Nonstop flights from Dallas to Chicago

Southwest Airlines flies this route 4 to 8 times a day.

DALDallas Love Field

794 mi · 45 flights a week

MDWChicago Midway International

DALMDW

When they leave

Dallas time

6:00a9:10pFirst departure 6:00 AM, last 9:10 PM

Six in the morning, 6:00 AM to 10:40 AM, then six in the afternoon, 12:10 PM to 4:45 PM, then three in the evening, 6:30 PM to 9:10 PM.

Every flight

Earliest first

6:00 AM→8:10 AMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
6:00 AM→8:10 AMSouthwest AirlinesBoeing 737Tue, Wed, Sun
6:05 AM→8:15 AMSouthwest AirlinesBoeing 737Sat
7:20 AM→9:35 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
9:40 AM→11:50 AMSouthwest AirlinesBoeing 737 MAX 8Sat
9:50 AM→12:00 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
10:40 AM→12:50 PMSouthwest AirlinesBoeing 737-700Mon, Tue, Wed, Thu, Fri
10:40 AM→12:50 PMSouthwest AirlinesBoeing 737Sun
12:10 PM→2:20 PMSouthwest AirlinesBoeing 737 MAX 8Sat
1:10 PM→3:20 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
1:35 PM→3:45 PMSouthwest AirlinesBoeing 737Mon, Tue, Wed, Thu, Fri, Sun
1:40 PM→3:50 PMSouthwest AirlinesBoeing 737 MAX 8Sun
2:55 PM→5:05 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Tue, Wed, Thu, Fri, Sat
4:45 PM→6:55 PMSouthwest AirlinesBoeing 737Mon
6:30 PM→8:40 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
6:30 PM→8:40 PMSouthwest AirlinesBoeing 737-700Tue, Wed
7:45 PM→9:55 PMSouthwest AirlinesBoeing 737 MAX 8Sun
9:10 PM→11:20 PMSouthwest AirlinesBoeing 737Mon, Thu, Fri

Schedules last checked Sep 19, 2026. Times are local.

Flying from Dallas to Chicago

Southwest Airlines is the only airline flying nonstop from Dallas to Chicago, 4 to 8 times a day on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700.

Flights run every day of the week, from 4 on Saturdays to 8 on Mondays. The first arrival in Chicago is at 8:10 AM and the last at 11:20 PM. The flight covers 794 miles.

Flying back, Chicago to Dallas has 48 nonstop flights a week. Fort Worth (DFW) also has nonstop flights to Chicago, 7 a week.