$255+ Cheap flights from Hilton Head Island (HHH) 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORD
Nov 29 — Dec 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Hilton Head Island 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 Hilton Head Island to O'Hare Intl
Cheapest
Best
Last-minute
One-way
Cheapest flights from Hilton Head Island to O'Hare IntlExplore the most affordable flight options available from Hilton Head Island to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Hilton Head Island to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/52:00 pm -
Nonstop2h 39m
Tue 12/86:43 am -
1 stop4h 20m
Deal found 10/29![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/104:17 pm -
1 stop7h 13m
Sat 11/1410:02 am -
Nonstop2h 22m
Deal found 10/27![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:17 pm -
1 stop7h 13m
Wed 11/188:05 am -
1 stop6h 39m
Deal found 10/30![American Airlines logo]()
$449
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:25 pm -
1 stop4h 45m
Sat 11/710:02 am -
Nonstop2h 22m
Deal found 10/26![American Airlines logo]()
$459
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:13 pm -
1 stop7h 04m
Sun 11/89:51 am -
1 stop4h 39m
Deal found 10/26![Delta logo]()
$469
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/1311:04 am -
1 stop6h 08m
Tue 11/176:29 am -
2 stops8h 15m
Deal found 10/29![American Airlines logo]()
$471
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:23 pm -
2 stops9h 07m
Sat 11/710:35 am -
1 stop3h 55m
Deal found 10/26![Delta logo]()
$474
Best flights from Hilton Head Island to O'Hare IntlDiscover carefully curated flight deals from Hilton Head Island 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 30, 2026.
Discover carefully curated flight deals from Hilton Head Island 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 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/104:17 pm -
1 stop7h 13m
Sat 11/1410:02 am -
Nonstop2h 22m
Deal found 10/27![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:54 pm -
1 stop7h 07m
Mon 11/169:00 am -
1 stop5h 44m
Deal found 10/28![American Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/55:03 pm -
1 stop6h 33m
Tue 12/86:00 am -
2 stops8h 53m
Deal found 10/29![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1911:08 am -
2 stops7h 16m
Sat 12/265:21 am -
1 stop4h 17m
Deal found 10/28![American Airlines logo]()
$571
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/1412:33 pm -
1 stop6h 05m
Thu 12/171:12 pm -
1 stop4h 20m
Deal found 10/29![American Airlines logo]()
$597
Last-minute flights from Hilton Head Island to O'Hare IntlDiscover last-minute flight deals from Hilton Head Island to O'Hare Intl. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Hilton Head Island to O'Hare Intl. Data last updated October 30, 2026 and is based on user searches.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:25 pm -
1 stop4h 45m
Sat 11/710:02 am -
Nonstop2h 22m
Deal found 10/26![American Airlines logo]()
$459
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:23 pm -
2 stops9h 07m
Sat 11/710:35 am -
1 stop3h 55m
Deal found 10/26![Delta logo]()
$474
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:13 pm -
1 stop7h 04m
Sun 11/89:51 am -
1 stop4h 39m
Deal found 10/26![Delta logo]()
$469
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:04 am -
1 stop4h 26m
Sun 11/87:54 am -
2 stops8h 16m
Deal found 10/26![American Airlines logo]()
$577
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/104:17 pm -
1 stop7h 13m
Sat 11/1410:02 am -
Nonstop2h 22m
Deal found 10/27![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:51 pm -
2 stops7h 38m
Mon 11/169:00 am -
1 stop5h 44m
Deal found 10/28![American Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/1311:04 am -
1 stop6h 08m
Tue 11/176:29 am -
2 stops8h 15m
Deal found 10/29![American Airlines logo]()
$471
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:47 pm -
1 stop5h 47m
Sat 11/285:19 am -
1 stop5h 47m
Deal found 10/26![American Airlines logo]()
$517
One-way flights from Hilton Head Island to O'Hare IntlSearch for one-way flight options from Hilton Head Island to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Hilton Head Island to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/2611:06 am -
2 stops24h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/235:47 pm -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/47:05 pm -
1 stop6h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2111:04 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$349
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:25 pm -
1 stop6h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$379
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/277:10 pm -
1 stop15h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$439
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:51 pm -
2 stops7h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$454
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:17 pm -
2 stops8h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$529
Find flight deals from Hilton Head Island to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) 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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $349 (American Airlines) |
One-way from | $255 (American Airlines) |
Good one-way deal | $283 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Hilton Head Island 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 30, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Mon 1/4
7:05 pm-12:14 am
1 stop6h 09m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$299
Quickest round-trip
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Sat 12/19
7:05 pm-10:57 pm
1 stop4h 52m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$299
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Sun 3/21
11:04 am-4:20 pm
1 stop6h 16m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$349
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Tue 11/10
4:17 pm-10:30 pm
1 stop7h 13m
Chicago O'Hare Intl
Sat 11/14
10:02 am-1:24 pm
Nonstop2h 22m
$389
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Thu 11/12
5:54 pm-12:01 am
1 stop7h 07m
Chicago O'Hare Intl
Mon 11/16
9:00 am-3:44 pm
1 stop5h 44m
$399
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Wed 11/11
4:17 pm-11:30 pm
2 stops8h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$435
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Sat 3/27
7:10 pm-9:30 am
1 stop15h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$439
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Sat 12/5
5:03 pm-10:36 pm
1 stop6h 33m
Chicago O'Hare Intl
Tue 12/8
6:00 am-3:53 pm
2 stops8h 53m
$451
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Fri 11/13
2:51 pm-9:29 pm
2 stops7h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$454
Hilton Head IslandChicago
HHH Hilton Head Island - ORD Chicago O'Hare Intl
HHHORD
Hilton Head Island
Mon 11/16
4:17 pm-11:30 pm
2 stops8h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$529
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from Hilton Head Island 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 Hilton Head Island to O'Hare Intl in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Hilton Head Island-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 Hilton Head Island-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Hilton Head Island-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 Hilton Head Island-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 Hilton Head Island to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Hilton Head Island with our price prediction graph.
HHH-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 Hilton Head Island to Chicago O'Hare Intl Airport
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 30, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Hilton Head Island to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.3
Boarding
7.7
Comfort
7.3
Food
6.7
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.3
Boarding
7.7
Comfort
7.3
Food
6.7
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.3
Boarding
7.7
Comfort
7.3
Food
6.7
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Hilton Head Island 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
Naperville
Lake Geneva
Des Plaines
Glenview
Schaumburg
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Beloit
Libertyville
Rockford
Hoffman Estates
Gurnee
Orland Park
South Holland
Elgin
Racine
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 Hilton Head Island
Popular flights
Alternative routes for Hilton Head Island 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 Hilton Head Island to O'Hare Intl by cabin class
Find flights from Hilton Head Island 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 October 30, 2026.
Hilton Head Island and O'Hare Intl flights
Browse other Hilton Head Island and O'Hare Intl flight options. Last updated on October 30, 2026.
Other flights from Hilton Head Island
Browse through other flights departing from Hilton Head Island. Flights are based on user searches made on Cheapflights and were last updated on October 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Hilton Head Island to O'Hare Intl
Discover the top 2 airlines that operate flights from Hilton Head Island 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$229 | Average$359 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$269 | Average$298 | FlexibilityNo cancel fee | On-time71% |