Cheap flights from Houston Hobby to Chicago O'Hare International

Compare Houston Hobby to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

Book the best Chicago O'Hare International fare with no extra fees

Flight deals from Houston Hobby to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Houston Hobby Airport to Chicago O'Hare International Airport? If you want to travel next month, return fares start from $239. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Houston Hobby to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Houston Hobby to Chicago O'Hare International flights are currently cheapest in June.

Houston Hobby to Chicago O'Hare International: Alternative routes

Compare routes from Houston Hobby to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Houston to Chicago: Flight information

The things to know before you go.
Cheapest flight found$119
Cheapest month to flyJune

Finding cheap flights from Houston Hobby to Chicago O'Hare International: Frequently asked questions

The best price we found for a return flight from Houston Hobby to Chicago O'Hare International is $239. 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.
Currently, there are no airlines that fly direct from Houston Hobby to Chicago O'Hare International. But we found flights with one or more stops from $239.
As of May 2026, there are no flights flying from Houston Hobby to Chicago O'Hare International.
The cheapest month to fly from Houston Hobby to Chicago O'Hare International is usually June.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Houston Hobby Airport to Chicago O'Hare International Airport on Tuesday, 2 June 2026.
No airlines currently offer direct flights between Houston Hobby Airport and Chicago O'Hare International Airport. Most routes have one or more stops.
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 Chicago O'Hare International 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago O'Hare International.

Travelling from William P. Hobby Airport (HOU) to O'Hare International Airport (ORD): what you need to know

  • Houston and Chicago follow the same timezone, UTC-5.

  • Get to the airport on time so you don't miss your HOU to ORD flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

  • During popular months like July, you'll want to get to the airport earlier than normal. Arrive two hours before a domestic departure and four hours ahead for international flights whenever you're flying during peak periods in general.

  • Think about adding a stopover when booking your ticket from William P. Hobby Airport to O'Hare International Airport. Just uncheck 'Direct flights only' to break up your trip, or even explore someplace new along the way. Check out these options between HOU and ORD:

    • Bill and Hillary Clinton National Airport

    • Dallas Love Field Airport

    • Lambert-St. Louis International Airport

How to find the cheapest flights from William P. Hobby Airport (HOU) to O'Hare International Airport (ORD)

  • At the moment, $119 is the cheapest price we've found for a one-way William P. Hobby Airport to O'Hare International Airport flight. The best price for a return plane ticket is $239. Remember that fares can change due to availability when booking.

  • It's a good idea to book early if you're looking for cheap tickets from HOU to ORD. That's because flight prices are based on demand, which tends to rise closer to the date of departure.

  • Finding cheap flights from William P. Hobby Airport to O'Hare International Airport is easier if you're flexible with your travel dates. Use the 'Whole month' tool to see the lowest fares throughout the month and land a great deal.

  • Stay on top of deals for cheap flights from HOU to ORD by creating a Price Alert. You'll receive an email or push notification on the app when a special offer becomes available.

  • Pick your preferred departure and arrival times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to get the best deals on flights from William P. Hobby Airport to O'Hare International Airport.

Handy information about William P. Hobby Airport (HOU)

  • You'll find HOU at 7800 Airport Boulevard.

  • 81.06% of flights departing from William P. Hobby Airport land at their destination as planned. With its strong performance rating, disruptions are unlikely when jetting out of HOU.

  • To reach William P. Hobby Airport from central Houston, it'll take around 20 minutes if you're planning to drive. Of course, this depends on traffic conditions. It's approximately 19 kilometres from the airport to the city centre.

  • You can expect a journey time of roughly 1 hour 40 minutes on public transport.

  • Looking for a convenient hotel near HOU? If you've booked an early flight from William P. Hobby Airport to O'Hare International Airport, these stays will have you moments from check-in:

Arriving at O'Hare International Airport (ORD)

Getting from O'Hare International Airport (ORD) to central Chicago

  • The street address for ORD is 10000 West O'Hare.

  • O'Hare International Airport is approximately 40 kilometres from central Chicago. The drive time takes around 35 minutes.

  • It'll take around 55 minutes if you're travelling by public transport.

When to fly to O'Hare International Airport (ORD)

  • It's time to pick your dates for your flight from William P. Hobby Airport to O'Hare International Airport. August is the most popular month to visit Chicago. If you prefer a more relaxed vibe, go in January.

  • Lock in your flight from William P. Hobby Airport to O'Hare International Airport for July if you want to visit Chicago during its warmest month. You can expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • If you want to travel in cooler conditions, look for a cheap ticket from HOU to ORD in January. Average temperatures are between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of United States

  • Chicago has plenty going for it, but there are so many other corners of United States you should also see. Around 451 kilometres south-east of Chicago, a visit to Columbus will keep you on the go. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience the best of this destination with a visit to The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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