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.

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).

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

While some choose either Chicago O'Hare Intl - Hilton Head Island or Greater Peoria - Hilton Head Island, Lambert-St Louis - 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 $374. While the most popular route (Lambert-St Louis - Hilton Head Island) can be booked for $249 on average our data indicates $493 when flying from Illinois to Hilton Head Island.

What are the most reliable airlines from Illinois to Hilton Head Island?

The top 3 most reliable airlines when flying from Illinois to Hilton Head Island are United Airlines (100%), Republic Airways (100%) and American Airlines (50%).

How far in advance should I book a flight from Illinois to Hilton Head Island?

To save on the cost of your flight from Illinois to Hilton Head Island, book at least 50 days before your planned departure. Booking around this time can save you about 56% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $298 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $376.

What is the cheapest month to fly from Illinois to Hilton Head Island?

Flights from Illinois to Hilton Head Island lean towards being more expensive in February. Prices are generally better when you fly from Illinois to Hilton Head Island in January, with the cheapest ticket starting at $227.

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.

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.

$142+ Flights from Illinois to Hilton Head Island

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Cheap flight deals from Illinois to Hilton Head Island

Round-trip from	$249 (Delta)
One-way from	$142 (Delta)
Popular in	February
Cheapest in	January
Average price	$374
Good round-trip deal	$374 or less

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. 8% potential increase in price ($43 potential increase over avg. RT price).

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Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).

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Average for round-trip flights in August 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 August 14, 2025.

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Tue 10/712:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/14

$249

Thu 9/48:19 amMLI - HHH

1 stop7h 28mAmerican Airlines

Wed 9/105:20 pmHHH - MLI

1 stop6h 05mAmerican Airlines

Deal found 8/14

$249

Mon 9/296:40 amSTL - HHH

2 stops7h 45mDelta

Wed 10/812:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/14

$254

Wed 10/19:19 amSTL - HHH

1 stop5h 06mDelta

Tue 10/712:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/14

$266

Mon 9/296:40 amSTL - HHH

2 stops7h 45mDelta

Sat 10/412:14 pmHHH - STL

1 stop3h 34mDelta

Deal found 8/13

$271

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Tue 9/3012:14 pmHHH - STL

1 stop4h 51mDelta

Deal found 8/13

$273

Mon 9/296:05 amSTL - HHH

2 stops7h 51mAmerican Airlines

Tue 10/73:32 pmHHH - STL

2 stops9h 22mAmerican Airlines

Deal found 8/14

$276

Wed 8/279:47 amORD - HHH

1 stop4h 35mDelta

Thu 9/114:05 pmHHH - ORD

1 stop7h 18mDelta

Deal found 8/12

$279

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Thu 10/212:14 pmHHH - STL

1 stop4h 51mDelta

Deal found 8/14

$287

Tue 9/309:19 amSTL - HHH

1 stop5h 06mDelta

Tue 10/712:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/14

$294

Sat 11/158:47 amSTL - HHH

2 stops8h 30mAmerican Airlines

Sat 11/2210:47 amHHH - STL

2 stops11h 08mAmerican Airlines

Deal found 8/14

$309

Sat 9/271:37 pmORD - HHH

1 stop4h 17mAmerican Airlines

Sat 10/411:17 amHHH - ORD

1 stop7h 06mAmerican Airlines

Deal found 8/12

$309

Best flights from Illinois to Hilton Head Island
Discover carefully curated flight deals from Illinois to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2025.

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Sat 10/412:14 pmHHH - STL

1 stop4h 51mDelta

Deal found 8/14

$249

Sat 11/157:12 amSTL - HHH

1 stop6h 07mAmerican Airlines

Sat 11/226:40 pmHHH - STL

1 stop6h 25mAmerican Airlines

Deal found 8/14

$249

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Wed 10/812:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/13

$249

Thu 9/48:19 amMLI - HHH

1 stop7h 28mAmerican Airlines

Wed 9/105:20 pmHHH - MLI

1 stop6h 05mAmerican Airlines

Deal found 8/14

$249

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Thu 10/912:17 pmHHH - STL

1 stop6h 30mDelta

Deal found 8/13

$249

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Tue 10/712:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/13

$249

Sun 9/286:40 amSTL - HHH

2 stops7h 45mDelta

Wed 10/84:10 pmHHH - STL

1 stop5h 40mDelta

Deal found 8/14

$254

Sat 10/185:20 amORD - HHH

1 stop5h 12mAmerican Airlines

Tue 10/2112:45 pmHHH - ORD

1 stop5h 49mAmerican Airlines

Deal found 8/13

$309

Sat 11/810:30 amORD - HHH

1 stop6h 47mAmerican Airlines

Wed 11/1211:29 amHHH - ORD

1 stop4h 48mAmerican Airlines

Deal found 8/11

$309

Wed 8/279:47 amORD - HHH

1 stop4h 35mDelta

Thu 9/114:05 pmHHH - ORD

1 stop7h 18mDelta

Deal found 8/12

$279

Sat 10/259:15 amORD - HHH

1 stop4h 17mAmerican Airlines

Tue 10/283:32 pmHHH - ORD

1 stop4h 38mAmerican Airlines

Deal found 8/12

$309

Wed 10/229:20 amORD - HHH

1 stop4h 42mAmerican Airlines

Tue 10/2812:45 pmHHH - ORD

1 stop7h 25mAmerican Airlines

Deal found 8/14

$309

Last-minute flights from Illinois to Hilton Head Island
Discover last-minute flight deals from Illinois to Hilton Head Island. Data last updated August 14, 2025 and is based on user searches.

Thu 8/215:20 amORD - HHH

1 stop5h 10mAmerican Airlines

Sun 8/2412:00 pmHHH - ORD

2 stops9h 11mAmerican Airlines

Deal found 8/14

$544

Fri 8/226:06 amORD - HHH

2 stops9h 49mAmerican Airlines

Sun 8/2412:00 pmHHH - ORD

2 stops9h 11mAmerican Airlines

Deal found 8/14

$568

Fri 8/228:43 amSTL - HHH

1 stop7h 12mAmerican Airlines

Sat 8/232:42 pmHHH - STL

1 stop5h 36mAmerican Airlines

Deal found 8/12

$717

Thu 9/48:19 amMLI - HHH

1 stop7h 28mAmerican Airlines

Wed 9/105:20 pmHHH - MLI

1 stop6h 05mAmerican Airlines

Deal found 8/14

$249

Sat 9/2011:26 amORD - HHH

1 stop6h 28mAmerican Airlines

Sat 9/271:57 pmHHH - ORD

Nonstop2h 38mAmerican Airlines

Deal found 8/13

$347

Sat 9/271:37 pmORD - HHH

1 stop4h 17mAmerican Airlines

Sat 10/47:24 pmHHH - ORD

1 stop5h 24mAmerican Airlines

Deal found 8/14

$309

Sat 9/275:27 pmSTL - HHH

2 stops20h 58mDelta

Wed 10/84:10 pmHHH - STL

1 stop5h 40mDelta

Deal found 8/13

$311

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Tue 10/712:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/14

$249

Mon 9/296:40 amSTL - HHH

2 stops7h 45mDelta

Wed 10/812:17 pmHHH - STL

1 stop4h 38mDelta

Deal found 8/14

$254

Mon 9/296:40 amSTL - HHH

2 stops7h 45mDelta

Sat 10/412:14 pmHHH - STL

1 stop3h 34mDelta

Deal found 8/13

$271

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Tue 9/3012:14 pmHHH - STL

1 stop4h 51mDelta

Deal found 8/13

$273

Mon 9/296:05 amSTL - HHH

2 stops7h 51mAmerican Airlines

Tue 10/73:32 pmHHH - STL

2 stops9h 22mAmerican Airlines

Deal found 8/14

$276

One-way flights from Illinois to Hilton Head Island
Search for one-way flight options from Illinois to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated August 14, 2025.

Wed 10/19:19 amSTL - HHH

1 stop5h 06mDelta

Deal found 8/14

$142

Mon 9/299:19 amSTL - HHH

1 stop5h 06mDelta

Deal found 8/13

$144

Sat 10/49:50 amORD - HHH

1 stop4h 35mDelta

Deal found 8/14

$145

Mon 10/136:59 pmORD - HHH

2 stops19h 31mDelta

Deal found 8/14

$150

Tue 9/166:28 pmORD - HHH

2 stops19h 57mDelta

Deal found 8/14

$162

Tue 9/309:57 amSTL - HHH

1 stop5h 50mAmerican Airlines

Deal found 8/14

$165

Sat 9/275:18 amSTL - HHH

2 stops10h 29mAmerican Airlines

Deal found 8/13

$184

Sun 9/289:19 amSTL - HHH

1 stop5h 06mDelta

Deal found 8/14

$200

Mon 9/156:10 pmORD - HHH

2 stops16h 15mUnited Airlines

Deal found 8/14

$218

Mon 11/1010:12 pmORD - HHH

2 stops15h 45mAmerican Airlines

Deal found 8/14

$220

Sat 9/135:15 pmORD - HHH

2 stops21h 10mDelta

Deal found 8/14

$223

Thu 11/137:24 pmORD - HHH

2 stops18h 33mAmerican Airlines

Deal found 8/14

$225

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Mon 9/29

9:19 am-3:25 pm

1 stop5h 06m

Hilton Head Island

Sat 10/4

12:14 pm-4:05 pm

1 stop4h 51m

$249

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Sat 11/15

7:12 am-2:19 pm

1 stop6h 07m

Hilton Head Island

Sat 11/22

6:40 pm-12:05 am

1 stop6h 25m

$249

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Mon 9/29

9:19 am-3:25 pm

1 stop5h 06m

Hilton Head Island

Wed 10/8

12:17 pm-3:55 pm

1 stop4h 38m

$249

MolineHilton Head Island

MLI - HHH

MLIHHH

Moline Quad-City

Thu 9/4

8:19 am-4:47 pm

1 stop7h 28m

Hilton Head Island

Wed 9/10

5:20 pm-10:25 pm

1 stop6h 05m

$249

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Mon 9/29

9:19 am-3:25 pm

1 stop5h 06m

Hilton Head Island

Thu 10/9

12:17 pm-5:47 pm

1 stop6h 30m

$249

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Mon 9/29

9:19 am-3:25 pm

1 stop5h 06m

Hilton Head Island

Tue 10/7

12:17 pm-3:55 pm

1 stop4h 38m

$249

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Sun 9/28

6:40 am-3:25 pm

2 stops7h 45m

Hilton Head Island

Wed 10/8

4:10 pm-8:50 pm

1 stop5h 40m

$254

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 8/27

9:47 am-3:22 pm

1 stop4h 35m

Hilton Head Island

Thu 9/11

4:05 pm-10:23 pm

1 stop7h 18m

$279

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 10/18

5:20 am-11:32 am

1 stop5h 12m

Hilton Head Island

Tue 10/21

12:45 pm-5:34 pm

1 stop5h 49m

$309

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 11/8

10:30 am-6:17 pm

1 stop6h 47m

Hilton Head Island

Wed 11/12

11:29 am-3:17 pm

1 stop4h 48m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 37 results

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 $480). 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?

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.

Related info for your journey

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 most popular routes from Illinois to Hilton Head Island?
While some choose either Chicago O'Hare Intl - Hilton Head Island or Greater Peoria - Hilton Head Island, Lambert-St Louis - Hilton Head Island is the most popular route from Illinois to Hilton Head Island.
What are the most reliable airlines from Illinois to Hilton Head Island?
The top 3 most reliable airlines when flying from Illinois to Hilton Head Island are United Airlines (100%), Republic Airways (100%) and American Airlines (50%).
What are the cheapest flights from Illinois to Hilton Head Island?
Looking at all options, your cheapest flight can be booked for $374. While the most popular route (Lambert-St Louis - Hilton Head Island) can be booked for $249 on average our data indicates $493 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 $480). 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

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Top 2 airlines flying from Illinois to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$228	Average$480	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$273	Average$498	FlexibilityNo cancel fee	On-time69%

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$142+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Illinois to Hilton Head Island with Cheapflights

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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 August 14, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Find flight deals from Illinois to Hilton Head Island

Cheapest flights from Illinois to Hilton Head IslandExplore 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 August 14, 2025.

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 August 14, 2025.

Cheapflights Fare Finder

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

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.

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?

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 August 14, 2025.

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?

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

What are the most reliable airlines from Illinois to Hilton Head Island?

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

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

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

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

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

Traveling to a place near Hilton Head Island?

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Alternative routes for Illinois to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Illinois to Hilton Head Island

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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 August 14, 2025.