IAH - MDW

$53 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 3/20. 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
$85
Overall average: $251
Frontier
Fri 2/20Mon 2/23
IAH - MDW • Non-stop
Cheapest non-stop
$85
Typical prices: $134-$251
Frontier
Fri 2/20Sun 2/22
IAH - MDW • Non-stop
When to travel
September
Cheapest • 26% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
3 days a week
There are direct flights from George Bush Intcntl to Midway 3 days a week: Mon, Fri, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
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

Fri, Feb 20 - Mon, Feb 23
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
Frontier Logo
6:45 am - 9:45 am
MDW
-
IAH
3h 00mnonstop
$85Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
Frontier Logo
3:00 pm - 6:06 pm
MDW
-
IAH
3h 06mnonstop
$87Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
Frontier Logo
3:00 pm - 6:06 pm
MDW
-
IAH
3h 06mnonstop
$88Frontier
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
$96Frontier
Fri, Mar 6 - Mon, Mar 23
Frontier Logo
1:43 pm - 4:13 pm
IAH
-
MDW
2h 30mnonstop
Frontier Logo
10:00 am - 12:58 pm
MDW
-
IAH
2h 58mnonstop
$97Frontier
Fri, Feb 20 - Wed, Feb 25
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
Frontier Logo
7:00 am - 5:12 pm
MDW
-
IAH
10h 12m
1 stop
$100Frontier
Wed, Feb 18 - Fri, Feb 20
Frontier Logo
7:59 pm - 2:26 pm
IAH
-
MDW
18h 27m
1 stop
Frontier Logo
3:00 pm - 6:06 pm
MDW
-
IAH
3h 06mnonstop
$106Frontier
Fri, Mar 13 - Mon, Mar 16
Frontier Logo
1:43 pm - 4:13 pm
IAH
-
MDW
2h 30mnonstop
Frontier Logo
3:16 pm - 6:22 pm
MDW
-
IAH
3h 06mnonstop
$107Frontier
Fri, Mar 13 - Mon, Mar 16
Frontier Logo
1:43 pm - 4:13 pm
IAH
-
MDW
2h 30mnonstop
Frontier Logo
10:00 am - 12:58 pm
MDW
-
IAH
2h 58mnonstop
$108Frontier
Fri, Feb 20 - Mon, Feb 23
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
Frontier Logo
6:00 am - 5:12 pm
MDW
-
IAH
11h 12m
1 stop
$110Frontier
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 September, where tickets cost $158 (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 seasonAugust
Cheapest flight$53
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 13% 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

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

    There is a maximum of 1 nonstop flight a day that takes off from Houston George Bush Intcntl Airport and lands in Chicago Midway Airport, with an average flight time of 2h 38m. The most common departure time is 6:00 pm and most flights take off in the evening. Each week, there are 3 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 $53 for a one-way ticket and $85 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, 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 7.9, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $198 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 $115 or less one-way and $96 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

Sunday

Frontier

Frontier

See more direct flights

Direct returns

Chicago Midway to Houston George Bush Intcntl

Monday

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.
7.9
DeltaOverall score based on 8127 reviews
8.5Crew
7.2Food
7.9Comfort
8.1Boarding
7.8Entertainment
Airline reviews

Timing, quality of service, promptness and courtesy of the staff

10.0 ExcellentAjai, Jan 2026
DFW - ATL
Read more Delta reviews

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

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

Information on your arrival and departure airports