Lowest Prices
Uncover the best deals on Chicago to Houston flights by comparing fares from hundreds of airlines and agencies.
Useful information for finding best airline tickets from Chicago Midway International to William P Hobby on your next trip.
Cheapest Round Trip Flight
$239
Southwest Airlines
• 1 stop
• 10h
Aug 09 – Aug 12
The cheapest round trip flight from Chicago to Houston (MDW-HOU-MDW) is currently $239
Cheapest One way Flight
$188
Southwest Airlines
• 1 stop
• 13h 35m
Jul 18
The cheapest one way flight from Chicago to Houston (MDW-HOU) is currently $188
Cheapest Direct Flight
$232
Southwest Airlines
• nonstop
• 3h 50m
Aug 09
The cheapest nonstop flight from Chicago to Houston (MDW-HOU) is currently $232
Fastest Flight
3h 50m
The fastest nonstop flight from Chicago to Houston (MDW-HOU) takes 3h 50m
| Origin Airport | Chicago Midway International , Chicago, US |
| Destination Airport | William P Hobby , Houston, US |
| Distance | 937 miles |