S$121 Cheap Flights from Houston to Chicago

View S$121 flight on Fri, 22 Aug, 2025Opens in a new window

Popular airlines from George Bush Intercontinental Airport (IAH) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Houston to Chicago (IAH-ORD)

Prices were available within the past 7 days and start at S$121 for one-way flights and S$242 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, 22 Aug - Fri, 29 Aug
IAH
Houston
ORD
Chicago
S$242 Return, found 6 days ago
S$242
Return
found 6 days ago
Select American Airlines flight, departing Fri, 22 Aug from Houston to Chicago, returning Fri, 29 Aug, priced at S$242 found 6 days ago
United
Fri, 22 Aug - Fri, 29 Aug
IAH
Houston
ORD
Chicago
S$242 Return, found 6 days ago
S$242
Return
found 6 days ago
Select United flight, departing Fri, 22 Aug from Houston to Chicago, returning Fri, 29 Aug, priced at S$242 found 6 days ago
United
Thu, 7 Aug - Thu, 14 Aug
IAH
Houston
ORD
Chicago
S$258 Return, found 4 days ago
S$258
Return
found 4 days ago
Select United flight, departing Thu, 7 Aug from Houston to Chicago, returning Thu, 14 Aug, priced at S$258 found 4 days ago
United
Thu, 7 Aug - Thu, 14 Aug
IAH
Houston
ORD
Chicago
S$259 Return, found 4 days ago
S$259
Return
found 4 days ago
Select United flight, departing Thu, 7 Aug from Houston to Chicago, returning Thu, 14 Aug, priced at S$259 found 4 days ago
Delta
Fri, 22 Aug - Fri, 29 Aug
IAH
Houston
ORD
Chicago
S$260 Return, found 6 days ago
S$260
Return
found 6 days ago
Select Delta flight, departing Fri, 22 Aug from Houston to Chicago, returning Fri, 29 Aug, priced at S$260 found 6 days ago
United
Sat, 23 Aug - Sat, 30 Aug
IAH
Houston
ORD
Chicago
S$264 Return, found 5 days ago
S$264
Return
found 5 days ago
Select United flight, departing Sat, 23 Aug from Houston to Chicago, returning Sat, 30 Aug, priced at S$264 found 5 days ago
United
Thu, 7 Aug - Thu, 14 Aug
IAH
Houston
ORD
Chicago
S$269 Return, found 4 days ago
S$269
Return
found 4 days ago
Select United flight, departing Thu, 7 Aug from Houston to Chicago, returning Thu, 14 Aug, priced at S$269 found 4 days ago
United
Fri, 22 Aug - Fri, 29 Aug
IAH
Houston
ORD
Chicago
S$276 Return, found 6 days ago
S$276
Return
found 6 days ago
Select United flight, departing Fri, 22 Aug from Houston to Chicago, returning Fri, 29 Aug, priced at S$276 found 6 days ago
Delta
Sat, 8 Nov - Tue, 11 Nov
IAH
Houston
ORD
Chicago
S$278 Return, found 2 days ago
S$278
Return
found 2 days ago
Select Delta flight, departing Sat, 8 Nov from Houston to Chicago, returning Tue, 11 Nov, priced at S$278 found 2 days ago
United
Thu, 14 Aug - Thu, 21 Aug
IAH
Houston
ORD
Chicago
S$285 Return, found 11 hours ago
S$285
Return
found 11 hours ago
Select United flight, departing Thu, 14 Aug from Houston to Chicago, returning Thu, 21 Aug, priced at S$285 found 11 hours ago

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

April is typically the cheapest month to fly

From S$61 - S$508 per traveller.

Graph displaying average flight prices per month

Houston to Chicago route information
Origin airport
George Bush Intercontinental
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$242
Distance
1481 km
Average flight time
2 hours 46 mins

Flights from Houston to Chicago

There are several airlines that operate frequent flights from Houston (IAH) to Chicago (ORD) including

The earliest flight leaves George Bush Intercontinental Airport at 05:00 and arrives at O'Hare Intl. Airport at 00:07. The last flight of the day departs Houston at 21:45 and arrives at Chicago at 23:53.

The flight distance from Houston to Chicago is about 1496 km, the shortest flight is 02 hours 27 minutes with United Airlines."

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Houston Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Houston to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Houston to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Houston Airport to O'Hare Airport?
If you're planning on travelling between IAH and O'Hare Intl. Airport (ORD), round-trip flights start from S$242. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don't delay. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Houston Airport to O'Hare Airport?
When it comes to cancellation fees, every airline has different terms and conditions. If you decide to cancel your holiday, visit our Customer Service Portal.
How do I find cheap flights from Houston Airport to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for George Bush Intercontinental Airport (IAH) to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Houston Airport to O'Hare Airport?
A flight distance of just 1,500 kilometres separates Houston and Chicago. Once you're up in the skies, you won't get a chance to do much more than listen to a few songs on your travel playlist.
Which airlines fly direct from Houston Airport to ORD?
A popular airline that flies from IAH to O'Hare Airport is United Airlines (UA). It offers 273 flights monthly. You could also check out the airfares with American Airlines (AA). This carrier operates 91 monthly flights between Houston and Chicago.
Are Houston Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally nab a bargain, with some super cheap airfares from Houston Airport to ORD arising a few weeks before the departure date. If you'd rather plan ahead, Expedia compares and updates all the best flight deals frequently --- as early as a year in advance in some cases. It depends on the carrier though, as not all airlines publish prices that far in advance.

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