$115+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Aug 29 — Sep 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
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 July 30, 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 July 30, 2026.
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:25 pm
HOU
- ORD
1 stop6h 31m
Delta
Tue 9/158:05 am
ORD
- HOU
1 stop5h 13m
Delta
Deal found 7/26![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 7/29. 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 8/225:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Mon 8/241:59 pm
ORD
- HOU
2 stops8h 06m
Delta
Deal found 7/29![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 7/29. 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 9/296:00 am
HOU
- ORD
2 stops10h 13m
Delta
Wed 9/3011:17 am
ORD
- HOU
2 stops11h 22m
Delta
Deal found 7/29![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 7/25. 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 9/85:26 pm
HOU
- ORD
1 stop6h 33m
Delta
Sat 9/1211:17 am
ORD
- HOU
2 stops11h 22m
Delta
Deal found 7/25![Delta logo]()
$244
This Delta deal was found by Cheapflights users on 7/25. 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 9/811:01 am
HOU
- ORD
1 stop7h 40m
Delta
Fri 9/111:55 pm
ORD
- HOU
2 stops8h 44m
Delta
Deal found 7/25![Delta logo]()
$249
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/216:19 pm
HOU
- ORD
1 stop5h 11m
American Airlines
Thu 9/245:00 am
ORD
- HOU
1 stop6h 01m
American Airlines
Deal found 7/29![American Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:14 pm
HOU
- ORD
1 stop6h 04m
American Airlines
Sat 8/2210:45 am
ORD
- HOU
1 stop4h 41m
American Airlines
Deal found 7/26![American Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:14 pm
HOU
- ORD
1 stop6h 04m
American Airlines
Sat 9/510:45 am
ORD
- HOU
1 stop4h 41m
American Airlines
Deal found 7/26![American Airlines logo]()
$256
This American Airlines deal was found by Cheapflights users on 7/27. 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 9/109:33 am
HOU
- ORD
1 stop6h 27m
American Airlines
Thu 9/175:00 am
ORD
- HOU
1 stop6h 01m
American Airlines
Deal found 7/27![American Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 7/29. 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
HOU
- ORD
1 stop6h 20m
Delta
Sat 11/143:49 pm
ORD
- HOU
1 stop7h 24m
Delta
Deal found 7/29![Delta logo]()
$264
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 July 30, 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 July 30, 2026.
This Delta deal was found by Cheapflights users on 7/29. 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 9/265:26 pm
HOU
- ORD
1 stop6h 33m
Delta
Wed 9/3011:17 am
ORD
- HOU
2 stops11h 22m
Delta
Deal found 7/29![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 7/29. 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 10/283:09 pm
HOU
- ORD
1 stop5h 43m
Delta
Sat 10/311:55 pm
ORD
- HOU
2 stops9h 08m
Delta
Deal found 7/29![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 7/25. 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 9/296:00 am
HOU
- ORD
2 stops10h 13m
Delta
Sat 10/32:00 pm
ORD
- HOU
2 stops8h 39m
Delta
Deal found 7/25![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 7/29. 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 8/261:13 pm
HOU
- ORD
1 stop5h 36m
Delta
Sat 8/296:59 am
ORD
- HOU
2 stops9h 26m
Delta
Deal found 7/29![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 7/27. 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
HOU
- ORD
2 stops10h 23m
Delta
Sun 10/256:30 am
ORD
- HOU
1 stop7h 37m
Delta
Deal found 7/27![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:13 pm
HOU
- ORD
1 stop5h 36m
Delta
Wed 8/196:40 am
ORD
- HOU
1 stop5h 36m
Delta
Deal found 7/26![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 7/25. 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 9/76:00 am
HOU
- ORD
1 stop6h 40m
Delta
Mon 9/145:30 am
ORD
- HOU
1 stop7h 48m
Delta
Deal found 7/25![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 7/29. 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.
Sun 9/66:00 am
HOU
- ORD
2 stops8h 59m
Delta
Mon 9/146:40 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 7/29![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 7/27. 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 8/245:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Mon 8/318:48 am
ORD
- HOU
2 stops13h 17m
Delta
Deal found 7/27![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 7/28. 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 9/2111:00 am
HOU
- ORD
1 stop7h 45m
Delta
Sat 9/267:05 am
ORD
- HOU
2 stops9h 25m
Delta
Deal found 7/28![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:01 am
HOU
- ORD
2 stops9h 29m
Delta
Mon 9/145:30 am
ORD
- HOU
1 stop7h 48m
Delta
Deal found 7/26![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 7/27. 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 8/810:50 am
HOU
- ORD
2 stops9h 40m
Delta
Tue 8/116:40 am
ORD
- HOU
1 stop5h 36m
Delta
Deal found 7/27![Delta logo]()
$392
Last-minute flights from Hobby to O'Hare IntlDiscover last-minute flight deals from Hobby to O'Hare Intl. Data last updated July 30, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to O'Hare Intl. Data last updated July 30, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/28. 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 8/175:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Fri 8/215:30 am
ORD
- HOU
1 stop6h 46m
Delta
Deal found 7/28![Delta logo]()
$270
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:14 pm
HOU
- ORD
1 stop6h 04m
American Airlines
Sat 8/2210:45 am
ORD
- HOU
1 stop4h 41m
American Airlines
Deal found 7/26![American Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 7/30. 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 8/201:13 pm
HOU
- ORD
1 stop5h 36m
Delta
Thu 8/2711:22 am
ORD
- HOU
2 stops10h 43m
Delta
Deal found 7/30![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 7/25. 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 8/215:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Mon 8/241:59 pm
ORD
- HOU
2 stops8h 06m
Delta
Deal found 7/25![Delta logo]()
$285
This Delta deal was found by Cheapflights users on 7/29. 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 8/225:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Mon 8/241:59 pm
ORD
- HOU
2 stops8h 06m
Delta
Deal found 7/29![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 7/25. 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.
Sat 8/225:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Sat 8/2911:22 am
ORD
- HOU
2 stops10h 01m
Delta
Deal found 7/25![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 7/28. 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 8/2510:50 am
HOU
- ORD
1 stop6h 01m
Delta
Tue 9/13:25 pm
ORD
- HOU
1 stop6h 40m
Delta
Deal found 7/28![Delta logo]()
$229
This Delta deal was found by Cheapflights users on 7/28. 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 8/256:00 am
HOU
- ORD
2 stops10h 17m
Delta
Thu 8/2711:22 am
ORD
- HOU
2 stops10h 43m
Delta
Deal found 7/28![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 7/28. 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 8/256:00 am
HOU
- ORD
2 stops10h 17m
Delta
Tue 9/86:40 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 7/28![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:14 pm
HOU
- ORD
1 stop6h 04m
American Airlines
Mon 8/316:00 am
ORD
- HOU
1 stop5h 44m
American Airlines
Deal found 7/26![American Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:57 pm
HOU
- ORD
1 stop5h 19m
American Airlines
Mon 8/316:00 am
ORD
- HOU
1 stop5h 44m
American Airlines
Deal found 7/25![American Airlines logo]()
$283
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 July 30, 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 July 30, 2026.
This Delta deal was found by Cheapflights users on 7/29. 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 8/225:20 pm
HOU
- ORD
1 stop6h 37m
Delta
Deal found 7/29![Delta logo]()
$115
This Delta deal was found by Cheapflights users on 7/30. 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 9/21:13 pm
HOU
- ORD
2 stops7h 17m
Delta
Deal found 7/30![Delta logo]()
$120
This Delta deal was found by Cheapflights users on 7/25. 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 8/311:13 pm
HOU
- ORD
2 stops7h 17m
Delta
Deal found 7/25![Delta logo]()
$125
This American Airlines deal was found by Cheapflights users on 7/27. 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 8/206:14 pm
HOU
- ORD
1 stop6h 04m
American Airlines
Deal found 7/27![American Airlines logo]()
$128
This Delta deal was found by Cheapflights users on 7/29. 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 8/2710:50 am
HOU
- ORD
1 stop6h 01m
Delta
Deal found 7/29![Delta logo]()
$150
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:02 pm
HOU
- ORD
1 stop6h 03m
American Airlines
Deal found 7/25![American Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 7/27. 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 8/216:14 pm
HOU
- ORD
1 stop6h 04m
American Airlines
Deal found 7/27![American Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 7/28. 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
HOU
- ORD
2 stops9h 22m
Delta
Deal found 7/28![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 7/29. 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 11/215:30 pm
HOU
- ORD
1 stop6h 29m
Delta
Deal found 7/29![Delta logo]()
$165
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:57 pm
HOU
- ORD
1 stop5h 19m
American Airlines
Deal found 7/25![American Airlines logo]()
$183
This Delta deal was found by Cheapflights users on 7/28. 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.
Sun 1/106:00 am
HOU
- ORD
1 stop7h 20m
Delta
Deal found 7/28![Delta logo]()
$184
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 July 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $213 (Delta) |
One-way from | $115 (Delta) |
Popular in | June |
Cheapest in | February |
Average price | $333 |
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 July 30, 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 - ORD
HOUORD
Houston Hobby
Sat 9/26
5:26 pm-11:59 pm
1 stop6h 33m
Chicago O'Hare Intl
Wed 9/30
11:17 am-10:39 pm
2 stops11h 22m
$234
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 10/28
3:09 pm-8:52 pm
1 stop5h 43m
Chicago O'Hare Intl
Sat 10/31
1:55 pm-11:03 pm
2 stops9h 08m
$234
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 9/29
6:00 am-4:13 pm
2 stops10h 13m
Chicago O'Hare Intl
Sat 10/3
2:00 pm-10:39 pm
2 stops8h 39m
$249
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Wed 8/26
1:13 pm-6:49 pm
1 stop5h 36m
Chicago O'Hare Intl
Sat 8/29
6:59 am-4:25 pm
2 stops9h 26m
$269
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 10/13
6:09 am-4:32 pm
2 stops10h 23m
Chicago O'Hare Intl
Sun 10/25
6:30 am-2:07 pm
1 stop7h 37m
$303
Quickest round-trip
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Tue 8/11
1:13 pm-6:49 pm
1 stop5h 36m
Chicago O'Hare Intl
Wed 8/19
6:40 am-12:16 pm
1 stop5h 36m
$308
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Mon 9/7
6:00 am-12:40 pm
1 stop6h 40m
Chicago O'Hare Intl
Mon 9/14
5:30 am-1:18 pm
1 stop7h 48m
$309
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Sun 9/6
6:00 am-2:59 pm
2 stops8h 59m
Chicago O'Hare Intl
Mon 9/14
6:40 am-1:18 pm
1 stop6h 38m
$310
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Mon 8/24
5:20 pm-11:57 pm
1 stop6h 37m
Chicago O'Hare Intl
Mon 8/31
8:48 am-10:05 pm
2 stops13h 17m
$315
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
Mon 9/21
11:00 am-6:45 pm
1 stop7h 45m
Chicago O'Hare Intl
Sat 9/26
7:05 am-4:30 pm
2 stops9h 25m
$349
Showing 1-10 of 19 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 July.
| 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
Prices
Delays
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 $160 and $312 in September.The cheapest round-trip price found within the last 5 days was $229 on Delta (Sep 9-Sep 12).
How often are flights from Houston to Chicago delayed?
About 60% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 43 minutes.
What is the most punctual flight time for Houston to Chicago flights?
Historically, flights departing at night 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 July 30, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andFrontier 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.
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Boarding
7.7
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - 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.
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 locationsBenton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Aurora
Racine
Great Lakes
Janesville
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
O'Hare Intl flight routes
Other flight options
Other flights from Hobby
Popular flights
Alternative routes for Hobby to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to O'Hare Intl by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hobby to O'Hare Intl by cabin class
Find flights from Hobby to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 July 30, 2026.
Hobby and O'Hare Intl flights
Browse other Hobby and O'Hare Intl flight options. Last updated on July 30, 2026.
Other flights from Hobby
Browse through other flights departing from Hobby. Flights are based on user searches made on Cheapflights and were last updated on July 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Hobby to O'Hare Intl
Discover the top 3 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 July 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$180 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$360 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$282 | FlexibilityNo cancel fee | On-time71% |