Cheap flights from Hobby (HOU) to Chicago (CHI) from $60
This is the cheapest one-way flight price, found on 9/18. Prices may vary by date and flight preferences.
How to find the cheapest flight from Hobby (HOU) to Chicago (CHI)
All the information you need to plan the best HOU to CHI flight in 2023: compare Hobby to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
Popular in | March |
|---|---|
Cheapest in | January |
Round-trip from | $207 |
One-way from | $105 |
HOU - CHI Price | $207 - $364 |
|---|---|
CHI Temperature | 23 - 73.4 °F |
CHI Rainfall | 1.7 - 4.9 inches |
How far in advance should I book a flight from Houston Hobby Airport to Chicago?
To save on the cost of your flight from Houston Hobby Airport to Chicago, book at least 44 days before your planned departure. Booking around this time can save you about 45% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $242 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $342.
What is the cheapest month to fly from Houston Hobby Airport to Chicago?
Flights from Houston Hobby Airport to Chicago lean towards being more expensive in March. Prices are generally better when you fly from Houston Hobby Airport to Chicago in January, with the cheapest ticket starting at $120.
When is the cheapest time to fly from Houston Hobby Airport to Chicago (HOU - CHI)?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Houston Hobby Airport to Chicago as you normally would.
Cheap American Airlines flights from Hobby to Chicago
Consider these cheap American Airlines flights we've found departing from Houston to Chicago. It's recommended that users confirm their flight details before booking.
Cheap Frontier flights from Hobby to Chicago
Take a gander at the lowest prices we've found on Frontier flights from Houston to Chicago. Make sure to examine the flight information before completing your reservation.
Cheap Hobby to Chicago flights in September & October 2023
The best prices found for HOU to CHI flights for September, October
Listed are some of the best fares we've found on flights departing from Houston to Chicago in 2023. Check back regularly for other flight deals.
Hobby to Chicago 2023 flight deals
Cheap flights to Chicago from Hobby found for this year
Listed are some of the best fares we've found on flights departing from Houston to Chicago in 2023. Check back regularly for other flight deals.
Hobby to Chicago flights leaving soon
Late deals on return flights to Chicago from Hobby, departing today and this week
Consider one of these great deals we found on last-minute flights from Houston to Chicago. Users should examine the flight details to ensure there are no surprises.
One-way flights to Chicago from Hobby
The cheapest one-way flights from Hobby to Chicago
Some of the best available deals we've found on one-way flights from Houston to Chicago. Users in need of a round-trip flight from Houston to Chicago instead should update the search form at the top of page.
Find flights from Hobby to Chicago within your budget
Use the slider to find flights from Hobby to Chicago that fit your budget.
Fly from
Fly to
Budget
$131 - $442
Route
Depart
Return
Price
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Wed 10/11
2 stops11h 07m
Chicago Midway
Wed 10/18
1 stop6h 52m
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Mon 10/23
1 stop18h 18m
Chicago O'Hare Intl
Sun 10/29
1 stop20h 45m
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Thu 11/30
1 stop19h 58m
Chicago Midway
Mon 12/4
1 stop27h 26m
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Thu 11/30
1 stop11h 30m
Chicago Midway
Sun 12/3
1 stop27h 11m
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Tue 10/17
1 stop4h 33m
Chicago Midway
Tue 10/24
1 stop5h 56m
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Tue 10/17
1 stop7h 54m
Chicago O'Hare Intl
Tue 10/24
1 stop5h 39m
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Tue 10/24
1 stop5h 00m
Chicago O'Hare Intl
Fri 10/27
1 stop5h 39m
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Thu 10/12
1 stop19h 51m
Chicago O'Hare Intl
Sun 10/15
2 stops18h 43m
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Fri 10/6
1 stop6h 57m
Chicago Midway
Sun 10/8
1 stop7h 23m
Reviews of airlines servicing Chicago
Peruse reviews from past customers who have flown with American Airlines, Frontier and Delta from Houston to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Entertainment
Food
Comfort
Overall
Crew
Reviews
Most importantly it was on time, then great crew, great service and comfortable.
Boarding
Entertainment
Food
Comfort
Overall
Crew
Reviews
Most importantly it was on time, then great crew, great service and comfortable.
Boarding
Entertainment
Food
Comfort
Overall
Crew
Reviews
Most importantly it was on time, then great crew, great service and comfortable.
Boarding
Entertainment
Food
Comfort
Overall
Crew
Reviews
Most importantly it was on time, then great crew, great service and comfortable.
Boarding
Entertainment
Food
Comfort
Overall
Crew
Reviews
Most importantly it was on time, then great crew, great service and comfortable.
Boarding
Entertainment
Food
Comfort
Overall
Crew
Reviews
Most importantly it was on time, then great crew, great service and comfortable.
Related info for your journey
Useful info, stats and facts about Hobby to Chicago flights.
Can I find flights from Houston Hobby Airport to Chicago for under $200 on Cheapflights?
Yes, there are multiple flights from Houston Hobby Airport to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $131, but on average you can expect to pay $185.
Are there last-minute flights available from Houston Hobby Airport to Chicago for under $300?
There are currently 20+ open flights from Houston Hobby Airport to Chicago within the next 7 days for less than $300.
What are the cheapest airlines flying from Houston Hobby Airport to Chicago round-trip?
Our cheapest airline available from Houston Hobby Airport to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $131 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $197 and $217 round-trip. Frontier is priced at 43% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Houston Hobby Airport to Chicago one-way?
One-way options have recently been found by users for as low as $60 on Frontier. Other airlines that offer cheap prices include Delta from $99 and Allegiant Air from $121 one-way.
What are the most popular routes from Houston Hobby Airport to Chicago?
While some choose either Houston Hobby - Chicago Midway or Houston Hobby - Chicago Greater Rockford, Houston Hobby - Chicago O'Hare Intl is the most popular route from Houston Hobby Airport to Chicago.
What are the most popular airlines that fly from Houston Hobby Airport to Chicago?
Before booking your flight from Houston Hobby Airport to Chicago check out the most popular airlines for this route: American Airlines, Spirit Airlines or United Airlines.
What does HOU to ORD mean?
HOU and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. HOU to ORD refers to a flight route from Houston Hobby Airport to Chicago O'Hare Intl Airport. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.
Other flights from Hobby
Top 5 airlines flying from Hobby to Chicago
The chart below displays the airlines Cheapflights users traveling from Hobby to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Hourly flight availability from Hobby to Chicago
See what time of day planes typically take off from Hobby to Chicago
| 19%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 28%of flight departures | Morning6 am to noon |
| 40%of flight departures | AfternoonNoon to 6 pm |
| 13%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Hobby to Chicago
See how many times per day planes take to the skies headed from Hobby to Chicago
| Sunday | 7daily flights |
|---|---|
| Monday | 9daily flights |
| Tuesday | 9daily flights |
| Wednesday | 9daily flights |
| Thursday | 9daily flights |
| Friday | 9daily flights |
| Saturday | 8daily flights |