
Round-trip from | $128 (Frontier) |
|---|---|
One-way from | $76 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $255 |
Fly from
Fly to
Route
Depart
Return
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Wed 7/15
10:25 am-3:55 pm
1 stop5h 30m
Chicago Midway
Tue 7/21
10:15 am-2:05 pm
1 stop3h 50m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Tue 8/4
3:15 pm-8:27 pm
1 stop5h 12m
Chicago O'Hare Intl
Tue 8/11
11:22 am-6:32 pm
1 stop7h 10m
HoustonChicago
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 7/29
6:34 pm-11:53 pm
1 stop5h 19m
Chicago O'Hare Intl
Tue 8/4
11:22 am-6:32 pm
1 stop7h 10m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Tue 8/11
5:34 am-11:51 am
1 stop6h 17m
Chicago Midway
Wed 8/19
12:46 pm-5:40 pm
1 stop4h 54m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 7/29
11:32 am-6:25 pm
1 stop6h 53m
Chicago Midway
Tue 8/4
10:54 am-3:57 pm
1 stop5h 03m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Wed 8/12
5:34 am-12:39 pm
2 stops7h 05m
Chicago Midway
Wed 8/19
1:27 pm-11:52 pm
2 stops10h 25m
HoustonChicago
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Mon 8/17
11:28 am-6:33 pm
1 stop7h 05m
Chicago Midway
Tue 8/18
6:05 am-11:15 am
1 stop5h 10m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 7/28
12:55 pm-8:33 pm
1 stop7h 38m
Chicago O'Hare Intl
Thu 7/30
5:30 am-12:10 pm
1 stop6h 40m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 9/1
5:20 pm-12:02 am
1 stop6h 42m
Chicago O'Hare Intl
Thu 9/3
5:28 am-12:16 pm
1 stop6h 48m
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
Fri 7/3
5:40 pm-9:55 pm
1 stop4h 15m
Chicago Midway
Tue 7/7
3:10 pm-8:40 pm
2 stops5h 30m
Currently, September is the cheapest month in which you can book a flight from Houston to Illinois (average of $175). Flying from Houston to Illinois in January is currently the most expensive (average of $654). 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 51% on flights from Houston to Illinois by exploring options for tickets in the evening.
The price you pay for your flight from Houston to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 78 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Travelers seeking maximum savings on their Houston to Illinois 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.
Overall
Boarding
Crew
Comfort
Food
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Boarding
Crew
Comfort
Food
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Boarding
Crew
Comfort
Food
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Boarding
Crew
Comfort
Food
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Boarding
Crew
Comfort
Food
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Boarding
Crew
Comfort
Food
Entertainment
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$343 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$167 | Average$339 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$171 | Average$379 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$349 | FlexibilityNo cancel fee | On-timeN/A |