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O'Hare Intl

$218+ Cheap flights from Hilton Head Island (HHH) 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORD
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$309
(American Airlines)

One-way from

$218
(American Airlines)

Popular in

September

Cheapest in

March

Average price

$539
From Hilton Head Island to Chicago O'Hare Intl
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One-way flight from Hilton Head Island to Chicago O'Hare Intl
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Hilton Head Island to O'Hare Intl

Cheapest flights from Hilton Head Island to O'Hare Intl
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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 12/312:52 pmHHH - ORD
1 stop6h 10mAmerican Airlines
Wed 12/106:45 amORD - HHH
1 stop7h 12mAmerican Airlines
Deal found 9/14$309
This Delta deal was found by Cheapflights users on 9/13. 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.
Fri 9/194:05 pmHHH - ORD
1 stop7h 18mDelta
Mon 9/229:50 amORD - HHH
1 stop4h 35mDelta
Deal found 9/13$324
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:20 pmHHH - ORD
1 stop4h 07mAmerican Airlines
Sat 10/411:26 amORD - HHH
1 stop6h 28mAmerican Airlines
Deal found 9/15$339
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 10/173:02 pmHHH - ORD
1 stop7h 22mAmerican Airlines
Mon 10/207:10 amORD - HHH
1 stop6h 22mAmerican Airlines
Deal found 9/13$363
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 9/1911:04 amHHH - ORD
1 stop7h 19mAmerican Airlines
Sun 9/215:00 amORD - HHH
1 stop5h 30mAmerican Airlines
Deal found 9/13$395
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 9/195:20 pmHHH - ORD
2 stops7h 28mAmerican Airlines
Mon 9/227:00 amORD - HHH
2 stops6h 56mAmerican Airlines
Deal found 9/13$405

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 2,558,603 searches. Data last updated September 15, 2025.
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

Hilton Head Island

Fly to

O'Hare Intl

Route

Depart

Return

Price

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 12/3

12:52 pm-6:02 pm

1 stop6h 10m

Chicago O'Hare Intl

Wed 12/10

6:45 am-2:57 pm

1 stop7h 12m

$309

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 9/30

11:04 am-3:50 pm

1 stop5h 46m

Chicago O'Hare Intl

Sat 10/4

10:00 am-1:27 pm

Nonstop2h 27m

$329

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 10/17

3:02 pm-9:24 pm

1 stop7h 22m

Chicago O'Hare Intl

Mon 10/20

7:10 am-2:32 pm

1 stop6h 22m

$363

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 10/17

3:02 pm-9:24 pm

1 stop7h 22m

Chicago O'Hare Intl

Sun 10/19

5:22 am-11:32 am

1 stop5h 10m

$363

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 11/14

7:07 pm-10:49 am

2 stops16h 42m

$218

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 10/15

4:10 pm-9:43 am

2 stops18h 33m

$223

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 12/10

12:52 pm-7:20 am

2 stops19h 28m

$223

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Mon 11/17

3:27 pm-7:45 am

2 stops17h 18m

$223

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 12/9

7:08 pm-7:50 am

2 stops13h 42m

$223

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 11/11

7:07 pm-12:18 pm

2 stops18h 11m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 13 results
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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.
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

What is the cheapest month to book a flight from Hilton Head Island to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Chicago O'Hare Intl Airport (average of $245). Flying from Hilton Head Island to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from HHH to ORD?

Find hourly flight availability from Hilton Head Island to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Hilton Head Island to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 1% versus a flight in the morning.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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.

  • What airport do you fly from for flights from Hilton Head Island to Chicago O'Hare Intl?

    Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly out of when you book flights from Hilton Head Island to Chicago O'Hare Intl. 1 airline have flights from Hilton Head to Chicago O'Hare Intl on a regular basis. Booking flights from Hilton Head Island to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Hilton Head Island to Chicago O'Hare Intl Airport?

    Departing from Hilton Head Island to Chicago O'Hare Intl Airport will take you 6h 10m. Hilton Head Island and Chicago O'Hare Intl Airport are separated by a distance of 781 mi.

  • What is the cheapest airline to fly from Hilton Head Island to Chicago O'Hare Intl Airport round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $228. American Airlines is 35% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Hilton Head Island to Chicago O'Hare Intl Airport?

    Consider American Airlines (60%), Qatar Airways (60%) or Envoy Air (60%) when booking your flight. These represent the most reliable airlines when flying from Hilton Head Island to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Hilton Head Island to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to O'Hare Intl.

  • Can I find deals for business class flights from Hilton Head Island to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Hilton Head Island to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilton Head Island to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Chicago O'Hare Intl Airport (average of $245). Flying from Hilton Head Island to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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.

See more FAQs

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 locations
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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Top airline flying from Hilton Head Island to O'Hare Intl

Discover the top airline 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 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$308FlexibilityNo cancel feeOn-time71%

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