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$59+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HOU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Houston are usually found in July or February, booked 53 days in advance, depart on a Wednesday or Friday 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 April 24, 2025.

Round-trip from

$106
(Cheapflightsfares)

One-way from

$59
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$268
From Chicago Midway to Houston
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One-way flight from Chicago Midway to Houston
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Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 24, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/23. 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 5/163:49 pmMDW - IAH
Nonstop3h 01mFrontier
Mon 5/197:40 pmIAH - MDW
Nonstop2h 33mFrontier
Deal found 4/23$106
This Southwest deal was found by Cheapflights users on 4/23. 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.
Tue 5/208:55 pmMDW - HOU
Nonstop2h 45mSouthwest
Sat 5/249:00 pmHOU - MDW
Nonstop2h 30mSouthwest
Deal found 4/23$189
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:00 amMDW - IAH
1 stop4h 50mDelta
Tue 6/173:59 pmIAH - MDW
1 stop5h 46mDelta
Deal found 4/22$217
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/34:15 pmMDW - HOU
1 stop5h 02mDelta
Sat 6/710:22 amHOU - MDW
1 stop4h 58mDelta
Deal found 4/22$217
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Fri 6/2010:34 amMDW - HOU
1 stop8h 37mAllegiant Air
Mon 6/238:45 amHOU - MDW
1 stop5h 18mAllegiant Air
Deal found 4/23$254
This Mytrip deal was found by Cheapflights users on 4/23. 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 6/1911:45 amMDW - HOU
2 stops31h 26mMultiple Airlines
Thu 6/266:00 amHOU - MDW
2 stops27h 44mMultiple Airlines
Deal found 4/23$439

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 April 24, 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

Fri 5/16

3:49 pm-6:50 pm

Nonstop3h 01m

Houston George Bush Intcntl

Mon 5/19

7:40 pm-10:13 pm

Nonstop2h 33m

$106

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 5/20

8:55 pm-11:40 pm

Nonstop2h 45m

Houston Hobby

Sat 5/24

9:00 pm-11:30 pm

Nonstop2h 30m

$189

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Wed 6/4

6:00 am-10:50 am

1 stop4h 50m

Houston George Bush Intcntl

Tue 6/17

3:59 pm-9:45 pm

1 stop5h 46m

$217

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 6/3

4:15 pm-9:17 pm

1 stop5h 02m

Houston Hobby

Sat 6/7

10:22 am-3:20 pm

1 stop4h 58m

$217

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 6/20

10:34 am-7:11 pm

1 stop8h 37m

Houston Hobby

Mon 6/23

8:45 am-2:03 pm

1 stop5h 18m

$254

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 6/19

11:45 am-7:11 pm

2 stops31h 26m

Houston Hobby

Thu 6/26

6:00 am-9:44 am

2 stops27h 44m

$439

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Mon 5/19

3:49 pm-6:50 pm

Nonstop3h 01m

$61

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 5/24

5:20 pm-8:00 pm

Nonstop2h 40m

$90

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Wed 6/4

4:15 pm-11:59 pm

1 stop7h 44m

$109

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 5/17

4:15 pm-9:17 pm

1 stop5h 02m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 13 results
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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 two free checked bags, including oversized items like skis or golf clubs.


Southwest's Early Bird check-in provides priority boarding 36 hours before departure.

Read more about Southwestby Marisa Garcia
Airports
MDW

Order food via the airport’s mobile system directly to your gate to save time and ensure you don't miss boarding.

Read more about MDWby Ramsey Qubein
IAH

For a quick ride to downtown Houston, Uber or Lyft is recommended, taking around 25 minutes from IAH.

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 April 18, 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 $334). 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 April 24, 2025.

It’s typically best to fly out from Chicago Midway Airport to Houston in the evening. Doing so could potentially save you 48% 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.

Rainfall in Houston by month

Plan your trip to Houston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Houston ranges from 3.2 - 5.9 inches per month. June is typically the wettest month, when rainfall can reach 5.9 in. February is typically the driest time to visit Houston when rainfall is around 3.2 in.

Temperature in Houston by month

Plan your trip to Houston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Houston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 53.6 F).

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 April 24, 2025.
To help decide which airline to fly from Chicago to Houston, see what other customers have to say about Southwest, Delta and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,286 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,283 reviews
Southwest
8.0
Very good
4,286 reviews

Crew

8.6

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

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

    According to our current data, Frontier ($106), Southwest ($189), and Delta ($217) offers the cheapest pricing from Chicago Midway Airport to Houston. These flights start at 53% 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 $59. Users have also found prices from $90 and $109 on Southwest and Delta, respectively.

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

    On average you can expect to pay $299 for a flight from Chicago Midway Airport to Houston. The cheapest flight overall is $89 while the most popular route, (Chicago Midway - Houston Hobby) is currently priced at $69.

  • 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 $334). 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

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Alternative routes for Midway to Houston

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$68Average$165FlexibilityNo cancel feeOn-time65%
FrontierCheapest$76Average$170FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$392FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$178Average$322FlexibilityNo cancel feeOn-time63%

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