Cheap Flights from Houston to Chicago

Compare Houston to Chicago flight deals

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

Book the best Chicago fare with no extra fees

Flight deals from Houston to Chicago

Looking for a cheap last-minute deal or the best return flight from Houston to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Houston to Chicago

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

Direct flights from Houston to Chicago

Alternative Houston to Chicago routes

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

Houston to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs7,058
Cheapest month to flyDecember
Average flight time2 hrs, 33 mins
Most popular airlineAmerican Airlines
Average flights per week572

Finding cheap flights from Houston to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Houston to Chicago is Rs16,359. 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 33 minutes is the average flight time from Houston to Chicago.
American Airlines, Southwest Airlines and Alaska Airlines fly direct from Houston to Chicago.
As of December 2025, there are 572 flights per week flying from Houston to Chicago.
The cheapest month to fly from Houston to Chicago is usually February.
If you're flying from Houston, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from Rs16,359.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Houston to Chicago on Sunday, 8 February 2026.
Yes – the average flight time is 2 hours and 33 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 Chicago 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.
In December, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
The cheapest airline that flies to Chicago is Frontier Airlines .

Travelling from Houston to Chicago: what you need to know

  • Kick off your journey at one of Houston's main airports, George Bush Intercontinental Airport (IAH) or William P. Hobby Airport (HOU). Check out your options for booking a flight from Houston to Chicago departing from either of these.

  • O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the major arrival points in Chicago.

  • The average duration of a direct Houston to Chicago flight is 2 hours 35 minutes.

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

  • George Bush Intercontinental Airport (IAH) to O'Hare International Airport (ORD) is the most popular route that connects these two cities. There are 103 weekly departures to pick from. If you have things to finalize before heading off, the last flight from Houston to Chicago is with Spirit Airlines at 22:58. Choose the first IAH to ORD departure with Spirit Airlines at 05:00 to maximise your time in Chicago.

  • To ensure you don't miss your Houston to Chicago flight, leave plenty of time to check in and find your gate. Arriving two hours before international departures and one hour before domestic flights is a good rule of thumb.

  • During popular months like July, it's best to get to the airport well in advance. Plan to arrive two hours before domestic departures and four hours ahead for international flights whenever you're travelling during high season in general.

How to find the cheapest flights from Houston to Chicago

  • Right now, Rs7,058 is the lowest price we've seen for a one-way ticket from Houston to Chicago. The cheapest price for a return flight is Rs16,359. Remember fares can change due to availability at the time of booking.

  • To secure cheap Houston to Chicago flights, book your trip two months before your planned departure.

  • May is the best month for picking up a fantastic deal on a plane ticket from Houston to Chicago. If you need to travel during a different time of year, the 'Whole month' tool will show you the lowest prices for every month.

  • Snapping up a cheap flight from Houston to Chicago is easy with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know as soon as there's a better deal.

  • Tailor your trip using filters. Pick your departure and arrival times, airlines and total journey duration. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' Houston to Chicago flights.

Flying from Houston

George Bush Intercontinental Airport (IAH)

  • Begin your journey at George Bush Intercontinental Airport (IAH), which offers a range of direct flights from Houston to Chicago. From IAH, you can fly without any stops to O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • Choose from a range of airlines offering direct Houston to Chicago plane tickets with departures from IAH, including:

  • IAH is around 21 kilometres from central Houston. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 20 minutes or so to get there, depending on traffic. If you're using public transport, expect the travel time to be around 50 minutes.

  • Have an early flight from Houston to Chicago? Avoid the stress of rushing to the airport (and sneak in some extra precious sleep) by choosing one of these hotels near George Bush Intercontinental Airport:

  • Of all flights leaving George Bush Intercontinental Airport, 78.42% arrive on time at their destination.

  • You'll find IAH at 16930 JFK Boulevard.

William P. Hobby Airport (HOU)

  • Rather fly from William P. Hobby Airport (HOU)? This popular hub offers nonstop flights from Houston to Chicago, seamlessly connecting to Chicago Midway International Airport (MDW).

  • Book your direct Houston to Chicago plane ticket with Southwest Airlines. This is one of the top carriers that operates this route out of HOU.

  • HOU is around 16 kilometres from central Houston. It'll take 20 minutes or so to get to the airport in a car from the city centre. Public transport takes roughly 1 hour 40 minutes.

  • You're going on holiday, so why not book an extra night away? Think about checking in to one of these accommodation options near William P. Hobby Airport the day before your flight from Houston to Chicago:

  • Most flights that leave William P. Hobby Airport touch down at their destination as expected. It achieves a consistent on-time performance rate of 81%.

  • The address for HOU is 7800 Airport Boulevard.

Arriving in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes to reach by car. The centre is roughly 26 kilometres away.

  • When travelling by public transport, expect a journey time of about 55 minutes.

  • The last thing you want is a long journey to your hotel if you're getting in late on a flight from Houston to Chicago. Stay at one of these accommodation options near ORD instead:

  • Grab an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top providers you can book with here.

  • Lock in the best possible rate by reserving your ride from O'Hare International Airport about four weeks in advance of your trip.

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

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 14 kilometres from central Chicago. Once you've hopped off your flight from Houston to Chicago, it'll take you approximately 20 minutes to reach the heart of the city in a ride-share or cab.

  • You can expect the journey to take about 45 minutes on public transport.

  • Hang up the 'Do not disturb' sign and relax at a hotel near MDW. Here are a few options where you can tuck yourself in after your flight from Houston to Chicago:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car quick and easy. These companies are located in or around the terminal and will get you on your way in no time.

  • Lock in the best price by reserving your ride from MDW four weeks ahead of time. You can also expect to have a greater range of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is roughly 129 kilometres from the centre of Chicago. It takes about 1 hour 25 minutes to get to the city centre in a cab or ride-share once you've hopped off your flight from Houston to Chicago.

  • Public transport will take you there in roughly 4 hours 15 minutes.

  • Take control of the next part of your trip with a Chicago Rockford International Airport rental car. Budget, Alamo and National will get you on the road.

  • Booking at least a few weeks in advance of your flight from Houston to Chicago is always a good idea. In addition to better deals, you'll likely have a better variety of makes and models to choose from at RFD.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Houston to Chicago, while August is the most popular. Pick the best time to visit Chicago based on whether you prefer a laid-back vibe or a lively atmosphere.

  • Lock in a Houston to Chicago ticket departing in July if you want to experience the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC to 29ºC.

  • January sees average temperatures of between -12ºC and 3ºC. Look for cheap flights from Houston to Chicago around that time if you like cooler conditions.

More about Chicago

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be explored once you've seen the sights of Chicago. Around 451 kilometres to the south-east, its top attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another sought-after destination in United States and is around 257 kilometres south-east of Chicago. No journey is complete without experiencing 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.