Flights from Houston to Chicago – Direct & connecting routes
Non-stop airlines Connecting flights Show map Price search
IAH to MDW – All flight route options from George Bush Intcntl Houston, Texas, USA to Chicago Midway International, Illinois, USA. These flights are operated by 3 airlines. Fly non-stop with Frontier Airlines or choose from 3 different transit flights. The shortest flight time is 2 hours and 33 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
Find the best prices on hotels and car rental near Chicago Midway
We got great deals on hotels and car rentals near the airport.
Houston to Chicago flights
With over 50 flights every week and 4 different airlines you have a wide range of options. You can fly non-stop to Chicago (MDW) from Houston (IAH) with Frontier Airlines but if a stopover option suits you better you can choose to fly via Atlanta, Detroit or any other of the 3 alternatives with connectiing airports.
Tip! You can also fly to Chicago from William P. Hobby Airport (HOU).
Houston to Chicago with Frontier Airlines
Frontier Airlines has non-stop every Monday or Friday between 9:00 am and 9:00 pm. You also have the option to do a transit flight via Atlanta.
With Delta Air Lines
If you fly to Chicago from Houston with Delta Air Lines you will do a stopover in Atlanta. Delta Air Lines is a member of SkyTeam.
Distance & flight times: Houston Airport to Midway International Airport
The shortest flight time between IAH and MDW is 2 hours and 33 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 2h 33m | - | 923 miles (1485 km) |
ATL Atlanta | 5h 59m | 51m | 1285 miles (2068 km) |
DTW Detroit | 5h 59m | 2h 58m | 1310 miles (2108 km) |
MSP Minneapolis | 6h 44m | 2h 12m | 1391 miles (2238 km) |

