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$73+ Cheap flights from George Bush Intcntl (IAH) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
IAH — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from George Bush Intcntl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from George Bush Intcntl (IAH) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 29, 2025.

Round-trip from

$125
(Cheapflightsfares)

One-way from

$73
(Cheapflightsfares)

Popular in

March

Cheapest in

October

Average price

$225

Good round-trip deal

$152 or less

Good one-way deal

$91 or less
From Houston George Bush Intcntl to Chicago Midway
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One-way flight from Houston George Bush Intcntl to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Houston George Bush Intcntl to Chicago Midway.
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Price to beat on a one-way flight from Houston George Bush Intcntl to Chicago Midway.
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Find flight deals from George Bush Intcntl to Midway

Cheapest flights from George Bush Intcntl to Midway
Explore the most affordable flight options available from George Bush Intcntl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2211:36 amIAH - MDW
Nonstop2h 34mFrontier
Sat 8/2310:51 amMDW - IAH
1 stop7h 15mFrontier
Deal found 7/27$125

Cheapflights Fare Finder

 
Customize your flight search to find flights from George Bush Intcntl to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
Use the filters below to find and compare flights from Houston George Bush Intcntl Airport to Chicago Midway Airport that are best for you.

Fly from

George Bush Intcntl

Fly to

Midway

Route

Depart

Return

Price

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Fri 8/22

11:36 am-2:10 pm

Nonstop2h 34m

Chicago Midway

Sat 8/23

10:51 am-6:06 pm

1 stop7h 15m

$125

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 10/9

9:06 pm-11:34 pm

Nonstop2h 28m

$73

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Tue 9/30

5:45 am-11:48 am

1 stop6h 03m

$109

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 9/25

10:02 pm-8:52 pm

2 stops22h 50m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

The best insider tips for Houston George Bush Intcntl Airport to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Houston George Bush Intcntl Airport to Chicago Midway Airport trip
Airports
IAH

Check security wait times on the IAH website to plan your arrival and avoid delays.

Read more about IAHby Evie Carrick
MDW

Use the 'L' train for a quick, affordable ride to Chicago's city center from MDW in under 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Evie Carrick

Evie Carrick

Expert on IAH

Evie Carrick

Evie Carrick

Evie Carrick is a writer and editor who has lived in five countries and traveled to over 50, with extensive experience flying around the world. She was born in Colorado, but has spent time flying to both coasts to visit family. She writes regularly for Travel + Leisure, BuzzFeed, and SKI and recently published seven travel journals with Simon & Schuster.

Read more

Best time to book a flight from George Bush Intcntl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from George Bush Intcntl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Houston George Bush Intcntl Airport to Chicago Midway Airport

What is the cheapest month to book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport (average of $160). Flying from Houston George Bush Intcntl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IAH to MDW?

Find hourly flight availability from George Bush Intcntl to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

One of the essential ways to save on airfare from Houston George Bush Intcntl Airport to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 48% on airfare.

What is the cheapest day to fly from Houston George Bush Intcntl Airport to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from George Bush Intcntl to Midway. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their Houston George Bush Intcntl Airport to Chicago Midway Airport flight should consider departing on Wednesday at noon when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 29, 2025.
Read through reviews of airlines operating flights from Houston George Bush Intcntl Airport to Chicago Midway Airport, such as Delta and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,238 reviews
Delta
8.0
Very good
7,979 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from George Bush Intcntl to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from Houston George Bush Intcntl Airport to Chicago Midway Airport round-trip?

    Currently priced at $125, Frontier will fly you from Houston George Bush Intcntl Airport to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Frontier is priced at 38% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Houston George Bush Intcntl Airport to Chicago Midway Airport?

    While on average a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport is generally $170, our data shows the cheapest flight currently is $60. When looking at the most popular route, (Houston George Bush Intcntl - Chicago Midway), you can expect to pay $69 for that flight.

  • Can I find deals for flights from George Bush Intcntl to Midway that include hotel bookings?

    Yes. In addition to deals on George Bush Intcntl to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from George Bush Intcntl to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from George Bush Intcntl to Midway.

  • Can I find deals for business class flights from George Bush Intcntl to Midway?

    Yes. Cheapflights offers flight deals from George Bush Intcntl to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport (average of $160). Flying from Houston George Bush Intcntl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for George Bush Intcntl to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Hobby to O'Hare Intl flights
Hobby to Midway flights
George Bush Intcntl to O'Hare Intl flights
Hobby to Rockford flights

Top 2 airlines flying from George Bush Intcntl to Midway

Discover the top 2 airlines that operate flights from George Bush Intcntl to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$74Average$168FlexibilityNo cancel feeOn-time62%
DeltaCheapest$196Average$306FlexibilityNo cancel feeOn-timeN/A

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