$57 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 4/13. 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
1 adult, Economy, 0 bags

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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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$136
Overall average: $217
Frontier
ر 4/22ث 4/28
MDW - IAH • 1 stop
Cheapest non-stop
$163
Typical prices: $136-$217
Frontier
ج 4/3ج 4/10
MDW - IAH • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest offers two free checked bags for families.
Frontier's Economy Bundle includes a free carry-on.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $133 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest and Frontier. Average duration is 2h 45m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 42% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 81% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 29% compared to booking last minute.
Insights
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Houston

ر, أبريل 22 - ث, أبريل 28
Frontier Logo
6:15 am - 10:50 pm
MDW
-
IAH
16h 35m
1 stop
Frontier Logo
6:10 am - 10:14 pm
IAH
-
MDW
16h 04m
1 stop
$136Frontier
ث, أبريل 14 - ث, أبريل 21
Multiple Airlines Logo
2:15 pm - 10:36 pm
MDW
-
IAH
8h 21m
1 stop
Multiple Airlines Logo
12:35 pm - 7:31 pm
IAH
-
MDW
6h 56m
1 stop
$147Multiple Airlines
ث, أبريل 28 - س, مايو 2
Multiple Airlines Logo
6:10 am - 4:54 pm
MDW
-
IAH
10h 44m
1 stop
Multiple Airlines Logo
12:35 pm - 6:37 pm
IAH
-
MDW
6h 02m
1 stop
$149Multiple Airlines
ث, أبريل 14 - س, أبريل 18
Multiple Airlines Logo
2:15 pm - 10:50 pm
MDW
-
IAH
8h 35m
1 stop
Multiple Airlines Logo
12:35 pm - 10:14 pm
IAH
-
MDW
9h 39m
1 stop
$159Multiple Airlines
ث, أبريل 14 - ث, أبريل 21
Multiple Airlines Logo
2:15 pm - 10:36 pm
MDW
-
IAH
8h 21m
1 stop
Multiple Airlines Logo
12:35 pm - 7:31 pm
IAH
-
MDW
6h 56m
1 stop
$160Multiple Airlines
ج, أبريل 3 - ج, أبريل 10
Frontier Logo
9:20 am - 12:32 pm
MDW
-
IAH
3h 12mnonstop
Frontier Logo
1:27 pm - 3:59 pm
IAH
-
MDW
2h 32mnonstop
$163Frontier
س, أبريل 18 - س, أبريل 25
Southwest Logo
6:05 pm - 8:50 pm
MDW
-
HOU
2h 45mnonstop
Southwest Logo
3:25 pm - 5:50 pm
HOU
-
MDW
2h 25mnonstop
$197Southwest
س, أبريل 18 - س, أبريل 25
Southwest Logo
12:55 pm - 5:15 pm
MDW
-
HOU
4h 20m
1 stop
Southwest Logo
3:25 pm - 5:50 pm
HOU
-
MDW
2h 25mnonstop
$203Southwest
س, أبريل 18 - س, أبريل 25
Southwest Logo
10:00 am - 1:55 pm
MDW
-
HOU
3h 55m
1 stop
Southwest Logo
8:10 am - 12:10 pm
HOU
-
MDW
4h 00m
1 stop
$208Southwest
ر, أبريل 29 - ر, مايو 6
Southwest Logo
9:40 am - 2:00 pm
MDW
-
HOU
4h 20m
1 stop
Southwest Logo
7:35 am - 11:35 am
HOU
-
MDW
4h 00m
1 stop
$212Southwest
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago Midway Airport to Houston costs $105 on the route between Chicago Midway Airport (MDW) and Houston George Bush Intcntl Airport (IAH). Over the past month, this route was, on average, 42% cheaper than other Chicago Midway Airport-Houston routes. The most popular route is between Chicago Midway Airport (MDW) and Houston Hobby Airport (HOU).

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 Friday, 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 Monday and avoiding Sundays 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 September, where tickets cost $125 (return) on average. On the other hand, the most expensive months are July and February, where the average cost of round-trip tickets is $335 and $328 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 3 weeks before departure, which saves you about 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Expert advice

Expert advice for your flight from Midway to Houston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier

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.

Good to know

Cheapest flight$57
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 $57 for a one-way ticket and $133 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?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway 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

Southwest

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

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Frontier,Southwest

Frontier,Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 3 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 4320 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

I elected to pay for the upgrades and found very little difference

6.0 GoodChris, Mar 2026
DAL - SAT
Read more Southwest reviews

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

No delays and arrived to destination 30 min early. Staff was super friendly.

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

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

Information on your arrival and departure airports