Nonstop flights from Houston to Chicago

Southwest Airlines flies this route 4 to 6 times a day.

HOUHouston William P. Hobby

938 mi · 38 flights a week

MDWChicago Midway International

HOUMDW

When they leave

Houston time

5:00a8:50pFirst departure 5:00 AM, last 8:50 PM

Six in the morning, 5:00 AM to 11:55 AM, then three in the afternoon, 2:20 PM to 3:50 PM, then three in the evening, 5:45 PM to 8:50 PM.

Every flight

Earliest first

5:00 AM→7:25 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
6:50 AM→9:15 AMSouthwest AirlinesBoeing 737-700Tue, Wed, Sat, Sun
7:20 AM→9:50 AMSouthwest AirlinesBoeing 737Mon, Tue, Wed, Thu, Fri, Sun
9:40 AM→12:15 PMSouthwest AirlinesBoeing 737-700Tue, Wed, Sun
10:30 AM→1:00 PMSouthwest AirlinesBoeing 737-700Sat
11:55 AM→2:20 PMSouthwest AirlinesBoeing 737 MAX 8Sun
2:20 PM→4:40 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
2:50 PM→5:15 PMSouthwest AirlinesBoeing 737-700Sun
3:50 PM→6:15 PMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
5:45 PM→8:10 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Tue, Wed, Thu, Fri, Sat
7:55 PM→10:15 PMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri, Sat
8:50 PM→11:10 PMSouthwest AirlinesBoeing 737Tue, Wed, Sun

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

Flying from Houston to Chicago

Southwest Airlines is the only airline flying nonstop from Houston to Chicago, 4 to 6 times a day on the Boeing 737-700, Boeing 737 MAX 8 and Boeing 737.

Flights run every day of the week, from 4 on Saturdays to 6 on Mondays, Thursdays, Fridays and Sundays. The first arrival in Chicago is at 7:25 AM and the last at 11:10 PM. The flight covers 938 miles.

Flying back, Chicago to Houston has 35 nonstop flights a week.