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Hilton Head Island

$189+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HHH
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(Delta)

One-way from

$189
(Delta)

Popular in

February

Cheapest in

January

Average price

$414

Good round-trip deal

$527 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. 4% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/107:10 amORD - HHH
1 stop7h 08mDelta
Tue 6/173:58 pmHHH - ORD
1 stop5h 44mDelta
Deal found 4/28$229
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/310:05 amSTL - HHH
1 stop4h 15mDelta
Tue 6/1012:00 pmHHH - STL
1 stop3h 37mDelta
Deal found 4/28$249
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 6/35:19 amSTL - HHH
2 stops8h 24mAmerican Airlines
Tue 6/1011:45 amHHH - STL
2 stops9h 45mAmerican Airlines
Deal found 4/28$259
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Sat 6/78:09 amORD - HHH
1 stop7h 47mAmerican Airlines
Sat 6/1411:03 amHHH - ORD
1 stop7h 20mAmerican Airlines
Deal found 4/27$309
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/296:00 amMLI - HHH
2 stops10h 50mAmerican Airlines
Tue 6/311:25 amHHH - MLI
1 stop5h 30mAmerican Airlines
Deal found 4/27$353
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/108:45 amORD - HHH
1 stop6h 19mUnited Airlines
Sat 5/175:00 pmHHH - ORD
Nonstop2h 44mUnited Airlines
Deal found 4/28$371
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/314:32 pmSTL - HHH
2 stops17h 04mUnited Airlines
Sat 6/74:00 pmHHH - STL
1 stop7h 45mUnited Airlines
Deal found 4/28$547
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/245:00 amPIA - HHH
1 stop4h 55mAmerican Airlines
Sat 5/313:13 pmHHH - PIA
2 stops7h 43mAmerican Airlines
Deal found 4/28$648
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/75:25 pmPIA - HHH
2 stops21h 04mUnited Airlines
Mon 5/124:10 pmHHH - PIA
2 stops22h 51mUnited Airlines
Deal found 4/28$703
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Fri 5/25:10 amEVV - HHH
1 stop6h 07mAmerican Airlines
Sun 5/46:06 pmHHH - EVV
1 stop4h 35mAmerican Airlines
Deal found 4/27$1,073

Cheapflights Fare Finder

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 April 29, 2025.
Use the filters below to find and compare flights from Illinois to Hilton Head Island that are best for you.

Fly from

Illinois

Fly to

Hilton Head Island

Route

Depart

Return

Price

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 6/10

7:10 am-3:18 pm

1 stop7h 08m

Hilton Head Island

Tue 6/17

3:58 pm-8:42 pm

1 stop5h 44m

$229

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Tue 6/3

10:05 am-3:20 pm

1 stop4h 15m

Hilton Head Island

Tue 6/10

12:00 pm-2:37 pm

1 stop3h 37m

$249

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Tue 6/3

5:19 am-2:43 pm

2 stops8h 24m

Hilton Head Island

Tue 6/10

11:45 am-8:30 pm

2 stops9h 45m

$259

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 6/7

8:09 am-4:56 pm

1 stop7h 47m

Hilton Head Island

Sat 6/14

11:03 am-5:23 pm

1 stop7h 20m

$309

MolineHilton Head Island

MLI - HHH

MLIHHH

Moline Quad-City

Thu 5/29

6:00 am-5:50 pm

2 stops10h 50m

Hilton Head Island

Tue 6/3

11:25 am-3:55 pm

1 stop5h 30m

$353

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 5/10

8:45 am-4:04 pm

1 stop6h 19m

Hilton Head Island

Sat 5/17

5:00 pm-6:44 pm

Nonstop2h 44m

$371

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Sat 5/31

4:32 pm-10:36 am

2 stops17h 04m

Hilton Head Island

Sat 6/7

4:00 pm-10:45 pm

1 stop7h 45m

$547

PeoriaHilton Head Island

PIA - HHH

PIAHHH

Greater Peoria

Sat 5/24

5:00 am-10:55 am

1 stop4h 55m

Hilton Head Island

Sat 5/31

3:13 pm-9:56 pm

2 stops7h 43m

$648

PeoriaHilton Head Island

PIA - HHH

PIAHHH

Greater Peoria

Wed 5/7

5:25 pm-3:29 pm

2 stops21h 04m

Hilton Head Island

Mon 5/12

4:10 pm-2:01 pm

2 stops22h 51m

$703

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/27

7:25 pm-3:20 pm

2 stops18h 55m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 15 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Hilton Head Island

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 $479). 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 April 29, 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 April 29, 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
7,929 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

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
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

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
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

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
7,929 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

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 ($189), American Airlines ($194), and United Airlines ($217).

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

    While some choose either Greater Peoria - Hilton Head Island or Lambert-St Louis - 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 $358. While the most popular route (Chicago O'Hare Intl - Hilton Head Island) can be booked for $229 on average our data indicates $633 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 $479). 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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Alternative routes for Illinois to Hilton Head Island

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$196Average$511FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$273Average$498FlexibilityNo cancel feeOn-time69%

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