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

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

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Frequently asked questions

How much is a flight from HOU to Midway Intl. Airport (MDW)?
The lowest price advertised for a round-trip flight between William P. Hobby Airport and Midway Intl. Airport (MDW) is . But you better get moving. This price is based on fares listed 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)?
This varies from airline to airline, as each one has its own terms and conditions. Head to the Customer Service Portal, where you'll find instructions on how to cancel online.
How do I find cheap flights from HOU to MDW 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 (HOU) to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from William P. Hobby Airport (HOU) to Chicago Airport?
Expect to be soaring through the sky for a while, as the flight distance from Houston to Chicago is 1,500 kilometres. Put together a playlist of your favourite podcasts before leaving home to keep yourself entertained during your journey.
Which airlines fly direct from William P. Hobby Airport (HOU) to Midway Airport?
Flying directly from William P. Hobby Airport (HOU) to Midway Airport is a cinch with Southwest Airlines (WN). This top airline offers 152 flights each month.
Are HOU to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from William P. Hobby Airport to Midway Intl. Airport (MDW) can be hit-or-miss. You may be able to find a bargain, but you could also miss out entirely! If you'd rather start your trip planning early, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines list their prices that far in advance. Our advice? Check back often as updates are made regularly.

Travel information

Travel information

Origin airport
William P. Hobby
Destination airport
Midway Intl.
Distance
1500 km
Average flight time
2 hours 44 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 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 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
*Available to Expedia members.