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Scan through all non-stop flights from Dallas to Chicago. The full flight schedule below gives an overview of all non-stop flights from DAL 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 Dallas DAL 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 DAL MDW flight schedule.
Flights from DAL to MDW are operated 42 times a week, with an average of 6 flights per day. Departure times vary between 06:00 - 22:55. The earliest flight departs at 06:00, the last flight departs at 22:55. 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 Dallas to Chicago takes 2 hours and 15 minutes. The flight distance between Dallas and Chicago is 793 miles (or 1,276 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 42 flights per week flying from Dallas to Chicago (as of August 2026).
2 hours and 15 minutes is the average flight time from Dallas to Chicago.
The distance from Dallas to Chicago is 793 miles (1,276 kilometers).
Southwest Airlines is the only airline flying nonstop from Dallas to Chicago.
There are no alliances flying direct from Dallas to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Dallas to Chicago:
The earliest flight departs at 06:00 from Dallas and arrives at 08:10 at Chicago.
The latest flight departs at 22:55 from Dallas and arrives at 01:05 at Chicago.
793 miles (1,276 km) · 2h 15m
06:00
08:10
Southwest Airlines
WN 130
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
06:00
08:10
Southwest Airlines
WN 105
Southwest Airlines
Boeing 737-700
Y
W
J
F
06:00
08:10
Southwest Airlines
WN 130
Southwest Airlines
Boeing 737-700
Y
W
J
F
06:05
08:15
Southwest Airlines
WN 4059
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:20
09:35
Southwest Airlines
WN 1313
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:15
10:30
Southwest Airlines
WN 1324
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:40
11:50
Southwest Airlines
WN 586
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:50
12:00
Southwest Airlines
WN 694
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:40
12:50
Southwest Airlines
WN 1324
Southwest Airlines
Boeing 737-700
Y
W
J
F
10:40
12:50
Southwest Airlines
WN 1328
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:10
14:20
Southwest Airlines
WN 855
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:10
15:20
Southwest Airlines
WN 3613
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:35
15:45
Southwest Airlines
WN 1326
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:40
15:50
Southwest Airlines
WN 4201
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:25
16:35
Southwest Airlines
WN 1326
Southwest Airlines
Boeing 737-700
Y
W
J
F
14:55
17:05
Southwest Airlines
WN 1327
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:45
18:55
Southwest Airlines
WN 4297
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
16:45
18:55
Southwest Airlines
WN 4297
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:00
19:10
Southwest Airlines
WN 1327
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:05
19:15
Southwest Airlines
WN 1327
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:10
20:20
Southwest Airlines
WN 1326
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:30
20:40
Southwest Airlines
WN 370
Southwest Airlines
Boeing 737-700
Y
W
J
F
18:30
20:40
Southwest Airlines
WN 1225
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:45
21:55
Southwest Airlines
WN 1312
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:10
23:20
Southwest Airlines
WN 668
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
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