SAR371 Cheap Flights from Chicago (MDW) to Houston (HOU)

View SAR371 flight on Tue, 19 May 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Houston William Hobby Airport (HOU)

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Cheap Flights from Chicago to Houston (MDW-HOU)

Prices were available within the past 7 days and start at SAR371 for one-way flights and SAR781 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tuesday, 19 May, 2026 - Monday, 25 May, 2026
MDW
Chicago
HOU
Houston
SAR781 Roundtrip, found 2 days ago
SAR781
Roundtrip
found 2 days ago
Select Delta flight, departing Tuesday, 19 May, 2026 from Chicago to Houston, returning Monday, 25 May, 2026, priced at SAR781 found 2 days ago
Delta
Tuesday, 19 May, 2026 - Monday, 25 May, 2026
MDW
Chicago
HOU
Houston
SAR934 Roundtrip, found 3 days ago
SAR934
Roundtrip
found 3 days ago
Select Delta flight, departing Tuesday, 19 May, 2026 from Chicago to Houston, returning Monday, 25 May, 2026, priced at SAR934 found 3 days ago
Delta
Tuesday, 19 May, 2026 - Monday, 25 May, 2026
MDW
Chicago
HOU
Houston
SAR1,079 Roundtrip, found 2 days ago
SAR1,079
Roundtrip
found 2 days ago
Select Delta flight, departing Tuesday, 19 May, 2026 from Chicago to Houston, returning Monday, 25 May, 2026, priced at SAR1,079 found 2 days ago
Delta
Tuesday, 19 May, 2026 - Monday, 25 May, 2026
MDW
Chicago
HOU
Houston
SAR1,236 Roundtrip, found 3 days ago
SAR1,236
Roundtrip
found 3 days ago
Select Delta flight, departing Tuesday, 19 May, 2026 from Chicago to Houston, returning Monday, 25 May, 2026, priced at SAR1,236 found 3 days ago
Delta
Tuesday, 19 May, 2026 - Monday, 25 May, 2026
MDW
Chicago
HOU
Houston
SAR1,499 Roundtrip, found 2 days ago
SAR1,499
Roundtrip
found 2 days ago
Select Delta flight, departing Tuesday, 19 May, 2026 from Chicago to Houston, returning Monday, 25 May, 2026, priced at SAR1,499 found 2 days ago

Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Airport to William P. Hobby Airport last minute?
Being a spontaneous soul is a great way to see the world, but it's not always the wisest method to grab a bargain airfare. Think about booking your Chicago Airport to William P. Hobby Airport (HOU) journey well ahead of time rather than leaving it till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Save up that spontaneity for when you get to William P. Hobby Airport (HOU)!
What airports do you fly into for Houston from Chicago?
With William P. Hobby Airport (HOU), Ellington Field Airport (EFD) and George Bush Intercontinental Airport (IAH) to choose from, flying from Chicago to Houston is easy. The city's main gateway, William P. Hobby Airport (HOU), is approximately 14 kilometers southeast of the downtown area. Along with the price of fares, consider things like public transportation options from the airport and the distance to your hotel before making your choice. Get your Houston vacation off on the right foot by exploring Toyota Center and Minute Maid Park.
Can I change the date of my flight from Midway Intl. Airport (MDW) to William P. Hobby Airport?
Plans don't always work out, so Expedia is here to help make amending your journey easy. First, access your Midway Airport to William P. Hobby Airport (HOU) itinerary through the Expedia Trips portal and read the fare conditions and rules to see if you can make changes. If you booked in the last 24 hours, some carriers will let you cancel at no cost and book new flights. If you booked more than 24 hours ago, contact us through our Customer Service portal so we can help you further.

Travel information

Origin airport
Midway Intl.
Destination airport
William P. Hobby
Roundtrip price
SAR781
Distance
1500 km
Average flight time
2 hours 58 mins