
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $97 (Kiwi.com) |
One-way from | $54 (Frontier) |
Popular in | March |
Cheapest in | September |
Average price | $273 |
Good round-trip deal | $103 or less |
Good one-way deal | $102 or less |
Fly from
Fly to
Route
Depart
Return
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 4/22
12:35 pm-10:14 pm
1 stop9h 39m
Chicago Midway
Sat 4/25
7:34 pm-8:51 am
1 stop13h 17m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Tue 5/12
5:20 am-1:01 pm
1 stop7h 41m
Chicago O'Hare Intl
Tue 5/12
6:05 pm-11:54 pm
1 stop5h 49m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Fri 3/20
1:43 pm-4:13 pm
Nonstop2h 30m
Chicago Midway
Mon 3/23
3:16 pm-6:22 pm
Nonstop3h 06m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Mon 8/24
8:25 pm-11:17 pm
Nonstop2h 52m
Chicago O'Hare Intl
Mon 9/14
9:30 pm-12:22 am
Nonstop2h 52m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 6/6
7:24 am-10:20 am
Nonstop2h 56m
Chicago O'Hare Intl
Sat 6/6
6:40 pm-9:36 pm
Nonstop2h 56m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 5/22
10:08 pm-12:45 am
Nonstop2h 37m
Chicago O'Hare Intl
Mon 5/25
5:30 am-8:18 am
Nonstop2h 48m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Thu 3/26
6:20 am-9:07 am
Nonstop2h 47m
Chicago O'Hare Intl
Mon 3/30
6:15 pm-9:21 pm
Nonstop3h 06m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 6/13
9:40 am-4:44 pm
1 stop7h 04m
Chicago O'Hare Intl
Mon 8/10
7:10 am-12:07 pm
1 stop4h 57m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 7/10
1:41 pm-4:39 pm
Nonstop2h 58m
Chicago O'Hare Intl
Sun 7/12
7:30 am-10:31 am
Nonstop3h 01m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 7/15
1:15 pm-8:18 pm
1 stop7h 03m
Chicago O'Hare Intl
Sun 7/19
7:10 am-2:39 pm
1 stop7h 29m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
To ensure you get the cheapest price possible for a flight from Houston George Bush Intcntl Airport to Chicago, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, September is the cheapest month in which you can book a flight from Houston George Bush Intcntl Airport to Chicago (average of $60). Flying from Houston George Bush Intcntl Airport to Chicago in March is currently the most expensive (average of $103). 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, 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 56% versus a flight at noon.
Travelers seeking maximum savings on their Houston George Bush Intcntl Airport to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from IAH to CHI are scheduled on a Sunday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).
About 13% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 155 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 10% of flights being delayed.
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
Comfort
Crew
Overall
Food
Entertainment
Boarding
Reviews
Sebrena,Oct 2025
IAH - RSW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$164 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$72 | Average$157 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$165 | Average$273 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$177 | Average$358 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$331 | FlexibilityNo cancel fee | On-timeN/A |