HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Houston

$44+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 September or August, booked 26 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap 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 December 12, 2025.

This Frontier deal was found by Cheapflights users on 12/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:12 amMDW - IAH
1 stop10h 40mFrontier
Wed 12/316:08 pmIAH - MDW
Nonstop2h 37mFrontier
Deal found 12/9$172
This CheapOair deal was found by Cheapflights users on 12/9. 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.
Wed 12/172:49 pmMDW - IAH
1 stop6h 04mFrontier
Wed 12/316:08 pmIAH - MDW
Nonstop2h 37mFrontier
Deal found 12/9$173
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:12 amMDW - IAH
1 stop10h 53mFrontier
Wed 12/316:08 pmIAH - MDW
Nonstop2h 37mFrontier
Deal found 12/10$184
This Expedia deal was found by Cheapflights users on 12/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:16 pmMDW - IAH
Nonstop3h 07mFrontier
Tue 12/309:34 pmIAH - MDW
1 stop24h 24mFrontier
Deal found 12/11$196
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:16 pmMDW - IAH
Nonstop3h 07mFrontier
Thu 1/16:00 amIAH - MDW
1 stop11h 38mFrontier
Deal found 12/10$205
This CheapOair deal was found by Cheapflights users on 12/10. 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 12/256:12 amMDW - IAH
1 stop10h 53mFrontier
Tue 12/309:34 pmIAH - MDW
1 stop24h 24mFrontier
Deal found 12/10$214
This Super.com deal was found by Cheapflights users on 12/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/142:01 pmMDW - IAH
Nonstop3h 07mFrontier
Mon 12/157:44 pmIAH - MDW
Nonstop2h 34mFrontier
Deal found 12/11$218
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:16 pmMDW - IAH
Nonstop3h 07mFrontier
Wed 12/316:08 pmIAH - MDW
Nonstop2h 37mFrontier
Deal found 12/10$220
This Southwest deal was found by Cheapflights users on 12/10. 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.
Wed 12/318:35 pmMDW - HOU
Nonstop2h 45mSouthwest
Thu 1/16:35 amHOU - MDW
Nonstop2h 25mSouthwest
Deal found 12/10$227
This Southwest deal was found by Cheapflights users on 12/9. 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.
Thu 12/256:55 amMDW - HOU
Nonstop2h 40mSouthwest
Thu 1/16:35 amHOU - MDW
Nonstop2h 25mSouthwest
Deal found 12/9$283
This Southwest deal was found by Cheapflights users on 12/9. 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.
Wed 12/318:35 pmMDW - HOU
Nonstop2h 45mSouthwest
Sun 1/410:45 pmHOU - MDW
Nonstop2h 25mSouthwest
Deal found 12/9$299
This Southwest deal was found by Cheapflights users on 12/10. 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.
Wed 12/318:35 pmMDW - HOU
Nonstop2h 45mSouthwest
Fri 1/29:50 amHOU - MDW
1 stop4h 15mSouthwest
Deal found 12/10$305

Find 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 December 12, 2025.

Round-trip from

$96
(Frontier)

One-way from

$44
(Super.com)

Popular in

July

Cheapest in

September

Average price

$324
From Chicago Midway to Houston
Search Deals
One-way flight from Chicago Midway to Houston
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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 1/8

12:50 pm-9:33 pm

1 stop8h 43m

Houston George Bush Intcntl

Thu 1/15

12:13 pm-7:09 pm

1 stop6h 56m

$165

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 12/26

2:16 pm-5:23 pm

Nonstop3h 07m

Houston George Bush Intcntl

Tue 12/30

9:34 pm-9:58 pm

1 stop24h 24m

$196

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Wed 1/21

6:14 pm-11:57 pm

1 stop5h 43m

Houston George Bush Intcntl

Sat 1/24

10:33 am-3:38 pm

1 stop5h 05m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 1/16

5:55 am-8:50 am

Nonstop2h 55m

Houston Hobby

Sun 1/18

6:40 am-9:05 am

Nonstop2h 25m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 1/29

8:55 am-11:50 am

Nonstop2h 55m

Houston Hobby

Sun 2/1

5:00 am-7:25 am

Nonstop2h 25m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 1/13

11:21 am-4:10 pm

1 stop4h 49m

Houston Hobby

Wed 1/14

5:45 am-10:27 am

1 stop4h 42m

$197

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Sat 2/7

1:26 pm-6:47 pm

1 stop5h 21m

Houston George Bush Intcntl

Mon 2/9

5:15 am-12:46 pm

1 stop7h 31m

$207

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 1/16

5:31 pm-11:56 pm

1 stop6h 25m

Houston George Bush Intcntl

Sun 1/18

5:15 am-12:48 pm

1 stop7h 33m

$207

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 2/19

10:53 am-4:28 pm

1 stop5h 35m

Houston Hobby

Tue 2/24

1:06 pm-5:45 pm

1 stop4h 39m

$207

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 1/1

6:55 am-9:35 am

Nonstop2h 40m

Houston Hobby

Wed 1/7

5:40 am-9:30 am

1 stop3h 50m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 41 results
1
2
3
...
5

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 December 5, 2025.

Booking 26 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $74). Flying from Chicago Midway Airport to Houston in July is currently the most expensive (average of $184). 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 December 12, 2025.

It’s typically best to fly out from Chicago Midway Airport to Houston in the evening. Doing so could potentially save you 39% 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 evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How often are flights from Chicago to Houston delayed?

About 17% of weekly flights between Chicago and Houston have experienced delays in the past year, with the average delay time being 115 minutes.

What is the most punctual flight time for Chicago to Houston flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Houston flights?

Over the last year, Southwest have had the lowest number of delays on this route, with just 17% of flights being delayed.

The best insider tips for Chicago Midway Airport to Houston flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
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

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 December 12, 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
7.9
Good
4,252 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

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
7.9
Good
4,252 reviews
Southwest
7.9
Good
4,252 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

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
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,252 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

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
8,175 reviews
Southwest
7.9
Good
4,252 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

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
3,084 reviews
Southwest
7.9
Good
4,252 reviews

Entertainment

7.5

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

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 55m. Frontier provides one of the quickest options available for as low as $197. The distance between Chicago Midway Airport and Houston is about 938 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 ($83), and Southwest ($178) offers the cheapest pricing from Chicago Midway Airport to Houston. These flights start at 73% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Houston one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $49. Users have also found prices from $82 and $148 on Southwest and Delta, respectively.

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

    On average you can expect to pay $269 for a flight from Chicago Midway Airport to Houston. The cheapest flight overall is $58 while the most popular route, (Chicago Midway - Houston Hobby) is currently priced at $73.

  • 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $74). Flying from Chicago Midway Airport to Houston in July is currently the most expensive (average of $184). 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 Love Field flights
O'Hare Intl to Hobby flights
O'Hare Intl to Austin flights
O'Hare Intl to George Bush Intcntl flights
Midway to Love Field flights
Midway to George Bush Intcntl flights
O'Hare Intl to San Antonio flights
Midway to Austin flights
O'Hare Intl to El Paso flights
Midway to San Antonio flights
O'Hare Intl to McAllen flights
O'Hare Intl to Brownsville flights
Midway to El Paso flights
O'Hare Intl to Corpus Christi flights
O'Hare Intl to Harlingen flights
O'Hare Intl to Midland flights
O'Hare Intl to Amarillo flights
O'Hare Intl to Lubbock flights
O'Hare Intl to Laredo flights
O'Hare Intl to Waco flights
O'Hare Intl to San Angelo flights
O'Hare Intl to Texarkana flights
O'Hare Intl to Tyler flights
O'Hare Intl to Longview flights
O'Hare Intl to Abilene 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$83Average$182FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$116Average$195FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$178Average$332FlexibilityNo 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.