$99 Cheap Flights from Chicago (ORD) to Houston (HOU)

View $99 flight on Wed, Feb 11, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Houston William Hobby Airport (HOU)

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Cheap Flights from Chicago to Houston (ORD-HOU)

Prices were available within the past 7 days and start at $99 for one-way flights and $155 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Fri, Feb 6 - Wed, Feb 11
ORD
Chicago
HOU
Houston
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Feb 6 from Chicago to Houston, returning Wed, Feb 11, priced at $155 found 1 day ago

Find the cheapest month to fly from Chicago (ORD) to Houston (HOU)

March is typically the cheapest month to fly

From $62 - $306 per traveler.

Alternative airports near Houston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to George Bush Intercontinental IAH. Cheapest option available. Average driving time to city center is 24 minutes. Flights from $183
IAH
George Bush Intercontinental
Cheapest
Average driving time to city center24 min
Flights from $183
Flights from Chicago (ORD) to Houston (HOU)
Origin airport
O'Hare Intl.
Destination airport
William P. Hobby
Airlines serving
American Airlines, Delta, Southwest Airlines
Roundtrip price
$154
Distance
945 mi
Average flight time
4 hours 30 mins

Chicago to Houston Flights

The cheapest times to fly from Chicago to Houston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Houston are during the month of February. You can find some of the cheapest flights from Chicago to Houston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Houston

Sunday is one of the best days to book for cheap flights from Chicago to Houston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Houston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Houston in 2026. You can also book with separate airlines for your outbound and return journeys, from $99 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Houston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Houston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU) cost?
Get a cheap one-way flight from $99 or cheap return flight from $155 from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU)?
February is the most affordable month to fly from ORD to HOU. Traveling outside of peak seasons is often the key to scoring lower fares.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU)?
You can't catch a nonstop flight from Chicago, IL (ORD-O'Hare Intl.) to William P. Hobby Airport (HOU). However, you can easily travel to Houston without any layovers by taking off from Midway Intl. Airport (MDW).
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest ORD to HOU flight.
How many flights per day from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU)?
There are no daily direct flights departing from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU). But you can choose flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from ORD to HOU?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU)?
To avoid possible delays on the O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU) route, travel before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Houston from O'Hare Intl. Airport (ORD)?
George Bush Intercontinental Airport (IAH) is the only airport in Houston with direct flights from O'Hare Intl. Airport (ORD). Explore the available options and discover cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU) last-minute?
Last-minute bookings from ORD to HOU are generally more expensive. To lock in the cheapest rates, start searching for flights ahead of time. That said, if your travel plans are flexible, you may score a cheap ticket just before your departure.
Is it cheaper to book an ORD to HOU flight and hotel package?
You'll typically save money by securing an ORD to HOU flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've selected your preferred accommodations and flights, you can add extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to William P. Hobby Airport (HOU)?
Typically, you're able to reschedule or cancel your ORD to HOU flight. However, there may be additional charges, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you need further information, visit our Customer Service portal.

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*Available to One Key members.