$115+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Nov 25 — Dec 21
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
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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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 October 26, 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 October 26, 2026.
This Delta deal was found by Cheapflights users on 10/23. 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 12/86:08 am -
1 stop6h 16m
Tue 12/158:04 am -
1 stop6h 09m
Deal found 10/23![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 10/22. 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 11/106:00 am -
1 stop6h 20m
Sat 11/146:15 pm -
1 stop5h 06m
Deal found 10/22![Delta logo]()
$231
This Delta deal was found by Cheapflights users on 10/21. 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 11/126:00 am -
2 stops12h 30m
Tue 11/173:59 pm -
1 stop7h 22m
Deal found 10/21![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 10/23. 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 11/2611:05 am -
2 stops8h 34m
Tue 12/812:34 pm -
2 stops10h 57m
Deal found 10/23![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 10/21. 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 11/146:00 am -
2 stops10h 41m
Tue 11/1712:38 pm -
2 stops10h 43m
Deal found 10/21![Delta logo]()
$241
This Delta deal was found by Cheapflights users on 10/22. 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 12/511:15 am -
1 stop5h 51m
Sun 12/66:49 am -
1 stop7h 24m
Deal found 10/22![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 10/24. 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 12/106:08 am -
2 stops10h 09m
Sun 12/136:49 am -
1 stop7h 24m
Deal found 10/24![Delta logo]()
$246
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/145:02 pm -
1 stop6h 13m
Sun 11/156:00 am -
1 stop5h 05m
Deal found 10/22![American Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 10/21. 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 12/126:08 am -
2 stops10h 35m
Mon 12/146:16 pm -
1 stop5h 15m
Deal found 10/21![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 10/25. 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 12/710:30 am -
1 stop6h 36m
Tue 12/86:16 pm -
1 stop5h 15m
Deal found 10/25![Delta logo]()
$263
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 October 26, 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 October 26, 2026.
This Delta deal was found by Cheapflights users on 10/22. 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 11/135:24 pm -
1 stop6h 30m
Sat 11/146:15 pm -
1 stop5h 06m
Deal found 10/22![Delta logo]()
$231
This Delta deal was found by Cheapflights users on 10/23. 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 12/73:11 pm -
1 stop5h 42m
Tue 12/83:59 pm -
1 stop7h 32m
Deal found 10/23![Delta logo]()
$231
This Delta deal was found by Cheapflights users on 10/21. 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 12/410:41 am -
1 stop6h 25m
Mon 12/73:59 pm -
1 stop7h 32m
Deal found 10/21![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 10/22. 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 11/216:00 am -
2 stops10h 41m
Wed 12/212:34 pm -
2 stops10h 57m
Deal found 10/22![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 10/24. 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 11/236:00 am -
1 stop6h 20m
Wed 12/211:39 am -
2 stops11h 52m
Deal found 10/24![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 10/25. 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 11/206:00 am -
2 stops10h 41m
Tue 12/12:41 pm -
2 stops8h 50m
Deal found 10/25![Delta logo]()
$335
This Delta deal was found by Cheapflights users on 10/25. 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 12/156:12 am -
2 stops10h 05m
Fri 12/186:49 am -
1 stop7h 24m
Deal found 10/25![Delta logo]()
$390
This Delta deal was found by Cheapflights users on 10/21. 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 12/106:08 am -
2 stops10h 09m
Tue 6/17:00 am -
2 stops9h 30m
Deal found 10/21![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 10/22. 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 12/26:08 am -
2 stops10h 09m
Thu 12/36:16 pm -
1 stop5h 15m
Deal found 10/22![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 10/21. 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 11/56:09 am -
1 stop6h 04m
Wed 11/113:59 pm -
1 stop7h 22m
Deal found 10/21![Delta logo]()
$425
This Delta deal was found by Cheapflights users on 10/25. 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 11/206:00 am -
2 stops10h 41m
Mon 11/3012:38 pm -
2 stops10h 43m
Deal found 10/25![Delta logo]()
$468
Last-minute flights from Hobby to O'Hare IntlDiscover last-minute flight deals from Hobby to O'Hare Intl. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to O'Hare Intl. Data last updated October 26, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/22. 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 11/106:00 am -
1 stop6h 20m
Tue 11/106:15 pm -
1 stop5h 06m
Deal found 10/22![Delta logo]()
$231
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/106:00 am -
1 stop5h 02m
Sun 11/155:00 am -
1 stop6h 05m
Deal found 10/21![American Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 10/23. 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 11/106:00 am -
2 stops10h 18m
Sat 11/146:20 am -
2 stops10h 09m
Deal found 10/23![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 10/21. 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 11/126:00 am -
2 stops12h 30m
Tue 11/173:59 pm -
1 stop7h 22m
Deal found 10/21![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 10/21. 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 11/146:00 am -
2 stops10h 41m
Tue 11/1712:38 pm -
2 stops10h 43m
Deal found 10/21![Delta logo]()
$241
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/145:02 pm -
1 stop6h 13m
Sun 11/156:00 am -
1 stop5h 05m
Deal found 10/22![American Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 10/22. 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 11/176:00 am -
2 stops10h 41m
Sat 11/2112:38 pm -
2 stops10h 43m
Deal found 10/22![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 10/22. 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 11/196:00 am -
2 stops10h 41m
Sat 11/216:15 pm -
1 stop5h 06m
Deal found 10/22![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 10/23. 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 11/2611:05 am -
1 stop5h 35m
Tue 12/88:04 am -
1 stop6h 09m
Deal found 10/23![Delta logo]()
$229
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 October 26, 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 October 26, 2026.
This Delta deal was found by Cheapflights users on 10/23. 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 11/145:24 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$115
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/102:07 pm -
1 stop5h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$127
This Kissandfly.com deal was found by Cheapflights users on 10/26. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:41 am -
1 stop7h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$147
This Delta deal was found by Cheapflights users on 10/25. 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 12/236:51 pm -
1 stop5h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$148
This Delta deal was found by Cheapflights users on 10/22. 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 12/113:11 pm -
1 stop5h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$150
This Delta deal was found by Cheapflights users on 10/22. 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 11/196:00 am -
2 stops10h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$155
This Sun Country Air deal was found by Cheapflights users on 10/23. 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 11/158:10 am -
1 stop8h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Sun Country Air logo]()
$168
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/2511:35 am -
1 stop6h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$169
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 October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $229 (Delta) |
One-way from | $115 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $313 |
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 October 26, 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
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Sat 11/14
5:24 pm-11:54 pm
1 stop6h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Sat 12/5
6:12 am-12:24 pm
1 stop6h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Fri 12/4
5:27 pm-11:56 pm
1 stop6h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Fri 12/18
10:41 am-7:45 pm
2 stops9h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Mon 12/7
10:30 am-5:06 pm
1 stop6h 36m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$148
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Fri 12/25
6:00 am-2:49 pm
2 stops8h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$153
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Thu 11/19
6:00 am-4:41 pm
2 stops10h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Sun 11/15
8:10 am-5:05 pm
1 stop8h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Sat 11/21
6:00 am-4:41 pm
2 stops10h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$205
HoustonChicago
HOU Houston Hobby - ORD Chicago O'Hare Intl
HOUORD
Houston Hobby
Fri 11/13
5:24 pm-11:54 pm
1 stop6h 30m
Chicago O'Hare Intl
Sat 11/14
6:15 pm-11:21 pm
1 stop5h 06m
$231
Showing 1-10 of 22 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| 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, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport (average of $135). 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 $208 and $364 in December.The cheapest round-trip price found within the last 5 days was $229 on Delta (Dec 8-Dec 15).
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 October 26, 2026.
Read reviews from past customers who have flown United Airlines,JetBlue, andAmerican 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.
Entertainment
7.1
Food
6.7
Overall
7.3
Comfort
7.3
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Overall
7.3
Comfort
7.3
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Overall
7.3
Comfort
7.3
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Overall
7.3
Comfort
7.3
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Overall
7.3
Comfort
7.3
Crew
8.1
Boarding
7.7
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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Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsBenton Harbor
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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 October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$195 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$160 | Average$375 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$309 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$268 | Average$309 | FlexibilityNo cancel fee | On-time62% |