C$85 Cheap Flights from Chicago Midway (MDW) to Houston (HOUA)

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Flight deals from Chicago Midway Airport to Houston

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Houston? If you want to travel next month, return fares start from C$194. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago Midway to Houston

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Houston flights are currently cheapest in April.

Which airlines fly from Chicago Midway to Houston?

Alternative Chicago Midway to Houston routes

Looking for the cheapest, fastest or easiest route from Chicago Midway to Houston? You could fly into the following airports instead.

Chicago to Houston: Flight information

The things to know before you go.
Cheapest flight foundC$85
Cheapest month to flyApril
Average flight time2 hrs, 55 mins
Most popular airlineSouthwest Airlines
Average flights per week37

Finding cheap flights from Chicago Midway to Houston: Frequently asked questions

There are 4 airports in Houston: Houston Hobby, Houston George Bush Intercntl., Houston Ellington Field, and Galveston.
The best price we found for a return flight from Chicago Midway to Houston is C$183. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 54 minutes is the average flight time from Chicago Midway to Houston.
Southwest Airlines, Frontier Airlines and Volaris fly direct from Chicago Midway to Houston.
As of April 2026, there are 74 flights per week flying from Chicago Midway to Houston.
The cheapest month to fly from Chicago Midway to Houston is usually April.
If you're flying from Chicago Midway Airport, the cheapest airport near Houston is Houston George Bush Intercntl. – which is 25.0 km away from the centre of Houston. We've found flights into this airport from C$183.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Houston on Thursday, April 23, 2026.
Yes – the average flight time is 2 hours and 54 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Houston but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Houston is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 20°C. August is typically the warmest month in Houston, when it usually averages around 34°C. You can expect the least rain in March. The coldest month is January, with temperatures averaging 6°C. The rainiest month is June.
Currently, Frontier Airlines offers the cheapest flight tickets to Houston.

Flying from Chicago Midway International Airport (MDW) to Houston: what you need to know

  • Expect to be travelling for 2 hours 27 minutes. On average, that's the duration of a direct flight from Chicago Midway International Airport to Houston.

  • Houston's timezone is UTC-5, which is the same as Chicago (the location of Chicago Midway International Airport).

  • Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU) is the most popular route, with 25 weekly departures to pick from. If you have things to finalize before heading off, the last flight from MDW to HOU is with Southwest Airlines at 22:55. Go for the first departure with Southwest Airlines at 05:00 if you want to get going early.

  • For hassle-free travel, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This way, you can comfortably board your flight from MDW to Houston.

  • Popular months like July or high seasons such as Christmas and New Year will mean longer waits at check-in and security. Be on the safe side and get to the airport even earlier. Arriving two hours before domestic flights and up four hours ahead of international flights is a smart idea.

  • You can book a nonstop flight from Chicago Midway International Airport to Houston. Start your journey at MDW and arrive at George Bush Intercontinental Airport (IAH).

  • Southwest Airlines is a well-known airline that operates direct flights from Chicago Midway International Airport to Houston.

  • When flying domestically within United States, you won't need a visa or even a passport. However, you'll have to show some form of identification, such as a driver's licence or ID card. Once you've booked flight tickets from Chicago Midway International Airport to Houston, make sure your ID is up to date.

  • The journey from central Chicago to MDW takes around 46 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 19 kilometres in 21 minutes or so, depending on traffic.

  • Planning to catch an early flight from Chicago Midway International Airport to Houston? Avoid the last-minute rush to the airport (and get some extra shut-eye) by choosing one of these hotels near MDW:

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Houston

  • C$85 is the best price for a one-way ticket from Chicago Midway International Airport to Houston. A return flight starts from C$183. These fares may change based on availability.

  • Book 9 months before travelling. After crunching the numbers on our calendar, this is how far you should book ahead to secure cheap tickets from MDW to Houston.

  • The cheapest month for tickets from Chicago Midway International Airport to Houston is May. You can easily compare prices using the 'Whole month' tool to find the cheapest travel date.

  • Log into your online account or use the app to create a Price Alert. We'll let you know straight away if there's a cheaper deal on this route. It's easy to do, and it'll save you time checking for cheap tickets from MDW to Houston every day.

  • Make the most of the filters to find your ideal journey. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Chicago Midway International Airport to Houston, use the 'Sort by' function. You can also filter by airline, arrival and departure times, and number of stops.

Airports in Houston

George Bush Intercontinental Airport (IAH)

William P. Hobby Airport (HOU)

  • After your flight from Chicago Midway International Airport to Houston has hit the tarmac, you can get to the city centre in around 22 minutes by car. Central Houston is roughly 19 kilometres from William P. Hobby Airport (HOU).

  • You can expect the trip to take about 1 hour and 42 minutes on public transport.

  • There are some great places where you can rest ahead of your adventure near HOU. Settle in and get cozy after your flight from MDW to Houston at one of these perfectly located options:

Best time to go to Houston

  • It's time to choose your trip dates for your flight from Chicago Midway International Airport to Houston. July is the most popular month to visit Houston. If you like a quieter atmosphere, go in February.

  • Before you book a flight from Chicago Midway International Airport to Houston, think about the kind of weather you enjoy. August is the warmest month in Houston, with temperatures ranging from 24ºC to 40ºC.

  • January has average temperatures of between 5ºC and 19ºC. Search for cheap flights from MDW to Houston sometime around then if you want to travel in cooler conditions.

More about Houston

  • After booking your flight from Chicago Midway International Airport to Houston, think about where to rest your head in this city. Make one of these options your base for exploring Houston:

  • Every great adventure has to include some sightseeing. The Houston Museum of Natural Science, The Museum of Fine Arts, Houston, Beck Building and Hermann Park are attractions you won't want to skip in Houston.

Complete your Houston trip with a car rental

  • Select one of our car rentals in Houston and see the sights at your own pace. Easily compare rates in one go to find the perfect ride once you've locked in your hotel and cheap flights from Chicago Midway International Airport to Houston.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.