Spirit's Big Front Seats offer wider seats and more legroom.
Spirit's Wi-Fi plans allow streaming; book ahead for savings.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $89 (Frontier) |
One-way from | $52 (Cheapflightsfares) |
Popular in | July |
Cheapest in | September |
Average price | $245 |
Good round-trip deal | $203 or less |
Good one-way deal | $99 or less |
Fly from
Fly to
Route
Depart
Return
Price
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 2/27
5:15 am-7:54 am
Nonstop2h 39m
Chicago O'Hare Intl
Sun 3/1
8:16 pm-8:00 am
1 stop11h 44m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 1/21
7:20 am-10:07 am
Nonstop2h 47m
Chicago O'Hare Intl
Wed 1/28
4:50 pm-7:57 pm
Nonstop3h 07m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 1/14
12:16 pm-11:46 pm
2 stops11h 30m
Chicago O'Hare Intl
Wed 1/21
5:32 pm-11:11 am
2 stops17h 39m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 2/28
5:46 am-7:11 pm
1 stop13h 25m
Chicago O'Hare Intl
Sun 3/1
7:00 am-8:23 pm
1 stop13h 23m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 1/31
7:05 am-1:49 pm
1 stop6h 44m
Chicago O'Hare Intl
Sat 1/31
5:59 pm-11:56 pm
1 stop5h 57m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 1/16
4:15 pm-11:22 am
2 stops19h 07m
Chicago O'Hare Intl
Sun 1/18
9:23 am-10:56 pm
1 stop13h 33m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Tue 6/2
4:20 pm-11:12 pm
1 stop6h 52m
Chicago O'Hare Intl
Sat 6/6
7:05 am-8:38 pm
1 stop13h 33m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 4/25
4:20 pm-11:12 pm
1 stop6h 52m
Chicago O'Hare Intl
Fri 5/1
5:30 am-5:08 pm
1 stop11h 38m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 5/15
5:05 am-2:15 pm
1 stop9h 10m
Chicago O'Hare Intl
Sun 5/17
5:30 am-12:08 pm
1 stop6h 38m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 3/13
7:38 pm-9:10 am
1 stop13h 32m
Chicago O'Hare Intl
Sun 3/15
3:33 pm-6:26 pm
Nonstop2h 53m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The best time to book flights from Houston George Bush Intcntl Airport to Chicago O'Hare Intl Airport is 42 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, September is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago O'Hare Intl Airport (average of $60). Flying from Houston George Bush Intcntl Airport to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $128). 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 George Bush Intcntl Airport 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 73% versus a flight at noon.
Travelers seeking maximum savings on their Houston George Bush Intcntl Airport to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 12% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 162 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.
Entertainment
Food
Crew
Overall
Boarding
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Entertainment
Food
Crew
Overall
Boarding
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Entertainment
Food
Crew
Overall
Boarding
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Entertainment
Food
Crew
Overall
Boarding
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
Entertainment
Food
Crew
Overall
Boarding
Comfort
Reviews
Sebrena,Oct 2025
IAH - RSW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$75 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$80 | Average$160 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$157 | Average$267 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$174 | Average$348 | FlexibilityNo cancel fee | On-time69% |