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O'Hare Intl

$140+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$339
(American Airlines)

One-way from

$140
(Delta)

Popular in

September

Cheapest in

March

Average price

$268
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. 8% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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 9/311:04 amHHH - ORD
1 stop5h 46mAmerican Airlines
Sat 9/61:37 pmORD - HHH
1 stop4h 17mAmerican Airlines
Deal found 8/14$339
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 9/1112:00 pmHHH - ORD
1 stop4h 52mAmerican Airlines
Sun 9/145:00 amORD - HHH
1 stop5h 30mAmerican Airlines
Deal found 8/13$379
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 8/286:15 pmHHH - ORD
1 stop6h 33mAmerican Airlines
Mon 9/15:00 amORD - HHH
1 stop6h 44mAmerican Airlines
Deal found 8/13$395
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/151:15 pmHHH - ORD
1 stop7h 56mAmerican Airlines
Sat 8/235:20 amORD - HHH
1 stop5h 10mAmerican Airlines
Deal found 8/13$428
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 9/114:05 pmHHH - ORD
1 stop7h 18mDelta
Sun 9/146:15 amORD - HHH
2 stops8h 10mDelta
Deal found 8/13$439
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/312:06 pmHHH - ORD
2 stops29h 39mUnited Airlines
Sat 9/67:24 amORD - HHH
2 stops27h 01mUnited Airlines
Deal found 8/14$441
This United Airlines deal was found by Cheapflights users on 8/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:06 pmHHH - ORD
2 stops11h 09mUnited Airlines
Sun 9/1410:35 amORD - HHH
2 stops23h 50mUnited Airlines
Deal found 8/13$507

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 August 14, 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 9/3

3:26 pm-8:27 pm

1 stop6h 01m

Chicago O'Hare Intl

Sat 9/6

11:26 am-6:54 pm

1 stop6h 28m

$339

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 9/11

12:00 pm-3:52 pm

1 stop4h 52m

Chicago O'Hare Intl

Sun 9/14

5:00 am-11:30 am

1 stop5h 30m

$379

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 8/28

6:15 pm-11:48 pm

1 stop6h 33m

Chicago O'Hare Intl

Mon 9/1

5:00 am-12:44 pm

1 stop6h 44m

$395

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 9/11

4:05 pm-10:23 pm

1 stop7h 18m

Chicago O'Hare Intl

Sun 9/14

6:15 am-3:25 pm

2 stops8h 10m

$439

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 9/3

12:06 pm-4:45 pm

2 stops29h 39m

Chicago O'Hare Intl

Sat 9/6

7:24 am-11:25 am

2 stops27h 01m

$441

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 9/16

4:05 pm-8:35 pm

1 stop5h 30m

$140

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 10/15

4:10 pm-10:26 pm

1 stop7h 16m

$140

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 10/14

12:17 pm-7:25 pm

2 stops8h 08m

$145

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Mon 9/15

4:05 pm-8:05 am

2 stops17h 00m

$151

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 9/9

12:11 pm-8:04 am

2 stops20h 53m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 11 results
1
2

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 August 14, 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 August 14, 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

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2025

MYR - CLT

This flight was impacted by a nearly 4, yes 4 hour delay. They replaced a 777 with another one and it had to be cleaned and catered before we could depart. Great crew did it without complaint.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2025

MYR - CLT

This flight was impacted by a nearly 4, yes 4 hour delay. They replaced a 777 with another one and it had to be cleaned and catered before we could depart. Great crew did it without complaint.

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.

  • 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 36% 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 (50%), Qatar Airways (50%) or Envoy Air (50%) 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
Beloit
Hoffman Estates
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Merrillville
Naperville
Waukegan
Elk Grove Village
Downers Grove
Tinley Park
Evanston

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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$358FlexibilityNo cancel feeOn-time71%

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