$99+ Cheap flights from Hobby (HOU) to O'Hare Intl (ORD)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Mar 14 — Mar 211
1 adult, Economy
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Find cheap flights from Hobby to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Hobby to O'Hare Intl
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Best
Last-minute
One-way
Cheapest flights from Hobby to O'Hare IntlExplore the most affordable flight options available from Hobby to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
Explore the most affordable flight options available from Hobby to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
HOU
- ORD
1 stop7h 14m
Delta
Tue 4/219:50 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 2/9![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:27 pm
HOU
- ORD
1 stop6h 27m
Delta
Wed 4/159:50 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 2/10![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:16 pm
HOU
- ORD
1 stop5h 19m
Delta
Sun 5/106:00 am
ORD
- HOU
1 stop6h 11m
Delta
Deal found 2/11![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:35 pm
HOU
- ORD
1 stop7h 20m
Southwest
Wed 3/252:40 pm
ORD
- HOU
1 stop5h 25m
Southwest
Deal found 2/8![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:45 am
HOU
- ORD
1 stop6h 05m
Southwest
Sat 4/43:45 pm
ORD
- HOU
1 stop6h 05m
Southwest
Deal found 2/9![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:12 am
HOU
- ORD
1 stop8h 23m
Delta
Sat 5/237:05 am
ORD
- HOU
1 stop7h 51m
Delta
Deal found 2/8![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:27 pm
HOU
- ORD
1 stop6h 27m
Delta
Thu 4/95:30 am
ORD
- HOU
1 stop7h 58m
Delta
Deal found 2/10![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:45 am
HOU
- ORD
1 stop6h 05m
Southwest
Wed 3/186:20 pm
ORD
- HOU
1 stop10h 25m
Southwest
Deal found 2/8![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
HOU
- ORD
1 stop5h 10m
Southwest
Mon 3/91:35 pm
ORD
- HOU
1 stop8h 05m
Southwest
Deal found 2/9![Southwest logo]()
$257
Best flights from Hobby to O'Hare IntlDiscover carefully curated flight deals from Hobby to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
Discover carefully curated flight deals from Hobby to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
HOU
- ORD
1 stop7h 14m
Delta
Tue 4/219:50 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 2/9![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:15 am
HOU
- ORD
1 stop5h 35m
Southwest
Fri 4/101:35 pm
ORD
- HOU
1 stop9h 25m
Southwest
Deal found 2/9![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:27 pm
HOU
- ORD
1 stop6h 27m
Delta
Wed 4/159:50 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 2/10![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:10 am
HOU
- ORD
1 stop5h 55m
Southwest
Fri 4/34:15 pm
ORD
- HOU
1 stop5h 30m
Southwest
Deal found 2/11![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/205:22 pm
HOU
- ORD
1 stop6h 32m
Delta
Tue 3/249:50 am
ORD
- HOU
1 stop6h 46m
Delta
Deal found 2/11![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/174:35 pm
HOU
- ORD
1 stop7h 20m
Southwest
Wed 3/182:40 pm
ORD
- HOU
1 stop5h 25m
Southwest
Deal found 2/11![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:12 am
HOU
- ORD
1 stop6h 37m
Delta
Tue 5/262:59 pm
ORD
- HOU
1 stop8h 09m
Delta
Deal found 2/10![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:55 pm
HOU
- ORD
1 stop12h 50m
Southwest
Mon 3/162:40 pm
ORD
- HOU
1 stop7h 05m
Southwest
Deal found 2/11![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:55 pm
HOU
- ORD
1 stop12h 50m
Southwest
Wed 3/186:20 pm
ORD
- HOU
1 stop10h 25m
Southwest
Deal found 2/8![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:45 am
HOU
- ORD
1 stop10h 30m
Southwest
Sat 2/283:45 pm
ORD
- HOU
1 stop5h 10m
Southwest
Deal found 2/9![Southwest logo]()
$266
Last-minute flights from Hobby to O'Hare IntlDiscover last-minute flight deals from Hobby to O'Hare Intl. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to O'Hare Intl. Data last updated February 12, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:10 am
HOU
- ORD
1 stop4h 10m
Southwest
Sun 3/83:45 pm
ORD
- HOU
1 stop5h 55m
Southwest
Deal found 2/9![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:55 pm
HOU
- ORD
1 stop12h 50m
Southwest
Mon 3/162:40 pm
ORD
- HOU
1 stop7h 05m
Southwest
Deal found 2/9![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:22 pm
HOU
- ORD
1 stop6h 32m
Delta
Tue 3/179:50 am
ORD
- HOU
1 stop6h 46m
Delta
Deal found 2/11![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:45 am
HOU
- ORD
1 stop6h 05m
Southwest
Wed 3/186:20 pm
ORD
- HOU
1 stop10h 25m
Southwest
Deal found 2/8![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1811:33 am
HOU
- ORD
1 stop7h 20m
Delta
Wed 3/252:38 pm
ORD
- HOU
1 stop8h 04m
Delta
Deal found 2/8![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:35 pm
HOU
- ORD
1 stop7h 20m
Southwest
Wed 3/252:40 pm
ORD
- HOU
1 stop5h 25m
Southwest
Deal found 2/8![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:45 am
HOU
- ORD
1 stop6h 05m
Southwest
Sat 4/43:45 pm
ORD
- HOU
1 stop6h 05m
Southwest
Deal found 2/9![Southwest logo]()
$237
One-way flights from Hobby to O'Hare IntlSearch for one-way flight options from Hobby to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
Search for one-way flight options from Hobby to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:46 am
HOU
- ORD
1 stop5h 56m
Delta
Deal found 2/9![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:23 pm
HOU
- ORD
1 stop6h 36m
Delta
Deal found 2/9![Delta logo]()
$104
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:50 am
HOU
- ORD
1 stop6h 10m
Southwest
Deal found 2/9![Southwest logo]()
$109
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:46 am
HOU
- ORD
1 stop8h 02m
Delta
Deal found 2/9![Delta logo]()
$114
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:40 am
HOU
- ORD
1 stop8h 25m
Southwest
Deal found 2/8![Southwest logo]()
$120
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:20 pm
HOU
- ORD
1 stop4h 35m
American Airlines
Deal found 2/9![American Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:55 pm
HOU
- ORD
1 stop12h 50m
Southwest
Deal found 2/9![Southwest logo]()
$134
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:50 am
HOU
- ORD
1 stop6h 01m
Delta
Deal found 2/11![Delta logo]()
$139
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:10 am
HOU
- ORD
1 stop7h 45m
Southwest
Deal found 2/11![Southwest logo]()
$140
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:40 pm
HOU
- ORD
2 stops9h 55m
Southwest
Deal found 2/9![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:25 am
HOU
- ORD
2 stops15h 00m
Southwest
Deal found 2/9![Southwest logo]()
$145
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:30 am
HOU
- ORD
1 stop6h 20m
Southwest
Deal found 2/11![Southwest logo]()
$149
Find flight deals from Hobby to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $99 (Delta) |
Popular in | April |
Cheapest in | February |
Average price | $171 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hobby to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Houston Hobby Airport to Chicago O'Hare Intl Airport that are best for you.
Fly from
Hobby
Fly to
O'Hare Intl
Route
Depart
Return
Price
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sat 4/18
6:00 am-1:14 pm
1 stop7h 14m
Chicago O'Hare Intl
Tue 4/21
9:50 am-4:28 pm
1 stop6h 38m
$197
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 4/8
5:27 pm-11:54 pm
1 stop6h 27m
Chicago O'Hare Intl
Wed 4/15
9:50 am-4:28 pm
1 stop6h 38m
$217
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 4/7
7:15 am-12:50 pm
1 stop5h 35m
Chicago O'Hare Intl
Fri 4/10
1:35 pm-11:00 pm
1 stop9h 25m
$237
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Fri 3/20
5:22 pm-11:54 pm
1 stop6h 32m
Chicago O'Hare Intl
Tue 3/24
9:50 am-4:36 pm
1 stop6h 46m
$237
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 5/19
10:12 am-4:49 pm
1 stop6h 37m
Chicago O'Hare Intl
Tue 5/26
2:59 pm-11:08 pm
1 stop8h 09m
$248
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 3/31
10:10 am-4:05 pm
1 stop5h 55m
Chicago O'Hare Intl
Fri 4/3
4:15 pm-9:45 pm
1 stop5h 30m
$257
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 3/17
4:35 pm-11:55 pm
1 stop7h 20m
Chicago O'Hare Intl
Wed 3/18
2:40 pm-8:05 pm
1 stop5h 25m
$259
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sat 3/14
8:55 pm-9:45 am
1 stop12h 50m
Chicago O'Hare Intl
Mon 3/16
2:40 pm-9:45 pm
1 stop7h 05m
$262
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Mon 3/16
8:55 pm-9:45 am
1 stop12h 50m
Chicago O'Hare Intl
Wed 3/18
6:20 pm-4:45 am
1 stop10h 25m
$262
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Fri 2/27
5:45 am-4:15 pm
1 stop10h 30m
Chicago O'Hare Intl
Sat 2/28
3:45 pm-8:55 pm
1 stop5h 10m
$266
Showing 1-10 of 20 results
Compare providers for flights from Hobby to O'Hare Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hobby to O'Hare Intl in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | 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 Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Houston Hobby Airport-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Houston Hobby Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Houston Hobby Airport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Houston Hobby Airport-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Houston Hobby Airport-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Hobby to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Hobby with our price prediction graph.
HOU-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Houston Hobby Airport to Chicago O'Hare Intl Airport
Prices
Delays
How far ahead should I book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from Hobby to O'Hare Intl. Price data was last updated on February 6, 2026.
To ensure you get the cheapest price possible for a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport, you should look to book at least 88 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.
What is the cheapest month to book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?
Currently, March is the cheapest month in which you can book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport (average of $56). Flying from Houston Hobby Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $129). 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.
How much does it cost to fly round-trip from Houston Hobby Airport to Chicago O'Hare Intl Airport?
How often are flights from Houston to Chicago delayed?
About 25% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 20 minutes.
What is the most punctual flight time for Houston to Chicago flights?
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated February 12, 2026.
Read reviews from past customers who have flown United Airlines, American Airlines, and Spirit Airlines from Houston Hobby Airport to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.6
Overall
7.4
Crew
8.1
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Food
6.6
Overall
7.4
Crew
8.1
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Food
6.6
Overall
7.4
Crew
8.1
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Food
6.6
Overall
7.4
Crew
8.1
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Food
6.6
Overall
7.4
Crew
8.1
Boarding
7.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Related info for your journey
Find useful and relevant information for your journey from Hobby to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsSchaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora
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Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 12, 2026.
Hobby and O'Hare Intl flights
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Top 4 airlines flying from Hobby to O'Hare Intl
Discover the top 4 airlines that operate flights from Hobby to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$177 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$71 | Average$152 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$135 | Average$305 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$255 | FlexibilityNo cancel fee | On-time71% |