₩308,500 Cheap Flights from Houston (IAH) to Chicago (MDW)

View ₩308,500 flight on Fri, Dec 19, 2025Opens in a new window

Popular airlines from George Bush Intercontinental Airport (IAH) to Chicago Midway Airport (MDW)

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Cheap Flights from Houston to Chicago (IAH-MDW)

Prices were available within the past 7 days and start at ₩308,500 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

October is typically the cheapest month to fly

From ₩103,830 - ₩407,146 per traveler.

Frequently asked questions

How much is a flight from IAH to Midway Intl. Airport (MDW)?
Based on fares offered within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Houston Airport to Midway Intl. Airport (MDW) start from . Book ASAP to get the best price for your adventure. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from IAH to Midway Intl. Airport (MDW)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from IAH 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 George Bush Intercontinental Airport (IAH) to Chicago Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Houston Airport to MDW?
A flight distance of just 1,500 kilometers separates Houston and Chicago. Once you're in the air, you won't have time to do much more than listen to a few songs on your travel playlist.
Which airlines fly direct from Houston Airport to MDW?
Check out Southwest Airlines (WN) if you want to fly directly from George Bush Intercontinental Airport (IAH) to Midway Airport. This top airline operates 60 flights every month, so you're sure to find one that fits your schedule.
Are George Bush Intercontinental Airport (IAH) to MDW flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes pick up a bargain, with some of the cheapest fares from IAH to Midway Intl. Airport (MDW) popping up a few weeks prior to the departure date. If you'd rather book ahead of time, Expedia compares and updates all the best flight deals frequently — as early as 12 months in advance in some cases. It depends on the carrier though, as not every airline releases prices so far in advance.

Travel information

Origin airport
George Bush Intercontinental
Destination airport
Midway Intl.
Distance
1470 km
Average flight time
2 hours 33 mins

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 Chicago 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 IAH 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.

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*Available to Expedia members.