$52+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Houston
Cheapest flights from Midway to HoustonExplore 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 January 28, 2026.
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 January 28, 2026.
This Super.com deal was found by Cheapflights users on 1/26. 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.
This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 1/26. 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.
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 1/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 1/25. 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.
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/26. 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.
This Southwest deal was found by Cheapflights users on 1/26. 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.
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 January 28, 2026.
Round-trip from | $88 (Super.com) |
|---|---|
One-way from | $52 (Kiwi.com) |
Popular in | July |
Cheapest in | September |
Average price | $302 |
Cheapflights Fare Finder
Use the filters below to find and compare flights from Chicago Midway Airport to Houston that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 2/28
8:55 pm-11:45 pm
Nonstop2h 50m
Houston Hobby
Wed 3/4
6:40 am-9:05 am
Nonstop2h 25m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 2/18
7:55 pm-10:40 pm
Nonstop2h 45m
Houston Hobby
Wed 2/25
6:40 am-9:05 am
Nonstop2h 25m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Tue 3/24
9:05 pm-11:50 pm
Nonstop2h 45m
Houston Hobby
Wed 3/25
6:15 am-8:35 am
Nonstop2h 20m
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Sat 2/28
4:13 pm-12:11 am
1 stop7h 58m
Houston George Bush Intcntl
Tue 3/3
4:25 pm-10:33 pm
1 stop6h 08m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Sat 4/25
10:00 am-1:55 pm
1 stop3h 55m
Houston Hobby
Tue 4/28
7:10 am-9:35 am
Nonstop2h 25m
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Tue 3/10
1:10 pm-6:28 pm
1 stop5h 18m
Houston George Bush Intcntl
Wed 3/18
2:59 pm-10:31 pm
1 stop7h 32m
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Tue 2/24
9:34 am-3:14 pm
1 stop5h 40m
Houston George Bush Intcntl
Tue 3/3
4:25 pm-10:33 pm
1 stop6h 08m
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Sat 4/4
9:30 am-3:00 pm
1 stop5h 30m
Houston George Bush Intcntl
Tue 4/7
6:30 am-1:25 pm
1 stop6h 55m
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Sat 4/25
10:43 am-3:54 pm
1 stop5h 11m
Houston George Bush Intcntl
Tue 4/28
5:20 am-12:43 pm
1 stop7h 23m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Tue 2/24
1:20 pm-5:50 pm
1 stop4h 30m
Houston Hobby
Tue 3/3
8:30 pm-10:55 pm
Nonstop2h 25m
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.
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 January 23, 2026.
Booking 60 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, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Houston (average of $72). 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 January 28, 2026.
It’s typically best to fly out from Chicago Midway Airport to Houston at noon. Doing so could potentially save you 8% 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 January 24, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Houston flight should consider departing on Tuesday mornings when fares are most often at their lowest. Tuesday 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 19% 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 Sunday 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 18% 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
Our travel experts
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 January 28, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Houston, such as Southwest, Delta, and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
Comfort
Food
Boarding
Overall
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Comfort
Food
Boarding
Overall
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Comfort
Food
Boarding
Overall
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Comfort
Food
Boarding
Overall
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
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.
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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.
Top 3 airlines flying from Midway to Houston
Discover the top 3 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 January 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$187 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$328 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |