￥24,890 Cheap Flights from Houston (HOU) to Chicago (MDW)

View ￥24,890 flight on Thu, Dec 4, 2025Opens in a new window

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

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Cheap Flights from Houston to Chicago (HOU-MDW)

Prices were available within the past 7 days and start at ￥24,890 for one-way flights and ￥62,360 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Feb 28 - Tue, Mar 3
HOU
Houston
MDW
Chicago
￥62,360 Roundtrip, found 5 days ago
￥62,360
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Feb 28 from Houston to Chicago, returning Tue, Mar 3, priced at ￥62,360 found 5 days ago

Find the cheapest month to fly from Houston (HOU) to Chicago (MDW)

October is typically the cheapest month to fly

From ￥10,454 - ￥38,893 per traveler.

Frequently asked questions

How much is a flight from HOU to Chicago Airport?
The lowest price advertised for a round-trip flight between HOU and Chicago Airport is ￥62,360. But you better act quick. This figure is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from William P. Hobby Airport to Midway Intl. Airport (MDW)?
Most flights can be canceled online, but whether you are charged a fee varies between airlines. If you do have to cancel your vacation, follow the instructions in the Customer Service Portal.
How do I find cheap flights from William P. Hobby Airport (HOU) to Midway Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for William P. Hobby Airport to MDW flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from William P. Hobby Airport (HOU) to MDW?
The average flight time from HOU to Midway Intl. Airport (MDW) is a comfortable 2 hours and 25 minutes. You'll be lucky to finish an entire movie before you land!
How far is the flight from HOU to Midway Airport?
The flight distance from Houston to Chicago is 1,500 kilometers. Bring along a snack, a drink and a good movie. Keep yourself occupied and the hours will zip by.
Which airlines fly direct from William P. Hobby Airport to Chicago Airport?
Currently, no airlines offer flights directly from HOU to Midway Airport. You'll need to book a flight with one or more stops. To score the best connections and price, lock in your fare ahead of time.
Are HOU to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes nab a bargain, with some super cheap airfares from William P. Hobby Airport (HOU) to Midway Airport cropping up a few weeks before the date of departure. If you'd rather book ahead, Expedia compares and updates the best flight deals regularly — as early as a year in advance in some cases. It depends on the carrier though, as not every airline advertises prices so far in advance.

Travel information

Travel information

Origin airport
William P. Hobby
Destination airport
Midway Intl.
Roundtrip price
￥62,360
Distance
1500 km
Average flight time
2 hours 24 mins

Book with confidence

Book with confidence

Houston to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Houston to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with HOU to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Houston for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Houston to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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