Spirit's Big Front Seats offer 11 inches more legroom, perfect for added comfort on short flights.
Spirit's self-service bag drop saves time; print your boarding pass to avoid extra fees.

Round-trip from | $98 (CheapOair) |
|---|---|
One-way from | $55 (Super.com) |
Popular in | April |
Cheapest in | August |
Average price | $204 |
Fly from
Fly to
Route
Depart
Return
Price
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Thu 12/25
6:00 am-12:12 pm
1 stop6h 12m
Chicago O'Hare Intl
Wed 12/31
4:01 pm-11:38 pm
1 stop7h 37m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 12/17
6:00 am-12:03 pm
1 stop6h 03m
Chicago O'Hare Intl
Wed 12/31
1:22 pm-8:24 pm
1 stop7h 02m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Thu 12/4
6:47 pm-12:01 am
1 stop5h 14m
Chicago O'Hare Intl
Sat 12/6
11:22 am-5:33 pm
1 stop6h 11m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Thu 12/18
5:10 am-10:14 am
1 stop5h 04m
Chicago O'Hare Intl
Wed 12/31
10:46 am-5:33 pm
1 stop6h 47m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Thu 12/18
5:10 am-10:14 am
1 stop5h 04m
Chicago O'Hare Intl
Thu 1/1
5:30 am-11:11 am
1 stop5h 41m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Fri 12/12
6:47 pm-12:01 am
1 stop5h 14m
Chicago O'Hare Intl
Sun 12/14
6:45 am-1:28 pm
1 stop6h 43m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 1/6
5:35 am-10:59 am
1 stop5h 24m
Chicago O'Hare Intl
Tue 1/27
11:18 am-4:12 pm
1 stop4h 54m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Fri 12/12
5:55 am-1:30 pm
1 stop7h 35m
Chicago O'Hare Intl
Mon 12/15
1:45 pm-7:50 pm
2 stops6h 05m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sat 12/6
6:00 am-1:30 pm
1 stop7h 30m
Chicago O'Hare Intl
Tue 12/9
1:45 pm-7:50 pm
2 stops6h 05m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 12/17
8:15 pm-10:56 pm
Nonstop2h 41m
Chicago O'Hare Intl
Sun 12/21
6:20 pm-9:27 pm
Nonstop3h 07m
The best time to book flights from Houston to Chicago O'Hare Intl Airport is 88 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, March is the cheapest month in which you can book a flight from Houston to Chicago O'Hare Intl Airport (average of $53). Flying from Houston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $116). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Houston to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 64% versus a flight at noon.
Travelers seeking maximum savings on their Houston to Chicago O'Hare Intl Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Food
Boarding
Comfort
Overall
Crew
Entertainment
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Boarding
Comfort
Overall
Crew
Entertainment
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Boarding
Comfort
Overall
Crew
Entertainment
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Boarding
Comfort
Overall
Crew
Entertainment
Reviews
Sebrena,Oct 2025
IAH - RSW
Food
Boarding
Comfort
Overall
Crew
Entertainment
Reviews
Sebrena,Oct 2025
IAH - RSW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$170 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$77 | Average$181 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$160 | Average$425 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$177 | Average$348 | FlexibilityNo cancel fee | On-time69% |