IAH - MDW

$49 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 10/18. 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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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, Sep 25 - Thu, Oct 2
Frontier Logo
10:08 am - 12:46 pmIAH-MDW
2h 38mnonstop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$92Frontier
Find Deal
Fri, Sep 26 - Sun, Sep 28
Frontier Logo
6:09 pm - 8:46 pmIAH-MDW
2h 37mnonstop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$93Frontier
Find Deal
Sun, Sep 28 - Thu, Oct 2
Frontier Logo
10:08 am - 12:46 pmIAH-MDW
2h 38mnonstop
Frontier Logo
6:30 am - 9:18 amMDW-IAH
2h 48mnonstop
$94Frontier
Find Deal
Fri, Oct 3 - Mon, Oct 6
Frontier Logo
6:09 pm - 8:46 pmIAH-MDW
2h 37mnonstop
Frontier Logo
2:26 pm - 5:14 pmMDW-IAH
2h 48mnonstop
$98Frontier
Find Deal
Fri, Oct 3 - Mon, Oct 6
Frontier Logo
6:09 pm - 8:46 pmIAH-MDW
2h 37mnonstop
Frontier Logo
2:26 pm - 5:14 pmMDW-IAH
2h 48mnonstop
$99Frontier
Find Deal
Sat, Oct 18 - Mon, Oct 20
Frontier Logo
1:39 pm - 4:09 pmIAH-MDW
2h 30mnonstop
Frontier Logo
9:44 am - 10:03 pmMDW-IAH
12h 19m1 stop
$108Frontier
Find Deal
Sat, Oct 11 - Mon, Oct 13
Frontier Logo
1:39 pm - 4:09 pmIAH-MDW
2h 30mnonstop
Frontier Logo
9:00 am - 4:43 pmMDW-IAH
7h 43m1 stop
$113Frontier
Find Deal
Fri, Nov 7 - Sun, Nov 9
Frontier Logo
12:49 pm - 10:20 pmIAH-MDW
9h 31m1 stop
Frontier Logo
6:30 am - 9:19 amMDW-IAH
2h 49mnonstop
$114Frontier
Find Deal
Wed, Oct 8 - Sat, Oct 11
 Logo
5:45 am - 1:38 pmIAH-MDW
7h 53m1 stop
 Logo
10:00 am - 12:52 pmMDW-IAH
2h 52mnonstop
Wed, Oct 15 - Mon, Oct 27
 Logo
5:45 am - 1:38 pmIAH-MDW
7h 53m1 stop
 Logo
9:00 am - 11:49 amMDW-IAH
2h 49mnonstop

Everything you should know

When to travel
September
Cheapest • 39% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$92
Overall average: $126
Frontier
Thu 9/25Thu 10/2
IAH - MDW • Non-stop
Cheapest non-stop
$92
Typical prices: $125-149
Frontier
Thu 9/25Sun 9/28
IAH - MDW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
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, Thursday 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 September, where tickets cost $126 (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$49
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 34% 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 $49 for a one-way ticket and $92 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, 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, Saturday, 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 $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 $173 and an overall rating of 5.8.

  • 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 $109 or less one-way and $104 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

Tuesday

Frontier

Frontier

Wednesday

Frontier

Frontier

Thursday

Frontier

Frontier

Friday

Frontier

Frontier

Saturday

Frontier

Frontier

Sunday

Frontier

Frontier

See more direct flights

Direct returns

Chicago Midway to Houston George Bush Intcntl

Monday

Frontier

Frontier

Tuesday

Frontier

Frontier

Wednesday

Frontier

Frontier

Thursday

Frontier

Frontier

Friday

Frontier

Frontier

Saturday

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 7954 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

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

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