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Cheap Flights from Houston (IAH) to Chicago (CHIA)

Compare Houston George Bush Intercntl. to Chicago flight deals

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

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Flight deals from Houston George Bush Intercntl. to Chicago

Looking for a cheap last-minute deal or the best return flight from Houston George Bush Intercntl. Airport to Chicago? If you want to travel next month, return fares start from $153. Find the lowest prices on one-way and return tickets right here.
Chicago.$153 per passenger.Departing Sun, 30 Aug, returning Tue, 1 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Sun, 30 Aug, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 1 Sep, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $153, select.
Chicago.$153 per passenger.Departing Tue, 27 Oct, returning Tue, 3 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 27 Oct, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 3 Nov, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $153, select.
Chicago.$153 per passenger.Departing Tue, 15 Sep, returning Tue, 22 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 15 Sep, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 22 Sep, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $153, select.
Chicago.$153 per passenger.Departing Tue, 13 Oct, returning Mon, 19 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 13 Oct, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 19 Oct, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $153, select.
Chicago.$153 per passenger.Departing Tue, 3 Nov, returning Tue, 17 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 3 Nov, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 17 Nov, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $153, select.
Chicago.$154 per passenger.Departing Tue, 25 Aug, returning Wed, 26 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 25 Aug, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Wed, 26 Aug, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $154, select.
Chicago.$172 per passenger.Departing Tue, 29 Sep, returning Sat, 3 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 29 Sep, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 3 Oct, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $172, select.
Chicago.$183 per passenger.Departing Tue, 25 Aug, returning Thu, 15 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Tue, 25 Aug, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 15 Oct, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $183, select.
Chicago.$250 per passenger.Departing Mon, 7 Dec, returning Thu, 10 Dec.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Mon, 7 Dec, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Thu, 10 Dec, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $250, select.
Chicago.$253 per passenger.Departing Fri, 21 Aug, returning Mon, 9 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Fri, 21 Aug, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 9 Nov, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $253, select.
Chicago.$282 per passenger.Departing Wed, 18 Nov, returning Tue, 1 Dec.Return flight with United.Outbound direct flight with United departs from Houston George Bush Intercntl. on Wed, 18 Nov, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $282, select.
Chicago.$300 per passenger.Departing Wed, 27 Jan, returning Thu, 4 Feb.Return flight with United.Outbound direct flight with United departs from Houston George Bush Intercntl. on Wed, 27 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Thu, 4 Feb, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $300, select.
Chicago.$304 per passenger.Departing Fri, 11 Sep, returning Mon, 23 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Houston George Bush Intercntl. on Fri, 11 Sep, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 23 Nov, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $304, select.
Chicago.$333 per passenger.Departing Thu, 24 Dec, returning Thu, 7 Jan.Return flight with United.Outbound direct flight with United departs from Houston George Bush Intercntl. on Thu, 24 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Thu, 7 Jan, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $333, select.
Chicago.$334 per passenger.Departing Sat, 23 Jan, returning Sat, 30 Jan.Return flight with United.Outbound direct flight with United departs from Houston George Bush Intercntl. on Sat, 23 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 30 Jan, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $334, select.
Chicago.$359 per passenger.Departing Mon, 8 Feb, returning Fri, 19 Feb.Return flight with United.Outbound direct flight with United departs from Houston George Bush Intercntl. on Mon, 8 Feb, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Fri, 19 Feb, arriving in Houston George Bush Intercntl..Price includes taxes and charges.From $359, select.

Find the cheapest month to fly from Houston George Bush Intercntl. to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Houston George Bush Intercntl. to Chicago flights are currently cheapest in September.
Aug
from $154
Sep
from $153
Oct
from $153
Nov
from $153
Dec
from $250
Jan
from $334
Feb
from $359
Mar
from $410
Apr
from $410
May
from $415
Jun
from $430
Jul
Find prices

Direct flights from Houston George Bush Intercntl. to Chicago

Alternative Houston George Bush Intercntl. to Chicago routes

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

Chicago Midway

14km from central Chicago
Closest
from $221
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $153
Search flights

Chicago Rockford

127km from central Chicago
from $411
Search flights

Houston to Chicago: Flight information

The things to know before you go.
Cheapest flight found$153
Cheapest month to flyOctober
Average flight time2 hrs, 42 mins
Most popular airlineAmerican Airlines
Average flights per week673

Finding cheap flights from Houston George Bush Intercntl. to Chicago: Frequently asked questions

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from Houston George Bush Intercntl. to Chicago is $153. 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 41 minutes is the average flight time from Houston George Bush Intercntl. to Chicago.
American Airlines, United and Emirates fly direct from Houston George Bush Intercntl. to Chicago.
As of August 2026, there are 673 flights per week flying from Houston George Bush Intercntl. to Chicago.
The cheapest month to fly from Houston George Bush Intercntl. to Chicago is usually October.
If you're flying from Houston George Bush Intercntl. Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the centre of Chicago. We've found flights into this airport from $153.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Houston George Bush Intercntl. Airport to Chicago on Tuesday, 13 October 2026.
Yes – the average flight time is 2 hours and 41 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 August, the average temperature is usually around 22°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.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

Flying from Houston George Bush Intercontinental Airport (IAH) to Chicago: what you need to know

  • The average duration of a direct flight from Houston George Bush Intercontinental Airport to Chicago is 2 hours 55 minutes.

  • Houston (the location of Houston George Bush Intercontinental Airport) and Chicago share the same timezone — UTC-6.

  • The most popular route is from Houston George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD). You can select from 112 weekly services between these two airports. If you'd like to get on your way as soon as possible, the earliest flight from IAH to ORD is the 05:00 Spirit Airlines service. If you prefer to leave later in the day, the final departure is at 22:58 with Spirit Airlines.

  • Give yourself plenty of time to get on your IAH to Chicago flight. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Be prepared for bigger queues in popular months such as July. Arriving up to four hours in advance for an international flight and two hours for domestic departures is a wise move.

  • You can book a direct Houston George Bush Intercontinental Airport to Chicago ticket. Start your journey at IAH and end it at Chicago O'Hare International Airport (ORD).

  • You'll have your pick of carriers offering direct flights from Houston George Bush Intercontinental Airport to Chicago. Get up and away with one of these:

  • The journey from central Houston to IAH takes about 1 hour 10 minutes on public transport. If you drive, ride-share or grab a taxi, you'll cover the 21 kilometres in 30 minutes or so, depending on traffic conditions.

  • Booked an early flight from Houston George Bush Intercontinental Airport to Chicago? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by choosing one of these stays near IAH:

  • When it comes to Houston George Bush Intercontinental Airport's on-time performance, data shows 79% of flights complete their journey on time.

  • You'll find IAH at 16930 JFK Boulevard.

How to find the cheapest flights from Houston George Bush Intercontinental Airport (IAH) to Chicago

  • $68 is currently the lowest price for a one-way Houston George Bush Intercontinental Airport to Chicago flight. A return plane ticket starts at $153. These prices may change based on availability and demand.

  • To pick up cheap flights from IAH to Chicago, book early. Airlines tend to offer the most competitive fares when flights first go on sale.

  • Finding cheap tickets from Houston George Bush Intercontinental Airport to Chicago is more likely if you're flexible with your travel plans. Try using the 'Whole month' search tool to get the lowest fares across each month and land an incredible deal.

  • Stay on top of deals for cheap flights from IAH to Chicago by setting up a Price Alert. We'll send you an email or notification through the app when a new low fare is offered.

  • Snag an affordable flight from Houston George Bush Intercontinental Airport to Chicago with the help of our filters. Select your ideal departure time, duration and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) to central Chicago takes about 30 minutes to reach by car. The centre is roughly 27 kilometres away.

  • Getting there on public transport typically takes 45 minutes.

  • Consider staying in a hotel near ORD if you're coming in on a late flight from Houston George Bush Intercontinental Airport to Chicago. Pick one of these accommodation options and avoid the hassle of a long transfer:

  • Lock in the best rate by booking your vehicle from Chicago O'Hare International Airport about four weeks ahead of your flight from IAH to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 16 kilometres from the centre of Chicago. Once you've disembarked your flight from Houston George Bush Intercontinental Airport to Chicago, it'll take you around 25 minutes to get to the heart of the city in a ride-share or taxi.

  • Travelling by public transport will take around 30 minutes.

  • Following your IAH to Chicago flight, unwind at a hotel close to MDW. These are some comfortable accommodation options that'll help you switch to relaxation mode:

  • Avoid paying more than you need to. Securing your ride four weeks ahead of your arrival at MDW can land you a better rate.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 145 kilometres from central Chicago. It takes about 1 hour 40 minutes to reach the city centre by ride-share or taxi after your flight from Houston George Bush Intercontinental Airport to Chicago.

  • The journey will take you around 2 hours when travelling on public transport.

  • If you don't want to travel to the centre, find a hotel close to RFD. Get comfortable at one of these stays after your IAH to Chicago flight:

  • Booking at least a few weeks in advance of your flight from Houston George Bush Intercontinental Airport to Chicago is always a good idea. Along with better prices, you'll have a wider selection of vehicle makes and models at RFD.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Houston George Bush Intercontinental Airport to Chicago, while July is the most popular. Figure out the ideal time to visit Chicago based on whether you like a laid-back vibe or a more bustling atmosphere.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your Houston George Bush Intercontinental Airport to Chicago plane ticket then if that's the weather you find most pleasant.

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from IAH to Chicago around that time if you like cooler conditions.

More about Chicago

Explore more of the United States

  • You've done Chicago, now it's time to discover other corners of the United States. Travel around 451 kilometres southeast to Columbus to check off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you'll have a full itinerary ahead.

  • If there's time to check out another major destination in the United States, head for Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are highlights.

Plan smart, explore more

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Plan the rest of your trip from Houston to Chicago

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