Take off on cheap flights from Houston to Chicago, your adventure starts now!

Find cheap airline tickets from Houston to Chicago by date

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$114
outward: May 27, 2018
2:55a IAH » 5:29a ORD
United Airlines direct (2h34m)
inbound: May 31, 2018
7:45p ORD » 10:32p IAH
United Airlines direct (2h47m)
$117
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$117
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 8, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$118
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$118
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 8, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$118
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 8, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$119
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$126
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$126
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$127
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$127
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$128
outward: Sep 6, 2018
1:30p IAH » 4:13p ORD
American Airlines direct (2h43m)
inbound: Sep 11, 2018
7:25p ORD » 10:06p IAH
American Airlines direct (2h41m)
$128
outward: Sep 20, 2018
1:30p IAH » 4:13p ORD
American Airlines direct (2h43m)
inbound: Sep 26, 2018
7:25p ORD » 10:06p IAH
American Airlines direct (2h41m)
$153
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 8, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$157
outward: May 31, 2018
1:19p IAH » 4:05p ORD
American Airlines direct (2h46m)
inbound: Jul 1, 2018
3:50a ORD » 6:27a IAH
American Airlines direct (2h37m)
$159
outward: Jun 2, 2018
4:52a IAH » 7:26a ORD
United Airlines direct (2h34m)
inbound: Jun 3, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$167
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 8, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$168
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 9, 2018
3:50a MDW » 6:15a HOU
Southwest Airlines direct (2h25m)
$168
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 3, 2018
1:30p MDW » 4:10p HOU
Southwest Airlines direct (2h40m)
$173
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jul 1, 2018
5:25a MDW » 7:55a HOU
Southwest Airlines direct (2h30m)
$174
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jul 1, 2018
5:25a MDW » 7:55a HOU
Southwest Airlines direct (2h30m)
$174
outward: Jun 21, 2018
5:15a HOU » 7:30a MDW
Southwest Airlines direct (2h15m)
inbound: Jun 26, 2018
4:46p ORD » 7:27p IAH
Spirit Airlines direct (2h41m)
$175
outward: Jun 20, 2018
12:35p HOU » 3:00p MDW
Southwest Airlines direct (2h25m)
inbound: Jun 27, 2018
2:20a ORD » 5:04a IAH
Spirit Airlines direct (2h44m)
$176
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 4, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$176
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 3, 2018
1:00p ORD » 10:25p IAH
Spirit Airlines 1 stop (9h25m)
$179
outward: May 31, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jul 1, 2018
5:25a MDW » 7:55a HOU
Southwest Airlines direct (2h30m)
$182
outward: Jun 14, 2018
1:00p IAH » 3:41p ORD
Spirit Airlines direct (2h41m)
inbound: Jun 18, 2018
4:46p ORD » 7:27p IAH
Spirit Airlines direct (2h41m)
$184
outward: Jun 28, 2018
5:15a HOU » 7:30a MDW
Southwest Airlines direct (2h15m)
inbound: Jul 14, 2018
4:46p ORD » 7:27p IAH
Spirit Airlines direct (2h41m)
$186
outward: Jun 1, 2018
1:00p IAH » 3:37p ORD
Spirit Airlines direct (2h37m)
inbound: Jun 3, 2018
4:41p ORD » 7:29p IAH
Spirit Airlines direct (2h48m)
$189
outward: Jul 12, 2018
1:00p IAH » 3:41p ORD
Spirit Airlines direct (2h41m)
inbound: Jul 18, 2018
3:50a MDW » 6:15a HOU
Southwest Airlines direct (2h25m)
Return
Departure
Choose when you'd like to depart to Chicago (USA):
Find the cheapest Houston Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Houston - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from Houston to Chicago

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 14, 2018
Spirit Airlines direct
return: Jun 18, 2018
Spirit Airlines direct
United Airlines
outbound: Jul 31, 2018
United Airlines direct
return: Aug 7, 2018
United Airlines direct
American Airlines
outbound: Jul 3, 2018
American Airlines direct
return: Jul 17, 2018
American Airlines direct
Delta Air Lines
outbound: Nov 10, 2018
Delta Air Lines 1 stop
return: Nov 14, 2018
Delta Air Lines 1 stop
Frontier Airlines
outbound: Nov 10, 2018
Frontier Airlines 1 stop
return: Nov 14, 2018
Frontier Airlines 1 stop

Travel tips for flights Houston - Chicago

Information on Chicago
Route

Average flight duration: 2h39m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 26, 2018 2:58 PM, GMT-5
  • Weather:
  • min. 67ºF, max. 85ºF
  • Departure city:
  • Houston, USA
  • Airport(s):
  • William P. Hobby Airport (HOU)
  • George Bush Intercontinental Airport (IAH)
  • Local time:
  • May 26, 2018 2:58 PM, GMT-5
  • Weather:
  • min. 75ºF, max. 89ºF

Why opt to fly from Houston to Chicago?

While travelers do have the choice of driving, or taking the train, from Houston to Chicago, those hoping to complete their journey in less than 16 hours will find taking a cheap flight to be the best option. With a duration of just 2h 35m, compared with the equivalent drive time of over 16 hours, flights from Houston airports including William P. Hobby Airport and George Bush Intercontinental Airport are the fastest mode of transport to Chicago, touching down in O'Hare International Airport or Midway International Airport. Southwest Airlines, Spirit Airlines, Frontier Airlines and American Airlines are just some of those operating low cost and regular flights between the two US cities.

What is there for visitors to see and do in Chicago?

Visitors to the Windy City will never get bored thanks to Chicago's crowd pleasing array of sights and attractions. Navy Pier is a must-see, with its fairground rides, restaurants and cruises; meanwhile, the views from the Willis Tower skyscraper or the John Hancock Center are unbeatable. Take a walk along the Chicago Riverwalk; check out museums such as the Chicago Cultural Center (which also hosts concerts), the Museum Campus, and Field Museum of Natural History; before refueling with a slice of Chicago's finest deep dish pizza.