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

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

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Flights from Houston (IAH) to Chicago (MDW)
Origin airport
George Bush Intercontinental
Destination airport
Midway Intl.
Distance
1470 km
Average flight time
2 hours 32 mins

Houston to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Houston to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Houston to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Frequently asked questions

How long does it take to fly from Houston Airport to Chicago Airport?
A direct flight with Frontier Airlines takes approximately 2 hours and 27 minutes. Take the 8:59PM flight from Houston Airport and reach Midway Airport at 11:26PM. Snag an amazing deal on this and other routes when you book your ticket with Expedia.
Is it cheaper to buy a plane ticket from Houston Airport to Midway Airport last minute?
Booking your journey from George Bush Intercontinental Airport (IAH) to MDW last minute could save you a pretty penny if you happen to find a real steal. However, fares generally don't get cheaper as the departure date nears. If you hold off, flights could also be booked up or the best seats gone (because no one wants the middle seat). If you'd prefer to play it safe, book well ahead of the date you want to leave. In fact, Expedia has some of the biggest deals up to a year in advance. If your favorite carrier hasn't released tickets yet, check back regularly as deals are constantly updated on Expedia.
What airports do you fly into for Chicago from Houston?
With Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) to choose from, flying from Houston to Chicago is easy. The city's main hub, Midway Intl. Airport (MDW), is about 14 kilometers southwest of the center. Along with ticket prices, consider factors like transportation options from the airport and the distance to your hotel when deciding where to touch down. Get your Chicago trip off to an awesome start by checking out Wrigley Field and Millennium Park.
What are the most popular departure times for flights from Houston Airport to Chicago Airport?
For Frontier Airlines flights setting off from IAH to Midway Intl. Airport (MDW), the most popular period is between 8:00 PM - 9:00 PM. If you'd like to avoid any delays, head off in the morning. This gives you a better chance to escape the air traffic that builds up in the afternoon and evening.
Can I change the date of my flight from George Bush Intercontinental Airport (IAH) to Midway Intl. Airport (MDW)?
You can quickly and easily make changes to your Houston Airport to Midway Airport journey via the Expedia Trips portal. Before you make any amendments, look over the conditions in your itinerary to learn what the carrier will allow you to do and what charges may apply. Some carriers have a change fee per person, on top of any difference in fares. But if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also head to our Customer Service portal for more advice and to chat with our Virtual Agent.

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