$84+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
maig 15 — maig 221
Round-trip
1 adult, Economy
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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 abril 15, 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 abril 15, 2026.
This Delta deal was found by Cheapflights users on 4/14. 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.
dt. 5/510:53 am
HOU
- ORD
1 stop7h 42m
Delta
ds. 5/93:00 pm
ORD
- HOU
1 stop7h 26m
Delta
Deal found 4/14![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 4/14. 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.
dc. 5/1310:27 am
HOU
- ORD
1 stop8h 14m
Delta
dc. 5/202:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/14![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 4/13. 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.
dc. 5/62:30 pm
HOU
- ORD
1 stop9h 25m
Southwest
dc. 5/131:35 pm
ORD
- HOU
1 stop9h 10m
Southwest
Deal found 4/13![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 4/11. 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.
dt. 8/115:35 pm
HOU
- ORD
1 stop6h 22m
Delta
dt. 8/187:10 am
ORD
- HOU
1 stop4h 54m
Delta
Deal found 4/11![Delta logo]()
$196
This Delta deal was found by Cheapflights users on 4/13. 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.
dc. 5/610:53 am
HOU
- ORD
1 stop7h 54m
Delta
dc. 5/132:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/13![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/13. 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.
dc. 5/611:10 am
HOU
- ORD
2 stops11h 45m
Southwest
dt. 5/1210:30 am
ORD
- HOU
2 stops9h 20m
Southwest
Deal found 4/13![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/13. 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.
dt. 5/127:00 am
HOU
- ORD
2 stops8h 00m
Southwest
dt. 5/197:35 pm
ORD
- HOU
1 stop12h 30m
Southwest
Deal found 4/13![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 4/14. 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.
dc. 5/65:23 pm
HOU
- ORD
1 stop6h 35m
Delta
dg. 5/105:30 am
ORD
- HOU
1 stop6h 41m
Delta
Deal found 4/14![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 4/13. 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.
dt. 5/196:00 am
HOU
- ORD
1 stop5h 10m
Southwest
ds. 5/2312:55 pm
ORD
- HOU
1 stop6h 30m
Southwest
Deal found 4/13![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 4/11. 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.
ds. 5/26:15 am
HOU
- ORD
1 stop8h 05m
Southwest
dl. 5/48:00 am
ORD
- HOU
2 stops10h 50m
Southwest
Deal found 4/11![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 4/13. 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.
dj. 5/710:27 am
HOU
- ORD
1 stop6h 29m
Delta
dt. 5/122:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/13![Delta logo]()
$208
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 abril 15, 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 abril 15, 2026.
This Southwest deal was found by Cheapflights users on 4/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ds. 5/27:15 am
HOU
- ORD
1 stop4h 15m
Southwest
ds. 5/23:15 pm
ORD
- HOU
1 stop6h 20m
Southwest
Deal found 4/10![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 4/14. 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.
dc. 5/275:02 pm
HOU
- ORD
1 stop6h 57m
Delta
dv. 5/298:10 am
ORD
- HOU
1 stop7h 59m
Delta
Deal found 4/14![Delta logo]()
$249
This Sun Country Air deal was found by Cheapflights users on 4/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dg. 6/286:36 pm
HOU
- ORD
1 stop22h 48m
Sun Country Air
ds. 7/256:39 pm
ORD
- HOU
1 stop22h 25m
Sun Country Air
Deal found 4/10![Sun Country Air logo]()
$397
This Southwest deal was found by Cheapflights users on 4/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dc. 5/68:50 am
HOU
- ORD
1 stop6h 10m
Southwest
dt. 5/1210:30 am
ORD
- HOU
2 stops11h 40m
Southwest
Deal found 4/10![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 4/14. 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.
dv. 7/35:14 pm
HOU
- ORD
1 stop6h 45m
Delta
dt. 7/79:45 am
ORD
- HOU
1 stop6h 38m
Delta
Deal found 4/14![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 4/12. 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.
ds. 5/25:23 pm
HOU
- ORD
1 stop6h 36m
Delta
dl. 5/45:53 pm
ORD
- HOU
1 stop5h 14m
Delta
Deal found 4/12![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 4/13. 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.
dv. 5/86:00 am
HOU
- ORD
2 stops9h 00m
Southwest
dl. 5/113:45 pm
ORD
- HOU
2 stops7h 25m
Southwest
Deal found 4/13![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 4/13. 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.
dv. 5/151:40 pm
HOU
- ORD
1 stop10h 15m
Southwest
dv. 5/226:15 pm
ORD
- HOU
1 stop6h 10m
Southwest
Deal found 4/13![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 4/13. 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.
dt. 4/211:31 pm
HOU
- ORD
1 stop6h 45m
Delta
dv. 4/245:53 pm
ORD
- HOU
1 stop5h 14m
Delta
Deal found 4/13![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 4/13. 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.
dv. 5/86:00 am
HOU
- ORD
2 stops7h 15m
Southwest
dg. 5/102:40 pm
ORD
- HOU
2 stops7h 05m
Southwest
Deal found 4/13![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 4/14. 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.
dg. 4/196:40 am
HOU
- ORD
1 stop6h 10m
Southwest
dj. 4/232:40 pm
ORD
- HOU
2 stops6h 30m
Southwest
Deal found 4/14![Southwest logo]()
$439
Last-minute flights from Hobby to O'Hare IntlDiscover last-minute flight deals from Hobby to O'Hare Intl. Data last updated abril 15, 2026 and is based on user searches.
Discover last-minute flight deals from Hobby to O'Hare Intl. Data last updated abril 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/11. 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.
ds. 5/26:15 am
HOU
- ORD
1 stop8h 05m
Southwest
dl. 5/48:00 am
ORD
- HOU
2 stops10h 50m
Southwest
Deal found 4/11![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 4/14. 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.
dt. 5/51:31 pm
HOU
- ORD
1 stop6h 45m
Delta
dc. 5/611:19 am
ORD
- HOU
1 stop5h 09m
Delta
Deal found 4/14![Delta logo]()
$167
This Southwest deal was found by Cheapflights users on 4/13. 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.
dc. 5/62:30 pm
HOU
- ORD
1 stop9h 25m
Southwest
dc. 5/131:35 pm
ORD
- HOU
1 stop9h 10m
Southwest
Deal found 4/13![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 4/13. 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.
dc. 5/610:53 am
HOU
- ORD
1 stop7h 54m
Delta
dc. 5/132:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/13![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/13. 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.
dc. 5/611:10 am
HOU
- ORD
2 stops11h 45m
Southwest
dt. 5/1210:30 am
ORD
- HOU
2 stops9h 20m
Southwest
Deal found 4/13![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 4/14. 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.
dc. 5/65:23 pm
HOU
- ORD
1 stop6h 35m
Delta
dg. 5/105:30 am
ORD
- HOU
1 stop6h 41m
Delta
Deal found 4/14![Delta logo]()
$202
This Delta deal was found by Cheapflights users on 4/13. 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.
dj. 5/710:27 am
HOU
- ORD
1 stop6h 29m
Delta
dt. 5/122:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/13![Delta logo]()
$208
This Southwest deal was found by Cheapflights users on 4/13. 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.
dt. 5/127:00 am
HOU
- ORD
2 stops8h 00m
Southwest
dt. 5/197:35 pm
ORD
- HOU
1 stop12h 30m
Southwest
Deal found 4/13![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 4/14. 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.
dc. 5/1310:27 am
HOU
- ORD
1 stop8h 14m
Delta
dc. 5/202:59 pm
ORD
- HOU
1 stop7h 27m
Delta
Deal found 4/14![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 4/13. 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.
dc. 5/138:50 am
HOU
- ORD
1 stop6h 10m
Southwest
dc. 5/207:35 pm
ORD
- HOU
1 stop13h 00m
Southwest
Deal found 4/13![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 4/13. 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.
dt. 5/198:45 am
HOU
- ORD
1 stop10h 05m
Southwest
dj. 5/211:35 pm
ORD
- HOU
1 stop9h 25m
Southwest
Deal found 4/13![Southwest logo]()
$204
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 abril 15, 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 abril 15, 2026.
This Delta deal was found by Cheapflights users on 4/14. 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.
dt. 5/1210:27 am
HOU
- ORD
1 stop6h 29m
Delta
Deal found 4/14![Delta logo]()
$84
This Delta deal was found by Cheapflights users on 4/14. 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.
dl. 6/85:14 pm
HOU
- ORD
1 stop6h 45m
Delta
Deal found 4/14![Delta logo]()
$94
This Southwest deal was found by Cheapflights users on 4/13. 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.
dc. 5/66:00 am
HOU
- ORD
1 stop5h 10m
Southwest
Deal found 4/13![Southwest logo]()
$95
This Delta deal was found by Cheapflights users on 4/14. 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.
dv. 5/85:02 pm
HOU
- ORD
1 stop6h 57m
Delta
Deal found 4/14![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 4/13. 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.
dj. 5/281:06 pm
HOU
- ORD
1 stop7h 20m
Delta
Deal found 4/13![Delta logo]()
$110
This Southwest deal was found by Cheapflights users on 4/13. 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.
dj. 5/216:00 am
HOU
- ORD
1 stop10h 05m
Southwest
Deal found 4/13![Southwest logo]()
$115
This Southwest deal was found by Cheapflights users on 4/14. 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.
ds. 5/168:25 am
HOU
- ORD
2 stops15h 00m
Southwest
Deal found 4/14![Southwest logo]()
$121
This Delta deal was found by Cheapflights users on 4/14. 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.
dv. 7/35:14 pm
HOU
- ORD
1 stop6h 45m
Delta
Deal found 4/14![Delta logo]()
$123
This American Airlines deal was found by Cheapflights users on 4/13. 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.
dt. 4/2112:42 pm
HOU
- ORD
1 stop7h 15m
American Airlines
Deal found 4/13![American Airlines logo]()
$126
This American Airlines deal was found by Cheapflights users on 4/14. 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.
ds. 5/164:19 pm
HOU
- ORD
1 stop4h 55m
American Airlines
Deal found 4/14![American Airlines logo]()
$129
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 abril 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $187 (Delta) |
One-way from | $84 (Delta) |
Popular in | June |
Cheapest in | February |
Average price | $256 |
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 abril 15, 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 - ORD
HOUORD
Houston Hobby
ds. 5/2
7:15 am-11:30 am
1 stop4h 15m
Chicago O'Hare Intl
ds. 5/2
3:15 pm-9:35 pm
1 stop6h 20m
$219
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dc. 5/6
8:50 am-3:00 pm
1 stop6h 10m
Chicago O'Hare Intl
dt. 5/12
10:30 am-10:10 pm
2 stops11h 40m
$224
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dc. 5/27
5:02 pm-11:59 pm
1 stop6h 57m
Chicago O'Hare Intl
dv. 5/29
8:10 am-4:09 pm
1 stop7h 59m
$249
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dv. 7/3
5:14 pm-11:59 pm
1 stop6h 45m
Chicago O'Hare Intl
dt. 7/7
9:45 am-4:23 pm
1 stop6h 38m
$273
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
ds. 5/2
5:23 pm-11:59 pm
1 stop6h 36m
Chicago O'Hare Intl
dl. 5/4
5:53 pm-11:07 pm
1 stop5h 14m
$278
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dv. 5/8
6:00 am-3:00 pm
2 stops9h 00m
Chicago O'Hare Intl
dl. 5/11
3:45 pm-11:10 pm
2 stops7h 25m
$299
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dv. 5/15
1:40 pm-11:55 pm
1 stop10h 15m
Chicago O'Hare Intl
dv. 5/22
6:15 pm-12:25 am
1 stop6h 10m
$347
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dt. 4/21
1:31 pm-8:16 pm
1 stop6h 45m
Chicago O'Hare Intl
dv. 4/24
5:53 pm-11:07 pm
1 stop5h 14m
$359
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dv. 5/8
6:00 am-1:15 pm
2 stops7h 15m
Chicago O'Hare Intl
dg. 5/10
2:40 pm-9:45 pm
2 stops7h 05m
$369
HoustonChicago
HOU - ORD
HOUORD
Houston Hobby
dg. 6/28
6:36 pm-5:24 pm
1 stop22h 48m
Chicago O'Hare Intl
ds. 7/25
6:39 pm-5:04 pm
1 stop22h 25m
$397
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 April.
| 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 | |
| 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?
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 April 10, 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 70 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 $60). Flying from Houston Hobby Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $133). 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 50% of weekly flights between Houston and Chicago have experienced delays in the past year, with the average delay time being 34 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 abril 15, 2026.
Read reviews from past customers who have flown United Airlines,American Airlines, andSpirit 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.
Overall
7.4
Boarding
7.7
Entertainment
7.1
Food
6.6
Crew
8.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Overall
7.4
Boarding
7.7
Entertainment
7.1
Food
6.6
Crew
8.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Overall
7.4
Boarding
7.7
Entertainment
7.1
Food
6.6
Crew
8.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Overall
7.4
Boarding
7.7
Entertainment
7.1
Food
6.6
Crew
8.1
Comfort
7.3
Reviews
1 / 20
2.0
MediocreSebrena,Oct 2025
IAH - RSW
Overall
7.4
Boarding
7.7
Entertainment
7.1
Food
6.6
Crew
8.1
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 locationsRosemont
Schaumburg
Lake Geneva
Gurnee
Naperville
Delavan
Downers Grove
Oakbrook Terrace
Des Plaines
Hoffman Estates
Oak Brook
South Holland
Libertyville
Benton Harbor
Elk Grove Village
Elgin
Warrenville
Bridgeview
Great Lakes
Lansing
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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 abril 15, 2026.
Hobby and O'Hare Intl flights
Browse other Hobby and O'Hare Intl flight options. Last updated on abril 15, 2026.
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Browse through other flights departing from Hobby. Flights are based on user searches made on Cheapflights and were last updated on abril 15, 2026.
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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 abril 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$63 | Average$171 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$71 | Average$157 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$148 | Average$312 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$258 | FlexibilityNo cancel fee | On-time71% |