IAH - MDW

$102 Find Cheap Flights from Houston George Bush Airport to Chicago Midway Airport - Compare and Save

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 10/27. 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

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Everything you should know

Cheapest round-trip
$203
Typical prices: $90-$303
Delta
Thu 10/15Tue 10/20
IAH - MDW • 1 stop
Cheapest one-way
$91
Typical prices: $109-$193
Frontier
Tue 10/27
IAH - MDW • 1 stop
Top airlines
Cheapest • from $203 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $272 (round-trip)
Shortest trip • 6h 53m (one-way)
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 78% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 57% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Thu, Oct 15 - Tue, Oct 20
Delta Logo
7:00 am - 12:05 pm
IAH
-
MDW
5h 05m
1 stop
Delta Logo
9:59 am - 5:50 pm
MDW
-
IAH
7h 51m
1 stop
$203Delta
Sat, Oct 3 - Sat, Oct 3
Delta Logo
5:40 am - 10:36 am
IAH
-
MDW
4h 56m
1 stop
Delta Logo
4:30 pm - 11:54 pm
MDW
-
IAH
7h 24m
1 stop
$203Delta
Sat, Aug 22 - Sat, Aug 29
Delta Logo
5:20 am - 12:39 pm
IAH
-
MDW
7h 19m
1 stop
Delta Logo
9:24 am - 2:20 pm
MDW
-
IAH
4h 56m
1 stop
$203Delta
Wed, Sep 9 - Thu, Sep 10
Delta Logo
4:59 pm - 10:44 pm
IAH
-
MDW
5h 45m
1 stop
Delta Logo
2:00 pm - 9:30 pm
MDW
-
IAH
7h 30m
1 stop
$203Delta
Sat, Aug 22 - Sat, Aug 29
Delta Logo
5:20 am - 12:39 pm
IAH
-
MDW
7h 19m
1 stop
Delta Logo
9:24 am - 2:20 pm
MDW
-
IAH
4h 56m
1 stop
$203Delta
Tue, Oct 27 - Sat, Oct 31
Frontier Logo
1:35 pm - 9:53 pm
IAH
-
MDW
8h 18m
1 stop
Frontier Logo
7:25 am - 3:05 pm
MDW
-
IAH
7h 40m
1 stop
$219Frontier
Thu, Aug 13 - Wed, Aug 19
Frontier Logo
12:16 pm - 10:03 pm
IAH
-
MDW
9h 47m
1 stop
Frontier Logo
11:50 am - 10:14 pm
MDW
-
IAH
10h 24m
1 stop
$222Frontier
Tue, Sep 1 - Tue, Sep 8
Frontier Logo
4:32 pm - 10:47 pm
IAH
-
MDW
6h 15m
1 stop
Frontier Logo
11:50 am - 7:17 am
MDW
-
IAH
19h 27m
1 stop
$230Frontier
Tue, Sep 1 - Tue, Sep 8
Frontier Logo
4:32 pm - 10:47 pm
IAH
-
MDW
6h 15m
1 stop
Frontier Logo
11:50 am - 7:17 am
MDW
-
IAH
19h 27m
1 stop
$236Frontier
Fri, Aug 7 - Tue, Aug 11
Multiple Airlines Logo
12:16 pm - 10:03 pm
IAH
-
MDW
9h 47m
1 stop
Multiple Airlines Logo
6:05 am - 4:31 pm
MDW
-
IAH
10h 26m
2 stops
$961Multiple Airlines
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.

How much is a round-trip flight from Houston George Bush Intcntl Airport to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport departing in August.

Flight prices are below average for this route right now.

Flights to Chicago Midway Airport from Houston George Bush Intcntl Airport usually cost between $228 and $271 in August.
The lowest price found in the past 5 days was $203 on Delta (Aug 18-Aug 19).

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 April, where tickets cost $94 (return) on average. On the other hand, the most expensive months are July and May, where the average cost of round-trip tickets is $349 and $331 respectively.

Can I save money by flying with a layover from Houston George Bush Intcntl Airport to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $248 on average.

Good to know

Low season

January

Cheapest flight

$102
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 30% 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 5 days, the lowest price for a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport was $91 for a one-way ticket and $203 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?

    Spirit Airlines, American Airlines, JetBlue, and Delta 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.

  • 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 $327 and an overall rating of 7.8, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $167 and an overall rating of 5.6.

  • 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.

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.
7.8
DeltaOverall score based on 8483 reviews
7.8Comfort
7.2Food
7.8Entertainment
8.1Boarding
8.5Crew
Airline reviews

Flight was 2 hr. delay, making me miss my connection to my final flight home to Roanoke. Now 12:38am in the morning and I just got the first available ticket at 5:30 pm tomorrow evening. Sleeping in the airport.

2.0 MediocreAndrew, Jul 2026
IAH - ATL
Read more Delta reviews

Flight was 2 hr. delay, making me miss my connection to my final flight home to Roanoke. Now 12:38am in the morning and I just got the first available ticket at 5:30 pm tomorrow evening. Sleeping in the airport.

It was as good as it could be. Flying is not a pleasant experience these days.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

bulkhead seat had very little legroom - even in bsiness class.

Got on the plane and sat there for an hour before departure.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Cramped seating for me. Luckily it wasn’t a long flight

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

We were delayed three times ,and that destroyed my plans, and reservations

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

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

Delayed each time on a round trip with no significant weather interference. Updates to flight times came after the fact. 30 min behind in boarding and board and phone still show an on time departure. Some mysterious extra 300 miles that came so surprising they had to fuel while we were already on board?

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

The trip was unremarkable which is good. Crew was very professional and courteous.

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.

Nothing I missed my first flight because my boarding pass said one thing and another passenger on the same flight said another. I didn’t get notified of a gate change until 8:39 pm which was one minute before the flight departed at 8:40pm when we explained this to gate agent Dorsey prior to the flight departing she was extremely short and had nasty attitude. Some of the passengers in my party including myself needed to catch that flight due work the next which included presentations and court litigation. We were deeply saddened and frustrated how Frontier handled this situation. We were told that the flight was over booked by 19 seats and they constantly change gates to make people miss their flight. If that is true I will ensure there will be a class action lawsuit against frontier airlines.

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

Information on your arrival and departure airports