IAH - MDW

$70 Find Cheap Flights from Houston George Bush Airport to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from George Bush Intcntl to Midway departing on 5/13. 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 Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Chicago, 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 Houston to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$140
Overall average: $221
Frontier
Wed 4/15Wed 4/22
IAH - MDW • 1 stop
Cheapest non-stop
$161
Typical prices: $136-$269
Frontier
Fri 4/10Mon 4/13
IAH - MDW • Non-stop
Nonstop flights
2 days a week
Mon, Fri
You can fly direct with Frontier. Average duration is 2h 35m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 74% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 36% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from George Bush Intcntl to Midway (IAH-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from George Bush Intcntl to Midway 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 George Bush Intcntl to Midway

Wed, Apr 15 - Wed, Apr 22
Frontier Logo
6:05 am - 10:14 pm
IAH
-
MDW
16h 09m
1 stop
Frontier Logo
6:15 am - 4:54 pm
MDW
-
IAH
10h 39m
1 stop
$140Frontier
Sat, May 2 - Wed, May 6
Multiple Airlines Logo
12:35 pm - 6:37 pm
IAH
-
MDW
6h 02m
1 stop
Multiple Airlines Logo
6:00 am - 2:58 pm
MDW
-
IAH
8h 58m
1 stop
$145Multiple Airlines
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
12:35 pm - 7:31 pm
IAH
-
MDW
6h 56m
1 stop
Multiple Airlines Logo
2:15 pm - 10:50 pm
MDW
-
IAH
8h 35m
1 stop
$149Multiple Airlines
Wed, May 6 - Wed, May 13
Frontier Logo
5:45 am - 10:02 pm
IAH
-
MDW
16h 17m
1 stop
Frontier Logo
6:00 am - 2:58 pm
MDW
-
IAH
8h 58m
1 stop
$151Frontier
Wed, Apr 15 - Tue, Apr 28
Multiple Airlines Logo
12:35 pm - 7:31 pm
IAH
-
MDW
6h 56m
1 stop
Multiple Airlines Logo
2:15 pm - 10:50 pm
MDW
-
IAH
8h 35m
1 stop
$153Multiple Airlines
Sat, May 2 - Tue, May 5
Multiple Airlines Logo
12:35 pm - 6:37 pm
IAH
-
MDW
6h 02m
1 stop
Multiple Airlines Logo
6:00 am - 2:58 pm
MDW
-
IAH
8h 58m
1 stop
$155Multiple Airlines
Wed, May 6 - Tue, May 12
Frontier Logo
5:45 am - 10:02 pm
IAH
-
MDW
16h 17m
1 stop
Frontier Logo
6:00 am - 2:58 pm
MDW
-
IAH
8h 58m
1 stop
$157Frontier
Fri, Apr 10 - Mon, Apr 13
Frontier Logo
1:27 pm - 3:59 pm
IAH
-
MDW
2h 32mnonstop
Frontier Logo
9:20 am - 12:32 pm
MDW
-
IAH
3h 12mnonstop
$161Frontier
Fri, Apr 10 - Mon, Apr 13
Frontier Logo
1:27 pm - 3:59 pm
IAH
-
MDW
2h 32mnonstop
Frontier Logo
9:20 am - 12:32 pm
MDW
-
IAH
3h 12mnonstop
$164Frontier
Fri, Apr 10 - Mon, Apr 13
Frontier Logo
1:27 pm - 3:59 pm
IAH
-
MDW
2h 32mnonstop
Frontier Logo
9:20 am - 12:32 pm
MDW
-
IAH
3h 12mnonstop
$166Frontier
Booking Insights

KAYAK's insights & trends for George Bush Intcntl to Midway flights

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

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

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

For Houston George Bush Airport to Chicago Midway Airport, Sunday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago Midway Airport back to Houston George Bush Airport, the best deals are generally found on Thursday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Houston George Bush Intcntl Airport to Chicago Midway Airport, 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 Houston George Bush Intcntl Airport to Chicago Midway Airport is February, where tickets cost $134 (return) on average. On the other hand, the most expensive months are May and March, where the average cost of round-trip tickets is $280 and $279 respectively.

Good to know

Low seasonJanuary
Cheapest flight$70
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Houston George Bush Airport to Chicago Midway Airport

When to book flights from George Bush Intcntl to Midway

Are your dates flexible? Find out the best times to travel from George Bush Intcntl to Midway 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 Houston George Bush Airport to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport was $70 for a one-way ticket and $140 for a round-trip.

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

    No, a passport isn't needed to fly from Houston George Bush Airport to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Houston George Bush Airport to Chicago Midway Airport?

    American Airlines, JetBlue, Delta, and Spirit Airlines offer inflight Wi-Fi service on the Houston George Bush Airport to Chicago Midway Airport flight route.

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

    The Airbus A321neo is the aircraft model that flies most regularly on the Houston George Bush Airport to Chicago Midway Airport flight route.

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

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

  • On which days can I fly direct from Houston George Bush Airport to Chicago Midway Airport?

    You can catch a nonstop flight from Houston George Bush Airport to Chicago Midway Airport on Monday, and Friday.

  • Which is the best airline for flights from Houston to Chicago, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Houston to Chicago are Delta and Frontier. With an average price for the route of $331 and an overall rating of 7.9, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $171 and an overall rating of 5.7.

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

    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 Houston George Bush Airport to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Houston George Bush 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 Houston George Bush Airport to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Houston George Bush Airport with another airline. Booking your flights between Houston George Bush Airport and MDW can sometimes prove cheaper using this method.

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

    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 Chicago Midway Airport from Houston George Bush Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Houston George Bush Intcntl Airport to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $125 or less one-way and $111 or less round-trip.

Prefer to fly direct from Houston George Bush Airport to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Houston George Bush Intcntl to Chicago Midway.
Find which airlines fly direct from Houston George Bush Intcntl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Houston George Bush Intcntl to Chicago Midway

Monday

Frontier

Frontier

Friday

Frontier

Frontier

See more direct flights

Direct returns

Chicago Midway to Houston George Bush Intcntl

Monday

Frontier

Frontier

Friday

Frontier

Frontier

See more direct flights

Reviews of the top airlines flying from George Bush Intcntl to Midway

 
See real verified KAYAK customer reviews for airlines flying from Houston to Chicago. 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 George Bush Intcntl to Midway? 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.
7.9
DeltaOverall score based on 8288 reviews
7.9Comfort
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
Airline reviews

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

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

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 George Bush Intcntl to Midway

Information on your arrival and departure airports