HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Houston

$53+ Cheap flights from Midway (MDW) to Houston

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Houston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago Midway to Houston are usually found in February or August, booked 53 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Midway to Houston

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Houston (HO1). 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 September 17, 2025.

Round-trip from

$95
(Cheapflightsfares)

One-way from

$53
(Trip.com)

Popular in

July

Cheapest in

February

Average price

$211
From Chicago Midway to Houston
Search Deals
One-way flight from Chicago Midway to Houston
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Midway to Houston

Cheapest flights from Midway to Houston
Explore the most affordable flight options available from Midway to Houston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Thu 10/2310:30 amMDW - IAH
Nonstop2h 52mFrontier
Sat 11/810:04 amIAH - MDW
Nonstop2h 33mFrontier
Deal found 9/15$95
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:30 amMDW - IAH
Nonstop2h 52mFrontier
Mon 10/276:09 pmIAH - MDW
1 stop5h 37mFrontier
Deal found 9/15$108
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:44 amMDW - IAH
1 stop7h 03mFrontier
Thu 10/232:12 pmIAH - MDW
Nonstop2h 30mFrontier
Deal found 9/16$110
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:30 amMDW - IAH
Nonstop2h 52mFrontier
Sun 10/266:00 amIAH - MDW
1 stop18h 36mFrontier
Deal found 9/15$112
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/910:30 amMDW - IAH
Nonstop2h 52mFrontier
Sun 10/126:00 amIAH - MDW
1 stop18h 36mFrontier
Deal found 9/15$113
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/910:30 amMDW - IAH
Nonstop2h 52mFrontier
Mon 10/1310:55 amIAH - MDW
1 stop12h 51mFrontier
Deal found 9/15$114
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:30 amMDW - IAH
Nonstop2h 49mFrontier
Sat 11/810:04 amIAH - MDW
Nonstop2h 33mFrontier
Deal found 9/15$116
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:30 amMDW - IAH
Nonstop2h 49mFrontier
Sun 11/910:04 amIAH - MDW
Nonstop2h 33mFrontier
Deal found 9/15$117
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:30 amMDW - IAH
Nonstop2h 49mFrontier
Thu 10/307:52 pmIAH - MDW
1 stop12h 40mFrontier
Deal found 9/15$118
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2310:30 amMDW - IAH
Nonstop2h 52mFrontier
Thu 10/235:57 pmIAH - MDW
1 stop5h 49mFrontier
Deal found 9/16$119
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:44 amMDW - IAH
1 stop7h 03mFrontier
Sat 10/251:39 pmIAH - MDW
Nonstop2h 30mFrontier
Deal found 9/16$120
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:45 pmMDW - HOU
Nonstop2h 35mSouthwest
Tue 10/216:55 amHOU - MDW
Nonstop2h 25mSouthwest
Deal found 9/15$157

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Houston 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Houston that are best for you.

Fly from

Midway

Fly to

Houston

Route

Depart

Return

Price

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Thu 10/23

10:30 am-1:22 pm

Nonstop2h 52m

Houston George Bush Intcntl

Thu 10/23

5:57 pm-11:46 pm

1 stop5h 49m

$119

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Thu 10/2

6:30 am-9:18 am

Nonstop2h 48m

Houston George Bush Intcntl

Thu 10/9

2:12 pm-4:42 pm

Nonstop2h 30m

$131

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Thu 11/6

1:37 pm-9:55 pm

1 stop8h 18m

Houston George Bush Intcntl

Sun 11/9

8:47 pm-11:30 am

1 stop14h 43m

$146

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 10/31

1:37 pm-10:06 pm

1 stop8h 29m

Houston George Bush Intcntl

Sun 11/2

11:33 am-12:30 am

1 stop12h 57m

$148

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 11/7

1:37 pm-10:10 pm

1 stop8h 33m

Houston George Bush Intcntl

Mon 11/10

11:33 am-12:30 am

1 stop12h 57m

$148

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Sun 10/5

6:21 am-4:09 pm

1 stop9h 48m

Houston George Bush Intcntl

Mon 10/6

5:52 pm-11:41 pm

1 stop5h 49m

$148

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Sat 10/11

8:35 am-10:47 am

1 stop26h 12m

Houston George Bush Intcntl

Mon 10/13

10:55 am-11:46 pm

1 stop12h 51m

$154

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Sun 10/12

5:20 am-4:38 pm

1 stop11h 18m

Houston George Bush Intcntl

Mon 10/13

10:55 am-11:46 pm

1 stop12h 51m

$154

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 9/26

6:21 am-3:44 pm

1 stop9h 23m

Houston George Bush Intcntl

Sun 9/28

9:10 pm-12:41 pm

1 stop15h 31m

$154

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 10/10

9:00 am-11:49 am

Nonstop2h 49m

Houston George Bush Intcntl

Mon 10/13

10:55 am-11:46 pm

1 stop12h 51m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 43 results
1
2
3
...
5

The best insider tips for Chicago Midway Airport to Houston 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 Chicago Midway Airport to Houston trip
Airlines
Frontier

Frontier offers extra comfort seats with 32” separation for a fee, ideal for longer flights.


Frontier's Board First option is available with a carry-on purchase or Elite status.

Read more about Frontierby Marisa Garcia
Southwest

Southwest offers free snacks and non-alcoholic beverages, enhancing the in-flight experience.


Southwest's Rapid Rewards program offers points with no expiration, ideal for frequent travelers.

Read more about Southwestby Marisa Garcia
Airports
MDW

Order food via the airport’s mobile system to your gate to save time and secure your preferred seat on Southwest flights.

Read more about MDWby Ramsey Qubein
IAH

For a quick ride to downtown Houston, Uber or Lyft from Terminals A, B, and C is recommended.

Read more about IAHby Evie Carrick
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
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 Midway to Houston

Have a flexible travel schedule? Discover the best time to fly to Houston from Midway 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 Chicago Midway Airport to Houston

How far ahead should I book a flight from Chicago Midway Airport to Houston?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Houston. Price data was last updated on September 12, 2025.

Booking 53 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to Houston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $230). Flying from Chicago Midway Airport to Houston in March is currently the most expensive (average of $330). 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 MDW to HOU?

Find hourly flight availability from Midway to Houston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

It’s typically best to fly out from Chicago Midway Airport to Houston in the evening. Doing so could potentially save you 42% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Houston. Price data was last updated on December 16, 2024.

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

Reviews of airlines servicing Houston

Get insights into the airlines that provide service to Houston. 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 Houston. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Houston, such as Southwest, Delta, and Spirit Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Houston?

    A quick flight from Chicago Midway Airport to Houston can take about 2h 52m. Frontier provides one of the quickest options available for as low as $119. The distance between Chicago Midway Airport and Houston is about 918 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago Midway Airport to Houston round-trip?

    According to our current data, Spirit Airlines ($68), Frontier ($78), and Southwest ($182) offers the cheapest pricing from Chicago Midway Airport to Houston. These flights start at 72% lower than the current average price 3 months from now.

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

    On average you can expect to pay $295 for a flight from Chicago Midway Airport to Houston. The cheapest flight overall is $88 while the most popular route, (Chicago Midway - Houston Hobby) is currently priced at $108.

  • Can I find deals for flights from Midway to Houston that include hotel bookings?

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

  • How can I find direct flights from Midway to Houston?

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

  • Can I find deals for business class flights from Midway to Houston?

    Yes. Cheapflights offers flight deals from Midway to Houston 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 Chicago Midway Airport to Houston?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $230). Flying from Chicago Midway Airport to Houston in March is currently the most expensive (average of $330). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Houston

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dallas/Fort Worth flights
Midway to Dallas/Fort Worth flights
Midway to Hobby flights
O'Hare Intl to Austin flights
O'Hare Intl to Hobby flights
O'Hare Intl to Love Field flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to San Antonio flights
Midway to George Bush Intcntl flights
Midway to Love Field flights
Midway to Austin flights
Midway to San Antonio flights
O'Hare Intl to El Paso flights
O'Hare Intl to McAllen flights
Midway to El Paso flights
O'Hare Intl to Brownsville flights
O'Hare Intl to Lubbock flights
O'Hare Intl to Harlingen flights
O'Hare Intl to Corpus Christi flights
O'Hare Intl to Midland flights
O'Hare Intl to Laredo flights
O'Hare Intl to Amarillo flights
O'Hare Intl to Waco flights
O'Hare Intl to Tyler flights
O'Hare Intl to Texarkana flights
O'Hare Intl to San Angelo flights
O'Hare Intl to Abilene flights
O'Hare Intl to Longview flights
O'Hare Intl to Killeen flights
O'Hare Intl to Carlsbad flights

Top 4 airlines flying from Midway to Houston

Discover the top 4 airlines that operate flights from Midway to Houston. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$68Average$195FlexibilityNo cancel feeOn-time65%
FrontierCheapest$78Average$181FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$182Average$335FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$287FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.