179 € Cheap Flights from Chicago Midway to Houston

Compare Chicago Midway to Houston flight deals

Find the cheapest month or even day of the year to fly to Houston

Book the best Houston fare with no extra fees

Flight deals from Chicago Midway 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 179 €. 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 August.

Direct flights 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 found179 €
Cheapest month to flyAugust
Average flight time2 hrs, 49 mins
Most popular airlineSouthwest Airlines
Average flights per week47

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

There are 3 airports in Houston: Houston Hobby, Houston George Bush Intercntl. and Houston Ellington Field.
The best price we found for a return flight from Chicago Midway to Houston is 179 €. 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 48 minutes is the average flight time from Chicago Midway to Houston.
Southwest Airlines and United fly direct from Chicago Midway to Houston.
As of July 2026, there are 47 flights per week flying from Chicago Midway to Houston.
The cheapest month to fly from Chicago Midway to Houston is usually August.
If you're flying from Chicago Midway Airport, the cheapest airport near Houston is Houston Hobby – which is 15.5 km away from the centre of Houston. We've found flights into this airport from 179 €.
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, 6 August 2026.
Yes – the average flight time is 2 hours and 48 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 July, the average temperature is usually around 29°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, Southwest Airlines offers the cheapest flight tickets to Houston.

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

  • Expect to be in the air for 2 hours 35 minutes. On average, that's the time it takes for a direct flight from Chicago Midway International Airport to Houston.

  • Chicago (the location of Chicago Midway International Airport) and Houston are in the same timezone — UTC-6.

  • With 27 flights a week between the two airports, Chicago Midway International Airport (MDW) to Houston Hobby Airport (HOU) is the most popular route. Southwest Airlines operates the earliest flight at 05:10. If you prefer to make the most of your day before jetting off, the last departure from MDW to HOU is with Southwest Airlines at 22:55.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your MDW to Houston flight.

  • During popular months like July, it's wise to get to the airport earlier than usual. Plan to arrive two hours before domestic departures and four hours ahead of international flights when you travel during a peak period in general.

  • Direct Chicago Midway International Airport to Houston tickets are available for booking. Houston George Bush Intercontinental Airport (IAH) is where you'll step off the plane.

  • Book your favourite seat with Southwest Airlines. This well-known airline operates direct flights from Chicago Midway International Airport to Houston.

  • Located around 14 kilometres from the centre of Chicago, MDW can be reached in about 25 minutes by car (depending on traffic). Travelling on public transport takes roughly 30 minutes.

  • Looking for a hotel close to MDW? If you're catching an early flight from Chicago Midway International Airport to Houston, these accommodation options put the terminal practically at your doorstep:

  • Of all flights leaving Chicago Midway International Airport, 76% land on time at their destination.

  • MDW is located at 5700 South Cicero.

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

  • The lowest price we've found for a one-way Chicago Midway International Airport to Houston flight is 84 €. The cheapest price for a return flight is 179 €. Keep in mind fares can change due to availability at the time of booking.

  • Booking early is often the key to finding a cheap flight from MDW to Houston. Fares tend to rise as seats fill up, so the closer your departure date, the more expensive your ticket may be.

  • Landing cheap tickets from Chicago Midway International Airport to Houston is easier if you're flexible with your trip dates. Try using the 'Whole month' search tool to access the lowest prices across every month and land a fantastic deal.

  • You don't need to check in daily to see if fares have dropped when you set up a Price Alert. We'll let you know as soon as there's an even bigger deal on cheap flights from MDW to Houston.

  • Pick your ideal departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Chicago Midway International Airport to Houston by 'Best,' 'Cheapest' or 'Fastest.'

Airports in Houston

Houston George Bush Intercontinental Airport (IAH)

Houston 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 about 20 minutes by car. Central Houston is roughly 19 kilometres from Houston Hobby Airport (HOU).

  • The journey will take about 50 minutes on public transport.

  • You'll find some great places to park your luggage (and yourself) near HOU. Settle in and get cosy after your MDW to Houston flight at any of these well-located options:

  • Don't pay more than you need to. Booking your ride four weeks ahead of your arrival at HOU will help you save.

  • Houston Hobby Airport is located at 7800 Airport Boulevard.

Best time to go to Houston

  • It's time to plan your travel dates for your flight from Chicago Midway International Airport to Houston. July is the busiest month to travel to Houston. If you want a more relaxed vibe, go in January.

  • The warmest month in Houston is August, with temperatures ranging between 24ºC (75ºF) and 40ºC (104ºF). Book your Chicago Midway International Airport to Houston plane ticket then if that's your definition of good weather.

  • January sees average temperatures of between 5ºC (41ºF) and 19ºC (66ºF). Look for a cheap ticket from MDW to Houston around that time if you want to travel when it's cooler.

More about Houston

Explore more of the United States

  • Houston has its own special appeal, but there are so many other corners of the United States waiting to be discovered. About 306 kilometres west of Houston, a visit to San Antonio will keep you busy. Start with attractions like San Antonio River Walk, San Antonio River walk and Alamo Plaza.

  • Around 370 kilometres north of Houston, Dallas is another favourite stop in the United States. Experience this destination's highlights firsthand at Meyerson Symphony Centre, Winspear Opera House and Dallas Museum of Art.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.