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O'Hare Intl

$177+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORD
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
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Cheap 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 May 4, 2026.

This Delta deal was found by Cheapflights users on 5/2. 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 6/174:15 pm
HHH
-
ORD
1 stop7h 19m
Delta
Wed 6/248:08 am
ORD
-
HHH
1 stop6h 24m
Delta
Deal found 5/2$289
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:08 pm
HHH
-
ORD
Nonstop2h 41m
United Airlines
Mon 5/1810:45 am
ORD
-
HHH
Nonstop2h 26m
United Airlines
Deal found 4/29$309
This Delta deal was found by Cheapflights users on 4/29. 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.
Mon 6/812:13 pm
HHH
-
ORD
1 stop5h 51m
Delta
Wed 7/15:45 pm
ORD
-
HHH
1 stop16h 46m
Delta
Deal found 4/29$321
This Delta deal was found by Cheapflights users on 5/3. 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 5/2812:18 pm
HHH
-
ORD
1 stop7h 17m
Delta
Tue 6/29:49 am
ORD
-
HHH
1 stop4h 44m
Delta
Deal found 5/3$344
This Delta deal was found by Cheapflights users on 4/29. 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 6/1012:13 pm
HHH
-
ORD
2 stops9h 18m
Delta
Mon 7/68:08 am
ORD
-
HHH
1 stop6h 24m
Delta
Deal found 4/29$349
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/172:02 pm
HHH
-
ORD
Nonstop2h 29m
American Airlines
Wed 6/2410:05 am
ORD
-
HHH
Nonstop2h 27m
American Airlines
Deal found 5/3$350

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

One-way from

$177
(Delta)

Good round-trip deal

$309 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Hilton Head Island-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Chicago O'Hare Intl flights.
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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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Price to beat on a round-trip flight from Hilton Head Island to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Hilton Head Island to Chicago O'Hare Intl.
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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 May 4, 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

Price

Cheapest round-trip

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 6/17

4:15 pm-10:34 pm

1 stop7h 19m

Chicago O'Hare Intl

Wed 6/24

9:48 am-3:32 pm

1 stop4h 44m

$289
Quickest round-trip

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 5/14

3:08 pm-4:49 pm

Nonstop2h 41m

Chicago O'Hare Intl

Mon 5/18

10:45 am-2:11 pm

Nonstop2h 26m

$309

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 5/21

3:05 pm-4:51 pm

Nonstop2h 46m

Chicago O'Hare Intl

Thu 5/28

10:45 am-2:21 pm

Nonstop2h 36m

$349

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 5/28

12:18 pm-6:35 pm

1 stop7h 17m

Chicago O'Hare Intl

Tue 6/2

7:00 am-3:33 pm

2 stops7h 33m

$349

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 6/10

3:05 pm-4:51 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sun 7/5

10:45 am-2:21 pm

Nonstop2h 36m

$369

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 9/30

4:00 pm-8:45 pm

1 stop5h 45m

Chicago O'Hare Intl

Sat 10/10

7:05 am-3:19 pm

2 stops7h 14m

$392

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 5/21

12:18 pm-6:35 pm

1 stop7h 17m

Chicago O'Hare Intl

Thu 5/28

6:00 am-3:33 pm

2 stops8h 33m

$469

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 9/24

12:00 pm-6:41 pm

2 stops7h 41m

Chicago O'Hare Intl

Wed 9/30

6:00 am-3:20 pm

2 stops8h 20m

$509
Cheapest one-way

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Mon 6/29

4:15 pm-4:45 pm

1 stop25h 30m

$182

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 5/23

4:16 pm-4:34 pm

1 stop25h 18m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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 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 May 4, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hilton Head Island to Chicago O'Hare Intl Airport as you normally would.

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 May 4, 2026.
Peruse reviews from past customers who have flown with United 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.
United Airlines
7.4
Good
9,680 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,680 reviews
United Airlines
7.4
Good
9,680 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 1 outbound flight 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 2h 41m. Hilton Head Island and Chicago O'Hare Intl Airport are separated by a distance of 781 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on United Airlines is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $223.

  • What are the cheapest flights from Hilton Head Island to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $115. While the most popular route (Hilton Head Island - Chicago O'Hare Intl) can be booked for $289 on average, our data indicates $411 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.

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
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Downers Grove
Oakbrook Terrace
Benton Harbor
Hoffman Estates
Des Plaines
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing
Arlington Heights

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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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$223Average$355FlexibilityNo cancel feeOn-time69%

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