CA $149 Cheap Flights from Houston (HOU) to Chicago (ORD)

View CA $149 flight on Wed, Oct. 15, 2025Opens in a new window

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

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Cheap flights from Houston (HOU) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $149 for one-way flights and CA $301 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Oct. 6 - Sat, Oct. 18
HOU
Houston
ORD
Chicago
CA $301 Roundtrip, found 4 days ago
CA $301
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Oct. 6 from Houston to Chicago, returning Sat, Oct. 18, priced at CA $301 found 4 days ago

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

February is typically the cheapest month to fly

From CA $76 - CA $549 per traveller.

Graph displaying average flight prices per month

Flight from Houston to Chicago (HOU - ORD) route information
Origin airport
William P. Hobby
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta
Roundtrip price
CA $300
Distance
1512 km

Houston to Chicago Flights

The easy way to book your flights from Houston to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Houston whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 2 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Houston to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from William P. Hobby, HOU to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Houston to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Houston currently is just CA $301 rising to CA $301.  

Here are more money-saving tips: 

  • Fly in October when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Houston 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Frequently asked questions

How much is a flight from William P. Hobby Airport (HOU) to ORD?
Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip flights from HOU to ORD start from CA $301. Book today to get the best price for your big adventure. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from William P. Hobby Airport to O'Hare Intl. Airport (ORD)?
The majority of flights can be conveniently cancelled online, but whether you are charged a fee differs between airlines. If you do have to cancel your getaway, follow the instructions in the Customer Service Portal.
How do I find cheap flights from William P. Hobby Airport to O'Hare Intl. Airport (ORD) that have flexible change policies?
Plenty of airlines offer the option to reschedule your flight without a change fee. All you pay is the difference in the ticket price. When searching for William P. Hobby Airport (HOU) to O'Hare Airport flights, you'll see a "No change fees" filter for you to pick.
How many hours is the flight from William P. Hobby Airport to O'Hare Intl. Airport (ORD)?
Lasting around 4 hours and 46 minutes, the flight between William P. Hobby Airport (HOU) and ORD is a great opportunity to do some last-minute planning. How about using the time to work on your itinerary for Chicago?
How far is the flight from William P. Hobby Airport to O'Hare Airport?
It's around 1,500 kilometres from Houston to Chicago, so expect to be flying for a while. Keep yourself occupied by packing things like your e-reader or a thrilling novel.
Which airlines fly direct from William P. Hobby Airport (HOU) to O'Hare Intl. Airport (ORD)?
Unfortunately, there aren't any airlines that directly fly between HOU and O'Hare Intl. Airport (ORD). You'll need to book a flight with one or more stops.
Are William P. Hobby Airport (HOU) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices fluctuate, so it's no sure thing. While last-minute flight deals between HOU and O'Hare Intl. Airport (ORD) are possible, it also makes sense to keep an eye on prices well before you fly. In fact, some carriers publish their prices up to 12 months before the departure date. Expedia is constantly updating the best bargains around, so keep checking back and be ready to lock in your seat when the price is right.

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