
Round-trip from | $116 (Kiwi.com) |
|---|---|
One-way from | $64 (Trip.com) |
Popular in | March |
Cheapest in | September |
Average price | $254 |
Fly from
Fly to
Route
Depart
Return
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Tue 7/21
6:00 am-11:14 am
1 stop5h 14m
Houston George Bush Intcntl
Wed 7/22
5:40 am-11:56 am
1 stop6h 16m
ChicagoHouston
ORD - IAH
ORDIAH
Chicago O'Hare Intl
Tue 6/16
1:46 pm-7:52 pm
1 stop6h 06m
Houston George Bush Intcntl
Wed 6/17
3:25 pm-8:31 pm
1 stop5h 06m
ChicagoHouston
MDW - IAH
MDWIAH
Chicago Midway
Wed 6/17
9:54 am-5:43 pm
1 stop7h 49m
Houston George Bush Intcntl
Tue 6/23
6:30 am-1:09 pm
1 stop6h 39m
ChicagoHouston
ORD - IAH
ORDIAH
Chicago O'Hare Intl
Tue 6/9
3:55 pm-9:37 pm
1 stop5h 42m
Houston George Bush Intcntl
Tue 6/16
7:02 am-12:36 pm
1 stop5h 34m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 6/3
8:00 am-1:55 pm
2 stops5h 55m
Houston Hobby
Sat 6/6
6:45 pm-11:05 pm
1 stop4h 20m
ChicagoHouston
ORD - IAH
ORDIAH
Chicago O'Hare Intl
Thu 5/28
2:00 pm-10:16 pm
1 stop8h 16m
Houston George Bush Intcntl
Sat 6/6
5:25 pm-11:03 pm
1 stop5h 38m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Thu 7/23
7:15 pm-9:50 pm
Nonstop2h 35m
Houston Hobby
Tue 7/28
4:05 pm-6:30 pm
Nonstop2h 25m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Wed 7/15
10:15 am-2:45 pm
1 stop4h 30m
Houston Hobby
Sat 7/18
2:10 pm-7:35 pm
1 stop5h 25m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Thu 7/23
6:35 am-12:05 pm
1 stop5h 30m
Houston Hobby
Tue 7/28
10:40 am-6:45 pm
1 stop8h 05m
ChicagoHouston
ORD - HOU
ORDHOU
Chicago O'Hare Intl
Wed 6/3
8:10 am-4:09 pm
1 stop7h 59m
Houston Hobby
Sat 6/6
5:04 pm-12:08 am
1 stop7h 04m
To ensure you get the cheapest price possible for a flight from Chicago to Houston, you should look to book at least 87 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, February is the cheapest month in which you can book a flight from Chicago to Houston (average of $169). Flying from Chicago to Houston in September is currently the most expensive (average of $406). 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.
Unlike at noon, when flights are generally more expensive, you can save up to 16% on flights from Chicago to Houston by exploring options for tickets in the evening.
Travelers seeking maximum savings on their Chicago to Houston flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
About 20% of weekly flights between Chicago and Houston have experienced delays in the past year, with the average delay time being 116 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon 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, Southwest have had the lowest number of delays on this route, with just 19% of flights being delayed.
Crew
Entertainment
Comfort
Food
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Entertainment
Comfort
Food
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Entertainment
Comfort
Food
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Entertainment
Comfort
Food
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Entertainment
Comfort
Food
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Entertainment
Comfort
Food
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$181 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$70 | Average$152 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$137 | Average$331 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$267 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$302 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |