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Hilton Head Island

$172+ Cheap flights from Illinois to Hilton Head Island (HHH)

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HHH
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Illinois to Hilton Head Island

Keep the following information in mind while searching for Illinois to Hilton Head Island flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Delta)

One-way from

$172
(Delta)

Popular in

February

Cheapest in

April

Average price

$571

Good round-trip deal

$469 or less
Provider with most accurate pricing for Chicago (CHI)-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Hilton Head Island flights.
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From Illinois to Hilton Head Island
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One-way flight from Illinois to Hilton Head Island
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Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Illinois to Hilton Head Island.
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Find flight deals from Illinois to Hilton Head Island

Cheapest flights from Illinois to Hilton Head Island
Explore the most affordable flight options available from Illinois to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/19. 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 3/145:00 amORD - HHH
1 stop4h 24mAmerican Airlines
Mon 3/175:59 pmHHH - ORD
1 stop7h 13mAmerican Airlines
Deal found 2/19$269
This Delta deal was found by Cheapflights users on 2/20. 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 4/159:45 amORD - HHH
1 stop5h 56mDelta
Tue 4/221:15 pmHHH - ORD
2 stops10h 08mDelta
Deal found 2/20$274
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/185:06 amSTL - HHH
1 stop4h 18mAmerican Airlines
Thu 3/275:59 pmHHH - STL
1 stop6h 57mAmerican Airlines
Deal found 2/20$284
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/75:05 amPIA - HHH
1 stop4h 10mAmerican Airlines
Tue 3/1110:54 amHHH - PIA
1 stop5h 59mAmerican Airlines
Deal found 2/20$349
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/72:40 pmEVV - HHH
2 stops22h 36mAmerican Airlines
Tue 3/115:59 pmHHH - EVV
2 stops21h 27mAmerican Airlines
Deal found 2/20$490
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 4/287:40 pmORD - HHH
2 stops18h 57mUnited Airlines
Wed 4/304:18 pmHHH - ORD
2 stops16h 32mUnited Airlines
Deal found 2/20$527
This Delta deal was found by Cheapflights users on 2/20. 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 6/310:05 amEVV - HHH
1 stop5h 36mDelta
Fri 6/61:15 pmHHH - EVV
1 stop4h 42mDelta
Deal found 2/20$728
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 8/108:10 amSTL - HHH
3 stops26h 11mUnited Airlines
Mon 8/1812:03 pmHHH - STL
2 stops11h 42mUnited Airlines
Deal found 2/19$835
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 4/146:50 amPIA - HHH
2 stops7h 47mUnited Airlines
Tue 4/154:18 pmHHH - PIA
2 stops18h 54mUnited Airlines
Deal found 2/20$1,173

Find flights from Illinois to Hilton Head Island within your budget

Customize your flight search to find flights from Illinois to Hilton Head Island 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 February 20, 2025.

Fly from

Illinois

Fly to

Hilton Head Island

Route

Depart

Return

Price

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 3/14

5:00 am-10:24 am

1 stop4h 24m

Hilton Head Island

Mon 3/17

5:59 pm-12:12 am

1 stop7h 13m

$269

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 4/15

9:45 am-4:41 pm

1 stop5h 56m

Hilton Head Island

Tue 4/22

1:15 pm-10:23 pm

2 stops10h 08m

$274

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Tue 3/18

5:06 am-10:24 am

1 stop4h 18m

Hilton Head Island

Thu 3/27

5:59 pm-11:56 pm

1 stop6h 57m

$284

PeoriaHilton Head Island

PIA - HHH

PIAHHH

Greater Peoria

Fri 3/7

5:05 am-10:15 am

1 stop4h 10m

Hilton Head Island

Tue 3/11

10:54 am-3:53 pm

1 stop5h 59m

$349

EvansvilleHilton Head Island

EVV - HHH

EVVHHH

Evansville Dress Regional

Fri 3/7

2:40 pm-2:16 pm

2 stops22h 36m

Hilton Head Island

Tue 3/11

5:59 pm-2:26 pm

2 stops21h 27m

$490

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Mon 4/28

7:40 pm-3:37 pm

2 stops18h 57m

Hilton Head Island

Wed 4/30

4:18 pm-7:50 am

2 stops16h 32m

$527

EvansvilleHilton Head Island

EVV - HHH

EVVHHH

Evansville Dress Regional

Tue 6/3

10:05 am-4:41 pm

1 stop5h 36m

Hilton Head Island

Fri 6/6

1:15 pm-4:57 pm

1 stop4h 42m

$728

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Sun 8/10

8:10 am-11:21 am

3 stops26h 11m

Hilton Head Island

Mon 8/18

12:03 pm-10:45 pm

2 stops11h 42m

$835

PeoriaHilton Head Island

PIA - HHH

PIAHHH

Greater Peoria

Mon 4/14

6:50 am-3:37 pm

2 stops7h 47m

Hilton Head Island

Tue 4/15

4:18 pm-10:12 am

2 stops18h 54m

$1,173

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/20

7:00 am-12:00 pm

1 stop28h 00m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 12 results
1
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Best time to book a flight from Illinois to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Illinois 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.

Travel insights for flights from Illinois to Hilton Head Island

Get recent, data-driven insights about flights from Illinois to Hilton Head Island including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Illinois to Hilton Head Island (average of $275). Flying from Illinois to Hilton Head Island in March is currently the most expensive (average of $511). 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 IL to HHH?

Find hourly flight availability from Illinois to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Illinois to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. 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 Hilton Head Island. Reviews last updated February 20, 2025.
Read through reviews of airlines operating flights from Illinois to Hilton Head Island, such as Delta, United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Illinois to Hilton Head Island. 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 into for flights to Hilton Head Island from Illinois?

    Most people fly into Hilton Head Island (HHH) if they book a flight to Hilton Head Island from Illinois. Hilton Head is conveniently located just 3.3 mi from Hilton Head Island’s city center.

  • What are the cheapest airlines to fly from Illinois to Hilton Head Island one-way?

    The cheapest airlines for a one-way flight from Illinois to Hilton Head Island are Delta ($172), American Airlines ($224), and United Airlines ($234).

  • What are the most popular routes from Illinois to Hilton Head Island?

    While some choose either Lambert-St Louis - Hilton Head Island or Moline Quad-City - Hilton Head Island, Chicago O'Hare Intl - Hilton Head Island is the most popular route from Illinois to Hilton Head Island.

  • What are the cheapest flights from Illinois to Hilton Head Island?

    Looking at all options, your cheapest flight can be booked for $309. While the most popular route (Chicago O'Hare Intl - Hilton Head Island) can be booked for $234 on average our data indicates $514 when flying from Illinois to Hilton Head Island.

  • Can I find deals for flights from Illinois to Hilton Head Island that include hotel bookings?

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

  • How can I find direct flights from Illinois to Hilton Head Island?

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

  • Can I find deals for business class flights from Illinois to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Illinois to Hilton Head Island 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 Illinois to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Hilton Head Island (average of $275). Flying from Illinois to Hilton Head Island in March is currently the most expensive (average of $511). 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 Illinois?

Book flights to Illinois if you plan to visit one of these locations
Beaufort
Bluffton

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Top 2 airlines flying from Illinois to Hilton Head Island

Discover the top 2 airlines that operate flights from Illinois to Hilton Head Island. 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$196Average$510FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$273Average$499FlexibilityNo cancel feeOn-time69%
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