Round-trip from | $157 (Southwest) |
---|---|
One-way from | $79 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $217 |
Good round-trip deal | $213 or less |
Good one-way deal | $146 or less |
Fly from
Fly to
Route
Depart
Return
Price
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
jue. 9/4
5:55 am-8:20 am
Nonstop2h 25m
Chicago Midway
lun. 9/8
5:45 am-8:15 am
Nonstop2h 30m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
jue. 9/4
5:40 am-12:45 pm
1 stop7h 05m
Chicago O'Hare Intl
lun. 9/8
1:50 pm-8:50 pm
1 stop7h 00m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
mar. 8/26
9:57 am-4:28 pm
1 stop6h 31m
Chicago O'Hare Intl
mar. 9/2
5:45 am-12:10 pm
1 stop6h 25m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
mié. 8/20
6:30 pm-11:43 pm
1 stop5h 13m
Chicago O'Hare Intl
lun. 8/25
10:25 am-6:00 pm
1 stop7h 35m
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
vie. 8/1
4:16 pm-9:42 pm
1 stop5h 26m
Chicago Midway
mar. 8/5
12:43 pm-8:40 pm
1 stop7h 57m
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
lun. 6/16
10:39 am-7:46 pm
1 stop9h 07m
Chicago Midway
lun. 6/30
10:34 am-7:11 pm
1 stop8h 37m
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
lun. 8/11
4:30 pm-6:55 pm
Nonstop2h 25m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
mié. 8/27
6:10 am-2:10 pm
1 stop8h 00m
HoustonChicago
HOU - MDW
HOUMDW
Houston Hobby
mar. 7/22
6:00 am-11:58 am
1 stop5h 58m
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
lun. 8/11
6:34 pm-11:56 pm
1 stop5h 22m
Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Houston Hobby Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Chicago (average of $245). Flying from Houston Hobby Airport to Chicago in March is currently the most expensive (average of $321). 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.
A simple way to save on the total cost of your ticket is to fly from Houston Hobby Airport to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight in the afternoon.
Travelers seeking maximum savings on their Houston Hobby Airport to Chicago flight should consider departing on Tuesday evenings 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.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Overall
Food
Boarding
Comfort
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Reviews
James,Apr 2025
LAX - SFO
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Food
Boarding
Comfort
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$56 | Average$148 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$64 | Average$170 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$147 | Average$344 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$157 | Average$272 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$192 | Average$304 | FlexibilityNo cancel fee | On-time63% |