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Southwest Airlines flights from Houston to Chicago

Southwest Airlines flies Houston to Chicago nonstop 6 times a week, departures from 05:00 to 07:20, 2h 25m in the air. Tickets from $169 (the route's cheapest fare is $106).

Flights from Houston to Chicago

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Prices by day: Houston to Chicago

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

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Southwest Airlines on Houston to Chicago at a glance

flights a week
6
days of operation
Mon, Tue, Wed, Thu, Sat
first and last departure
05:00 - 07:20
flight time
2h 25m - 2h 30m
aircraft
Boeing 737, Boeing 737-800
cheapest fare, 2 December
$169
cheapest fare on the route
$106

Southwest Airlines Houston to Chicago schedule

6 flights a week. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 1590
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Sat
Boeing 737
WN 1044
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Sat
WN 853
Southwest Airlines
07:20 William P. Hobby
09:50 Chicago Midway International
2h 30m
Mon, Tue, Wed, Thu

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 1044
Southwest Airlines
05:10 William P. Hobby
07:35 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 1044
Southwest Airlines
07:05 William P. Hobby
09:30 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 1044
Southwest Airlines
05:35 William P. Hobby
08:00 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 1702
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
WN 2646
Southwest Airlines
07:00 William P. Hobby
09:25 Chicago Midway International
2h 25m
Seasonal
WN 2646
Southwest Airlines
07:15 William P. Hobby
09:40 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2488
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 988
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Seasonal
WN 4664
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2066
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 865
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Selected dates
Boeing 737
WN 2011
Southwest Airlines
07:00 William P. Hobby
09:25 Chicago Midway International
2h 25m
Seasonal
WN 2011
Southwest Airlines
05:30 William P. Hobby
07:55 Chicago Midway International
2h 25m
Seasonal
WN 1098
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
WN 2011
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 4773
Southwest Airlines
05:00 William P. Hobby
07:30 Chicago Midway International
2h 30m
Seasonal
Boeing 737
WN 1790
Southwest Airlines
05:30 William P. Hobby
07:55 Chicago Midway International
2h 25m
Seasonal
WN 4595
Southwest Airlines
07:00 William P. Hobby
09:30 Chicago Midway International
2h 30m
Seasonal
Boeing 737
WN 4773
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Seasonal
WN 4773
Southwest Airlines
05:10 William P. Hobby
07:35 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 4595
Southwest Airlines
07:15 William P. Hobby
09:45 Chicago Midway International
2h 30m
Seasonal
WN 4773
Southwest Airlines
05:15 William P. Hobby
07:40 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 1790
Southwest Airlines
07:10 William P. Hobby
09:40 Chicago Midway International
2h 30m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season.

Other airlines flying Houston to Chicago

Nonstop flights by the current schedule

United Airlines American Airlines All flights Houston to Chicago

Frequently asked questions

How many Southwest Airlines flights are there from Houston to Chicago?
6 nonstop flights a week, 15 flight numbers in the schedule: Mon, Tue, Wed, Thu, Sat.
How long is the Southwest Airlines flight from Houston to Chicago?
From 2 hours 25 minutes to 2 hours 30 minutes nonstop, depending on the flight.
Which aircraft does Southwest Airlines fly from Houston to Chicago?
Boeing 737 and Boeing 737-800.
How much is a Southwest Airlines ticket from Houston to Chicago?
The cheapest Southwest Airlines nonstop fare found recently is $169 for 2 December; the cheapest fare on the route with any airline is $106. The search shows the price for your date.