$151+ Cheap flights from Hobby (HOU) to O'Hare Intl (ORD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Oct 12 — Oct 191
Round-trip
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
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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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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 September 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 September 12, 2026.
This Delta deal was found by Cheapflights users on 9/8. 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.
Mon 10/511:00 am -
1 stop5h 37m
Sat 10/103:15 pm -
1 stop7h 48m
Deal found 9/8![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 9/9. 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 10/215:28 pm -
1 stop6h 29m
Sat 10/2412:30 pm -
2 stops10h 33m
Deal found 9/9![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/8. 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.
Fri 11/65:28 pm -
1 stop6h 29m
Sat 11/73:40 pm -
1 stop7h 23m
Deal found 9/8![Delta logo]()
$311
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 10/3011:12 am -
1 stop5h 46m
Mon 11/21:55 pm -
2 stops9h 08m
Deal found 9/10![Delta logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 10/165:06 pm -
1 stop6h 53m
Fri 10/235:00 am -
1 stop6h 11m
Deal found 9/7![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/8. 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.
Fri 10/306:09 am -
2 stops10h 23m
Tue 11/310:55 am -
2 stops12h 08m
Deal found 9/8![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 11/76:09 am -
1 stop6h 04m
Mon 11/96:49 am -
1 stop7h 22m
Deal found 9/11![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 9/8. 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.
Mon 12/286:50 pm -
1 stop5h 09m
Thu 12/317:30 am -
1 stop6h 45m
Deal found 9/8![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:51 am -
1 stop6h 25m
Tue 10/272:50 pm -
1 stop5h 15m
Deal found 9/11![American Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Wed 10/145:06 pm -
1 stop5h 04m
Tue 11/31:44 pm -
1 stop5h 04m
Deal found 9/7![American Airlines logo]()
$329
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 September 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 September 12, 2026.
This Delta deal was found by Cheapflights users on 9/8. 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.
Mon 10/511:00 am -
1 stop5h 37m
Tue 10/131:55 pm -
2 stops9h 08m
Deal found 9/8![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 9/8. 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.
Fri 10/303:09 pm -
1 stop5h 29m
Tue 11/312:30 pm -
2 stops10h 33m
Deal found 9/8![Delta logo]()
$316
This Delta deal was found by Cheapflights users on 9/12. 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 10/286:09 am -
2 stops10h 23m
Sat 10/311:55 pm -
2 stops9h 08m
Deal found 9/12![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/7. 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 11/65:28 pm -
1 stop6h 29m
Mon 11/92:44 pm -
2 stops8h 37m
Deal found 9/7![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 9/7. 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.
Mon 11/2310:27 am -
1 stop6h 38m
Mon 11/306:15 pm -
1 stop5h 06m
Deal found 9/7![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 9/12. 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 11/133:12 pm -
1 stop5h 37m
Sun 11/152:44 pm -
2 stops8h 37m
Deal found 9/12![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 9/8. 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 9/235:26 pm -
1 stop6h 33m
Sat 9/268:55 am -
2 stops7h 35m
Deal found 9/8![Delta logo]()
$542
This Delta deal was found by Cheapflights users on 9/12. 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 10/105:28 pm -
1 stop6h 29m
Mon 10/193:40 pm -
1 stop7h 23m
Deal found 9/12![Delta logo]()
$545
This Delta deal was found by Cheapflights users on 9/7. 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 10/136:09 am -
2 stops10h 23m
Tue 11/37:00 am -
2 stops9h 32m
Deal found 9/7![Delta logo]()
$574
This Delta deal was found by Cheapflights users on 9/11. 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 12/116:08 am -
2 stops10h 35m
Mon 12/146:15 pm -
1 stop5h 17m
Deal found 9/11![Delta logo]()
$579
This Delta deal was found by Cheapflights users on 9/9. 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 9/232:25 pm -
1 stop6h 31m
Thu 9/247:05 am -
2 stops9h 20m
Deal found 9/9![Delta logo]()
$584
Last-minute flights from Hobby to O'Hare IntlDiscover last-minute flight deals from Hobby to O'Hare Intl. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to O'Hare Intl. Data last updated September 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/12. 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 9/1811:00 am -
1 stop5h 37m
Mon 10/191:25 pm -
2 stops9h 38m
Deal found 9/12![Delta logo]()
$536
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 9/1911:08 am -
2 stops9h 22m
Tue 9/223:40 pm -
1 stop6h 59m
Deal found 9/10![Delta logo]()
$522
This KAYAK deal was found by Cheapflights users on 9/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:22 pm -
1 stop5h 52m
Thu 9/247:09 am -
1 stop6h 16m
Deal found 9/10![American Airlines logo]()
$478
This KAYAK deal was found by Cheapflights users on 9/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:19 pm -
1 stop5h 11m
Wed 9/2311:00 am -
1 stop4h 43m
Deal found 9/11![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Tue 9/226:04 am -
1 stop5h 05m
Wed 10/148:10 am -
1 stop5h 23m
Deal found 9/9![American Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 9/9. 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 9/222:25 pm -
1 stop6h 31m
Wed 10/1411:19 am -
2 stops11h 44m
Deal found 9/9![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 9/9. 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 9/222:25 pm -
1 stop6h 31m
Wed 9/236:40 am -
1 stop6h 38m
Deal found 9/9![Delta logo]()
$517
This Delta deal was found by Cheapflights users on 9/11. 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.
Tue 9/222:25 pm -
1 stop6h 31m
Tue 10/137:00 am -
2 stops9h 33m
Deal found 9/11![Delta logo]()
$553
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 September 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 September 12, 2026.
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 10/215:06 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$151
This Delta deal was found by Cheapflights users on 9/10. 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 10/2711:12 am -
1 stop7h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$152
This Delta deal was found by Cheapflights users on 9/10. 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 10/216:09 am -
2 stops10h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$157
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:56 pm -
1 stop6h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 11/215:24 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$165
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 10/296:09 am -
2 stops10h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 9/11. 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 10/25:28 pm -
1 stop6h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$170
This Sun Country Air deal was found by Cheapflights users on 9/12. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:00 am -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Sun Country Air logo]()
$173
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Sat 11/212:05 pm -
1 stop5h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![American Airlines logo]()
$174
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:41 am -
1 stop6h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$177
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 September 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $303 (Delta) |
One-way from | $151 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $244 |
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 7,457,451 searches. Data last updated September 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
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Wed 10/28
5:28 pm-11:57 pm
1 stop6h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Wed 9/30
2:25 pm-8:56 pm
1 stop6h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Thu 11/12
10:27 am-8:17 pm
2 stops9h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Thu 10/29
6:09 am-4:32 pm
2 stops10h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Wed 10/21
6:09 am-4:32 pm
2 stops10h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Thu 10/1
11:00 am-8:30 pm
2 stops9h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Tue 10/27
11:12 am-8:30 pm
2 stops9h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Tue 11/24
5:24 pm-11:54 pm
1 stop6h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Sat 11/21
5:24 pm-11:54 pm
1 stop6h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$175
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Mon 10/5
11:00 am-4:37 pm
1 stop5h 37m
Chicago O'Hare Intl
Tue 10/13
1:55 pm-11:03 pm
2 stops9h 08m
$308
Showing 1-10 of 20 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | 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
How far ahead should I book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?
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 81 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, February is the cheapest month in which you can book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport (average of $171). Flying from Houston Hobby Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $399). 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?
Airfare is typical for this route at the moment.
Houston Hobby Airport to Chicago O'Hare Intl Airport flights typically cost between $181 and $309 in October.The cheapest round-trip price found within the last 5 days was $303 on Delta (Oct 5-Oct 10).
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 September 12, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andJetBlue 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.
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
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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 7,457,451 searches. Data last updated September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$364 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$291 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$268 | Average$309 | FlexibilityNo cancel fee | On-time62% |