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

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Lowest round trip fares by airline from Houston and Chicago

Cheapest prices ($33 One Way, $63 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 21 - Tue, Jun 4
IAH
Houston
MDW
Chicago
$63 Roundtrip, found 5 days ago
$63
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Houston to Chicago, returning Tue, Jun 4, priced at $63 found 5 days ago
Wed, May 29 - Wed, Jun 12
IAH
Houston
ORD
Chicago
$67 Roundtrip, found 2 days ago
$67
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, May 29 from Houston to Chicago, returning Wed, Jun 12, priced at $67 found 2 days ago
Wed, May 22 - Wed, May 29
IAH
Houston
ORD
Chicago
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, May 22 from Houston to Chicago, returning Wed, May 29, priced at $68 found 2 days ago
Sat, May 18 - Tue, May 21
IAH
Houston
MDW
Chicago
$72 Roundtrip, found 5 days ago
$72
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, May 18 from Houston to Chicago, returning Tue, May 21, priced at $72 found 5 days ago
Sat, May 25 - Tue, May 28
IAH
Houston
ORD
Chicago
$81 Roundtrip, found 4 hours ago
$81
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, May 25 from Houston to Chicago, returning Tue, May 28, priced at $81 found 4 hours ago

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $94 per night from May 27 to May 28
$94
per night
May 27 - May 28
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,009 reviews)
"I love this place! I’ve stayed here 3 times and it’s always good service and polite staff. The area is perfect. I highly recommend it."

Reviewed on May 9, 2024

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $112 per night from May 27 to May 28
$112
per night
May 27 - May 28
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.4/10 (1,642 reviews)
"I loved the location close to other attractions."

Reviewed on May 10, 2024

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $60 per night from May 26 to May 27
$60
per night
May 26 - May 27
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,171 reviews)
Convenient, clean, efficient
"This place has always been convenient, clean, friendly. The staff are really great. Estela at the front desk is an absolute gem. She will bend over backwards to accommodate you and can multitask like no other."

Reviewed on May 7, 2024

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Houston to Chicago

Origin
Houston
Destination
Chicago
Number of Daily Flights
54
Earliest Flight Departure Date
May 20
Latest Flight Departure Date
May 21
Popular Airlines
United Airlines

Cheap flights from Houston to Chicago

Chicago O'Hare International Airport (ORD) is one of the busiest airports in the country, and there are many good reasons why so many people are coming to Chicago. It is a diverse city that offers art, drama and sporting events. Whether you want to spend the day at the Art Institute of Chicago or the Lyric Opera, the area's hundreds of attractions will keep you entertained while you are in the Windy City.

Chicago is a sports-lover's dream. From a day spent in the bleachers at Wrigley Field, cheering on the lovable Cubs, to an evening spent in a suite watching the Bulls, the sports scene in Chicago is hard to beat.

Key Facts

Interstates 90 and 55 are the most used routes in and out of the city. Traffic in Chicago can be very heavy at times, but it is manageable with a GPS unit that can provide alternative routes. Chicago is located on the shores of Lake Michigan, and jogs around the lake are a great way to stay in shape.

Hints and Tips

Passengers travelling from Houston's George Bush Intercontinental Airport (IAH) to Chicago can expect a flight time of just over two hours. When you land at O'Hare, head to the lower level outside of baggage claim where you can board a shuttle bus to the rental car facility.

Flights from Cities near Houston

Flights to Cities near Chicago

Other Flights to Chicago

Other Flights from Houston

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.