$48 Find Cheap Flights from Chicago Midway Airport to Houston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Houston departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Houston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Houston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Houston, as well as popular online travel agencies
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Expert advice
Useful Info
Flights Deals

Cheap Flight Deals from Midway to Houston (MDW-HOU)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Houston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Houston

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Houston.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
4:01 pm - 7:07 pmMDW-IAH
3h 06mnonstop
Frontier Logo
7:27 pm - 10:00 pmIAH-MDW
2h 33mnonstop
$121Frontier
Find Deal
Fri, May 30 - Mon, Jun 2
Frontier Logo
4:01 pm - 7:00 pmMDW-IAH
2h 59mnonstop
Frontier Logo
7:45 pm - 10:18 pmIAH-MDW
2h 33mnonstop
$122Frontier
Find Deal
Fri, Jun 27 - Mon, Jun 30
Frontier Logo
4:01 pm - 7:00 pmMDW-IAH
2h 59mnonstop
Frontier Logo
7:45 pm - 10:18 pmIAH-MDW
2h 33mnonstop
$123Frontier
Find Deal
Fri, Jun 27 - Fri, Jul 4
Frontier Logo
4:01 pm - 7:00 pmMDW-IAH
2h 59mnonstop
Frontier Logo
7:45 pm - 10:18 pmIAH-MDW
2h 33mnonstop
$124Frontier
Find Deal
Fri, Jun 13 - Fri, Jun 20
Southwest Logo
9:40 pm - 12:10 amMDW-HOU
2h 30mnonstop
Southwest Logo
1:35 pm - 4:05 pmHOU-MDW
2h 30mnonstop
$179Southwest
Find Deal
Tue, Jul 1 - Fri, Jul 4
Southwest Logo
9:55 am - 3:40 pmMDW-HOU
5h 45m1 stop
Southwest Logo
1:35 pm - 4:05 pmHOU-MDW
2h 30mnonstop
$189Southwest
Find Deal
Tue, Jul 1 - Fri, Jul 4
Delta Logo
6:00 am - 12:06 pmMDW-IAH
6h 06m1 stop
Delta Logo
5:30 am - 12:29 pmIAH-MDW
6h 59m1 stop
$217Delta
Find Deal
Tue, Jun 10 - Tue, Jun 17
Delta Logo
9:20 am - 5:46 pmMDW-IAH
8h 26m1 stop
Delta Logo
6:37 am - 1:15 pmIAH-MDW
6h 38m1 stop
$218Delta
Find Deal
Wed, May 21 - Tue, Jun 3
 Logo
4:27 pm - 5:05 amMDW-IAH
36h 38m3 stops
 Logo
8:49 pm - 2:03 pmIAH-MDW
17h 14m2 stops
Wed, Jun 25 - Sun, Jun 29
 Logo
4:27 pm - 5:05 amMDW-IAH
36h 38m3 stops
 Logo
4:05 pm - 2:03 pmIAH-MDW
21h 58m3 stops
Wed, Jun 25 - Sun, Jun 29
Expert advice

Expert advice for your flight from Midway to Houston

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Choose the Economy Bundle for a free carry-on and Standard seat selection.


Pay for bags early online to save money; airport fees are higher.

Read more about Frontierby Stefanie Waldek
Southwest

Enjoy two free checked bags up to 50 pounds each, ideal for family travel.


Set an alarm to check in 24 hours before for a better boarding position.

Read more about Southwestby Blane Bachelor
Airports
MDW

Midway offers a compact and easy-to-navigate terminal with quick access to all concourses from the central check-in and security area.

Read more about MDWby Stefanie Waldek
IAH

For a quick exit, rideshare apps like Uber and Lyft operate at IAH, with pickup points at Terminals A, B, and C.

Read more about IAHby John Walton
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
John Walton

John Walton

Expert on IAH

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Useful Info

KAYAK's insights & trends for Midway to Houston flights

Get data-powered insights and trends into flights from Midway to Houston to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Houston flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to Houston.

Our data shows that the cheapest route for a return flight from Chicago Midway Airport to Houston cost $106 and was between Chicago Midway Airport (MDW) and Houston George Bush Intcntl Airport (IAH). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $106.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Houston?

The average price of all round-trip flights from Chicago Midway Airport to Houston clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Houston on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to Houston. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to Houston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Houston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Houston is July, where tickets cost $159 (return) on average. On the other hand, the most expensive months are November and March, where the average cost of round-trip tickets is $288 and $286 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Houston?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Houston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Houston, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Cheapest flight$48
Flight from Chicago Midway Airport to Houston George Bush Airport

When to book flights from Midway to Houston

Are your dates flexible? Find out the best times to travel from Midway to Houston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Houston flights

  • What is the cheapest flight from Chicago Midway Airport to Houston?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Houston was $48 for a one-way ticket and $121 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Houston?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago Midway Airport and on arrival in Houston.

  • Which airports will I be using when flying from Chicago Midway Airport to Houston?

    Chicago Midway Airport is served by only 1 airport and there are 2 airports in Houston. You will leave Chicago Midway Airport from Chicago Midway and you will be arriving in Houston at one of these airports: Houston Hobby or Houston George Bush Intcntl.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Houston?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Houston?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Houston.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Houston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Houston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Houston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Houston from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Houston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Houston with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Houston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Houston from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Chicago Midway Airport to Houston?

Find which airlines fly direct from Chicago Midway Airport to Houston, which days they fly and book direct flights.

Direct departures

Chicago Midway to Houston

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Southwest

Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Houston to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Southwest

Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 4 airlines serving from Midway to Houston

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Houston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Houston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
8.2Boarding
8.6Crew
7.1Food
7.6Entertainment
8.0Comfort
Airline reviews

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

10.0 ExcellentReginald, Mar 2025MDW - LGA
Read more Southwest reviews

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

The movies using Southwest WiFi kept pausing and I had to restart multiple times.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

First, my flight was a usual flight nothing exceptional or unexpected. Over all it was a normal, good flight! Second, your questionaire is wholly lacking in the proper options to which one can answer a question. Often on short flights, there is no food let alone entertainment so why isn't that reflected in your questionaire? A simple "not applicable" would cover that issue appropriately but no, your form arbitrarily enters an answer based on the initial assessment which normally isn't factual. Until you provide an accurate means of assessing flights, I'll no longer be completing of these unimpressive and misleading assessements. Thank you!

Easy to book and to get check in and get on and off.

Excellent experience. WiFi worked on this leg of My trip

First time I’ve ever missed a flight and it was an international flight.. Southwest put me on the next flight and it was the best experience possible.

It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The flight was delayed over an hour and we had to sit on the plane. Crew does not apologize due to the delay. Spirit will NEVER do anything to give a customer a better experience. A child next to me was kicking me the whole time. I don't ever enjoy flying with Spirit.

Flight was ok with exception of the multiple delays. As with all Spirit flights, the sights are extremely uncomfortable and lack leg space. However, the price savings is the plus.

Easy! As long as you don’t mind no frills, our flight was enjoyable and on time

Okay for the most part but Good boarding and on time

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from Midway to Houston

Information on your arrival and departure airports

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