IAH - MDW

$79 Find Cheap Flights from Houston George Bush Airport to Chicago Midway Airport

This is the cheapest round-trip 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 10/2. 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

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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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

Thu, Oct 2 - Sun, Oct 5
Frontier Logo
10:08 am - 12:46 pmIAH-MDW
2h 38mnonstop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$79Frontier
Find Deal
Sat, Sep 13 - Sun, Sep 14
Frontier Logo
5:46 pm - 11:17 pmIAH-MDW
5h 31m1 stop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$129Frontier
Find Deal
Sat, Sep 20 - Sun, Sep 21
Frontier Logo
5:46 pm - 11:17 pmIAH-MDW
5h 31m1 stop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$135Frontier
Find Deal
Sat, Aug 30 - Sun, Aug 31
Frontier Logo
5:34 pm - 11:08 pmIAH-MDW
5h 34m1 stop
Frontier Logo
7:30 am - 10:19 amMDW-IAH
2h 49mnonstop
$139Frontier
Find Deal
Fri, Sep 26 - Mon, Sep 29
Frontier Logo
6:09 pm - 8:46 pmIAH-MDW
2h 37mnonstop
Frontier Logo
2:26 pm - 5:14 pmMDW-IAH
2h 48mnonstop
$147Frontier
Find Deal
Fri, Aug 22 - Sat, Aug 23
Frontier Logo
11:36 am - 2:10 pmIAH-MDW
2h 34mnonstop
Frontier Logo
6:10 am - 4:39 pmMDW-IAH
10h 29m1 stop
$148Frontier
Find Deal
Thu, Sep 18 - Sun, Sep 21
Frontier Logo
10:08 am - 12:46 pmIAH-MDW
2h 38mnonstop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$150Frontier
Find Deal
Fri, Sep 26 - Mon, Sep 29
 Logo
6:39 am - 8:52 pmIAH-MDW
14h 13m2 stops
 Logo
7:03 pm - 5:50 amMDW-IAH
10h 47m1 stop
Sun, Sep 14 - Thu, Sep 18
Delta Logo
5:20 am - 12:28 pmIAH-MDW
7h 08m1 stop
Delta Logo
6:00 am - 12:08 pmMDW-IAH
6h 08m1 stop
$217Delta
Find Deal
Fri, Aug 22 - Wed, Aug 27
Delta Logo
3:58 pm - 9:44 pmIAH-MDW
5h 46m1 stop
Delta Logo
6:00 am - 12:02 pmMDW-IAH
6h 02m1 stop
$237Delta
Find Deal
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, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway Airport back to Houston George Bush Airport, the best deals are generally found on Tuesday, 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 October, where tickets cost $125 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $276 and $252 respectively.

Good to know

Low seasonFebruary
Cheapest flight$79
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 39% 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 $98 for a one-way ticket and $79 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, Delta, Alaska Airlines, and JetBlue 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 A320neo is the aircraft model that flies most regularly on the Houston George Bush Airport to Chicago Midway Airport flight route.

  • 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, Thursday, Friday, and Sunday.

  • 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 $306 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $168 and an overall rating of 5.9.

  • 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 $91 or less one-way and $152 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

Thursday

Frontier

Frontier

Friday

Frontier

Frontier

Sunday

Frontier

Frontier

See more direct flights

Direct returns

Chicago Midway to Houston George Bush Intcntl

Monday

Frontier

Frontier

Thursday

Frontier

Frontier

Friday

Frontier

Frontier

Sunday

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.
8.0
DeltaOverall score based on 7980 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

baggage clamed had to wait over a hour and half for all people on my flight it was terrible

The ticketing agents were rude but then we had a great gate agent very nice we had to ride a buss out to where the plane was parked but it was in some back corner of the airport when we got to the plane the captain who was great btw was cleaning the plane because the same rude ticketing agent told them they we not contracted to vacuum the plane. The ride to las Vegas was fine We had a connecting flight to Dallas. The flight was fine but when we arrived in Dallas everyone who flew on any frontier airlines the picked up bags from baggage claim D15 had to wait over a hour for their bags to start we arrived at 11:30pm ish to the gate we didn't leave the baggage clamed till 12:50 am very not happy and i used to fly frontier 4 times a week for work in Denver i will not be using them again

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

My flight was canceled I was promised a reginf still not received.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

Both legs of the flight were changed. The day of the flight and length of the trip.

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

Everything you need to know for your flight from George Bush Intcntl to Midway

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