Flights from Houston/Hobby (HOU) to Chicago/Midway (MDW)

Flight Hobby(HOU) to Midway(MDW)
CHANGE DIRECTION

William P. Hobby Airport Chicago Midway International Airport
HOU : Houston , United States MDW : Chicago , United States
UTC-5(DST) UTC-5(DST)

Houston/Hobby to Chicago/Midway Flights

Find updated flight schedules, timetable, distance, aircraft types, Map, Transfer for routes from Houston/Hobby (HOU) to Chicago/Midway (MDW).

Change Direction(MDW to HOU)

Flight Schedules Hobby to Midway

This route is operated by Southwest Airlines. This is the first direct flight from Houston/Hobby to Chicago/Midway.

Change Direction(MDW to HOU)

Flight Duration: Approximately 2 hours 20 minutes to 2 hours 35 minutes (Direct Flights)

Flight No. Departure Time Arrival Time Duration Airfare
WN4214 05:55 08:20 2h25m Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Flight schedules as of September 01, 2025, 06:00 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

The last direct flight from Hobby to Midway is the final flight at 22:25 by Southwest Airlines WN2154.

From Houston/Hobby (HOU) to Chicago/Midway (MDW) Flights Info

Duration(Flight time)

From Hobby to Midway
2 hours 20 minutes to 2 hours 35 minutes
From Midway to Hobby
2 hours 30 minutes to 3 hours

Distance

From Midway to Hobby
Approx. 940 miles
Approx. 1,510 Km
This is different from mileage credits in airline loyalty programs.

Houston to Chicago Map

William P. Hobby Airport William P. Hobby Airport
Chicago Midway International Airport Chicago Midway International Airport

Type of aircrafts (HOU to MDW)

Below is a list of the aircraft types and airlines operating on this route. (Direct flights only)

* All links below lead to Japanese pages.

Transfer / Cities with One-Stop Flights

This list shows cities where you can connect for one-stop flights between Houston and Chicago. Direct flights operate on each segment, with the shortest flight durations listed. This is a great resource for travelers planning multi-city itineraries.

St. Louis (STL)
HOU 1h55m STL 1h5m MDW
2h0m 1h10m
Chicago (ORD)
HOU 2h30m ORD 45分 MDW
2h50m 45分
Memphis (MEM)
HOU 1h25m MEM 1h35m MDW
1h35m 1h35m
Indianapolis (IND)
HOU 2h10m IND 55分 MDW
2h25m 55分
Love Field (DAL)
HOU 60分 DAL 2h5m MDW
1h5m 2h10m
Tulsa (TUL)
HOU 1h25m TUL 1h40m MDW
1h30m 1h45m
Dallas (DFW)
HOU 1h13m DFW 2h18m MDW
1h9m 2h28m
Nashville (BNA)
HOU 1h45m BNA 1h30m MDW
2h0m 1h20m
Kansas City (MCI)
HOU 1h55m MCI 1h20m MDW
2h0m 1h25m
Louisville (SDF)
HOU 2h5m SDF 1h15m MDW
2h20m 1h10m

FAQ : Houston/Hobby to Chicago/Midway

How far is it from Houston to Chicago?
The distance between Houston/Hobby (HOU) to Chicago/Midway (MDW) is approximately 940 miles(1,510km) by air.
Which airlines operate at from Hobby(HOU) to Midway(MDW)?
Currently, this route is served by Southwest Airlines (Japanese). You can check flight schedules for this route at Hobby to Midway Flight Schedules and Midway to Hobby Flight Schedules
What aircraft types are flying on the Houston/Hobby (HOU) to Chicago/Midway (MDW) route?
The Hobby – Midway route is operated by Boeing 737-700 , Boeing 737-800 , Boeing 737 MAX 8 aircraft types.
What is the time difference between Houston to Chicago?
There is no time difference between William P. Hobby Airport(Houston) and Chicago Midway International Airport(Chicago).Houston is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.