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IAH - MDW

$47 Find cheap flights from Houston George Bush Intcntl 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 5/25. 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
0 bags
Fri 5/24
Fri 5/31

Search 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
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
10:52 am - 1:21 pmIAH-MDW
2h 29mnonstop
7:35 am - 10:17 amMDW-IAH
2h 42mnonstop
$66Frontier
Find Deal
Sat, May 18 - Tue, May 28
8:59 pm - 11:26 pmIAH-MDW
2h 27mnonstop
7:20 am - 10:02 amMDW-IAH
2h 42mnonstop
$68Frontier
Find Deal
Tue, May 14 - Sat, May 18
8:59 pm - 11:26 pmIAH-MDW
2h 27mnonstop
7:45 am - 10:27 amMDW-IAH
2h 42mnonstop
$69Frontier
Find Deal
Tue, May 14 - Thu, May 16
7:55 am - 1:53 pmIAH-MDW
5h 58m1 stop
5:16 pm - 8:04 pmMDW-IAH
2h 48mnonstop
$71Frontier
Find Deal
Thu, May 9 - Tue, May 14
1:08 pm - 3:37 pmIAH-MDW
2h 29mnonstop
7:20 am - 10:02 amMDW-IAH
2h 42mnonstop
$73Frontier
Find Deal
Tue, May 21 - Sat, May 25
8:02 am - 1:53 pmIAH-MDW
5h 51m1 stop
5:16 pm - 8:04 pmMDW-IAH
2h 48mnonstop
$78Frontier
Find Deal
Tue, May 14 - Tue, May 14
10:52 am - 1:21 pmIAH-MDW
2h 29mnonstop
7:45 am - 10:27 amMDW-IAH
2h 42mnonstop
$79Frontier
Find Deal
Sat, May 18 - Sun, May 19
8:59 pm - 11:26 pmIAH-MDW
2h 27mnonstop
5:16 pm - 8:04 pmMDW-IAH
2h 48mnonstop
$81Frontier
Find Deal
Thu, May 9 - Tue, May 14
10:52 am - 1:21 pmIAH-MDW
2h 29mnonstop
5:11 am - 1:09 pmMDW-IAH
7h 58m1 stop
$83Frontier
Find Deal
Sat, May 18 - Mon, May 20
8:29 pm - 10:56 pmIAH-MDW
2h 27mnonstop
10:12 am - 4:13 pmMDW-IAH
6h 01m1 stop
$84Frontier
Find Deal
Sat, May 11 - Wed, May 15

Flights from George Bush Intcntl to Midway - Travel Insights & Trends

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 flights from Houston George Bush Intcntl Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Houston George Bush Airport to Chicago Midway Airport, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Monday is the cheapest day to fly and Friday is 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 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 March, where tickets cost $145 on average. On the other hand, the most expensive months are December and July, where the average cost of tickets is $378 and $364 respectively.

Which airlines fly non-stop between Houston George Bush Intcntl Airport and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Houston George Bush Intcntl Airport to Chicago Midway Airport.
There are 2 airlines that fly nonstop from Houston George Bush Intcntl Airport to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $81. On average, the best prices for this route can be found at Frontier.

How many flights are there between Houston George Bush Intcntl Airport and Chicago Midway Airport per day?

Each day, there are between 2 and 5 nonstop flights that take off from Houston George Bush Intcntl Airport and land in Chicago Midway Airport, with an average flight time of 2h 24m. The most common departure time is 3:00 pm and most flights take off in the morning. Each week, there are 23 flights. The most frequent day of departure is Tuesday, when 22% of all weekly flights depart. The fewest flights depart on a Friday.

Which cabin class options are there for flights between Houston George Bush Intcntl Airport and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Houston George Bush Airport to Chicago Midway Airport take?

The average nonstop flight takes 2h 27m, covering a distance of 918 miles.

What’s the earliest departure time from Houston George Bush Airport to Chicago Midway Airport?

Early birds can take the earliest flight from Houston George Bush Intcntl Airport at 9:00 am and will be landing in Chicago Midway Airport at 11:20 am.

What’s the latest departure time from Houston George Bush Airport to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Houston George Bush Intcntl Airport to Chicago Midway Airport jets off at 8:59 pm and lands at 11:26 pm.

Good to know

Low season

April

High season

March

Cheapest flight

$47
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 29% increase in price.
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 $47 for a one-way ticket and $66 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?

    Only American Airlines offers 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 Boeing 737-800 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?

    There are nonstop flights from Houston George Bush Airport to Chicago Midway Airport on a daily basis.

  • 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 $440 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 $191 and an overall rating of 6.3.

  • 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.

See more FAQs

Top tips for finding a cheap flight from IAH to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $40 or less one-way and $78 or less round-trip.

Prefer to fly non-stop from Houston George Bush Airport to Chicago Midway Airport?

Find which airlines fly direct from George Bush Intcntl to Midway, which days they fly and book direct flights.

Nonstop departures

Houston George Bush Intcntl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest

Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Chicago Midway to Houston George Bush Intcntl

Monday

Southwest

Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest

Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 3 airlines serving 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 11004 reviews
8.2boarding
8.0entertainment
7.5food
8.6crew
7.9comfort
Airline reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

2.0 MediocreMarisol, Apr 2024DFW - ATL
Read more about Delta reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Seat back monitors and outlets were dead and not working.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Great experience overall. Check in at Austin was congested as they only have about 6 check in kiosks, one was broken, and there was a lot of Spring Break travelers.

I love the free wifi and headrest screens. I would consider Delta even more because of this but the seats aren't so great. The snacks aren't very good in my opinion. I bought a Bloody Mary and that was great! So just be comfortable with better snacks and the airline world will be yours.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Trip was smooth bumpy from the wind but no issues at all the crew attendant was very pleasant and had great customer service

I liked everything about the flight. The service was excellent!

Delayed a day due to snow storm. Was upgraded. That kind of made up for significant delays from FLL to COS with no compensation or acknowledgement.

The leg space between me and the seat in front of me was excellent.

Over two hours wait to get wheelchair assistance from arrival to the departure gate for LA was unreasonable even though there appreared to be heavy demand.

The seats were uncomfortable. The flight was almost 9 hours and they didn’t serve lunch

The crew was nice but the people going to Orange County are so entitled. Everyone thinks everything is suppose for be perfect for them. Tough crowd.

Flight canceled due to weather. Rescheduled flight canceled due to maintenance. I’m stuck!

Cramped and uncomfortable seats. Not enough room for 6’2” person such as myself.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Plane was clean but they do not allow bag drop until 1 hour before flight. Just encouraging late fees and other issues. The worst I have experienced. Total hostage situation, pay or you miss your flight.

Everything was good, and most importantly on time. They have been extremely tardy in some of my flights

I had to cancel within 1hour of the reservation an they put you through hell to . no live customer service desk. I'm handy caped and they make it almost impossible to cancel. They are steeling my money. You should not have that airline on your site. Contact me and I will give you all info. Of what the are doing to me just notable treatment they are set up like that to take people

Horrible flight, rude crew, someone had so mu h perfume on breathing was difficult.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Book cheap flights from Houston to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Houston to Chicago found on KAYAK in the last 72 hours.
5/25Sat
nonstopFrontier
2h 29mIAH-MDW
$47
4/30Tue
nonstopFrontier
2h 27mIAH-MDW
$49
5/9Thu
nonstopFrontier
2h 27mIAH-MDW
$50
5/30Thu
nonstopFrontier
2h 29mIAH-MDW
$51
4/30Tue
nonstopFrontier
2h 27mIAH-MDW
$52
9/10Tue
nonstopFrontier
2h 28mIAH-MDW
$53
5/7Tue
1 stopDelta
7h 25mIAH-MDW
$99
6/15Sat
1 stopDelta
5h 33mIAH-MDW
$119
5/7Tue
3 stops
23h 07mIAH-MDW
$137
5/14Tue
2 stopsDelta
10h 21mIAH-MDW
$416

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Last minute flights from George Bush Intcntl to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Houston to Chicago that are departing in the next 10 days.
4/27Sat
multi-stopFrontier
9h 36mIAH-MDW
5/14Tue
nonstopFrontier
2h 48mMDW-IAH
$105
4/25Thu
multi-stopFrontier
5h 58mIAH-MDW
5/14Tue
nonstopFrontier
2h 48mMDW-IAH
$118
4/27Sat
multi-stopFrontier
4h 37mIAH-MDW
5/14Tue
multi-stopFrontier
9h 48mMDW-IAH
$120
4/26Fri
multi-stopFrontier
17h 47mIAH-MDW
5/14Tue
nonstopFrontier
2h 48mMDW-IAH
$131
4/25Thu
multi-stopFrontier
5h 58mIAH-MDW
5/14Tue
multi-stopFrontier
9h 48mMDW-IAH
$133
4/26Fri
multi-stopFrontier
7h 51mIAH-MDW
5/16Thu
nonstopFrontier
2h 42mMDW-IAH
$134
4/29Mon
multi-stopFrontier
12h 39mIAH-MDW
4/30Tue
nonstopFrontier
2h 48mMDW-IAH
$135
4/26Fri
multi-stopFrontier
7h 51mIAH-MDW
4/30Tue
nonstopFrontier
2h 48mMDW-IAH
$139
4/29Mon
multi-stopDelta
7h 20mIAH-MDW
4/29Mon
multi-stopDelta
5h 11mMDW-IAH
$608
4/27Sat
multi-stopDelta
9h 35mIAH-MDW
5/15Wed
multi-stopDelta
7h 45mMDW-IAH
$737

Search by stops

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Houston George Bush Airport - Chicago Midway Airport Flights

Departure:

Houston George Bush Airport (IAH)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Houston George Bush Airport

Cabin classes:

$57