How long does it take to fly to Hilton Head Island?

On average, it takes 2h 04m to fly from Illinois to Hilton Head Island if you fly out of Chicago (the most popular airport in Illinois) and into Charleston (the most popular airport in Hilton Head Island). If you’re flying out of Moline and into Charleston, then the flight time is around 4h 35m.

What is the cheapest airline that flies from Illinois to Hilton Head Island?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Illinois to Hilton Head Island

What airlines fly to Hilton Head Island?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Hilton Head Island from Illinois according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 6 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Illinois to Hilton Head Island Airport?

Prices for flights from Illinois to Hilton Head Island Airport were last updated today.

How many operators does momondo search for flights from Illinois to Hilton Head Island Airport?

The number of operators available for flights from Illinois to Hilton Head Island Airport is 3 as of March 2026.

How old do you have to be to fly from Illinois to Hilton Head Island Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Hilton Head Island Airport.

What documentation or ID do you need to fly to Hilton Head Island Airport?

The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$164 Cheap Flights from Illinois to Hilton Head Island in 2026

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Find the cheapest flights from Illinois to Hilton Head Island

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:50 am - 2:16 pm

ORD

HHH

2h 26mnonstop

3:05 pm - 4:49 pm

HHH

ORD

2h 44mnonstop

$269United Airlines

Wed, Apr 22 - Wed, Apr 29

8:10 am - 3:33 pm

ORD

HHH

6h 23m

1 stop

4:16 pm - 10:36 pm

HHH

ORD

7h 20m

1 stop

$289Delta

Tue, May 26 - Tue, Jun 2

7:00 am - 3:33 pm

ORD

HHH

7h 33m

2 stops

4:16 pm - 10:36 pm

HHH

ORD

7h 20m

1 stop

$294Delta

Tue, May 26 - Tue, Jun 2

8:15 am - 3:20 pm

ORD

HHH

6h 05m

1 stop

12:08 pm - 6:35 pm

HHH

ORD

7h 27m

1 stop

$309Delta

Sat, Apr 25 - Mon, Apr 27

8:03 am - 3:32 pm

ORD

HHH

6h 29m

1 stop

12:11 pm - 8:31 pm

HHH

ORD

9h 20m

2 stops

$314Delta

Fri, Jun 12 - Tue, Jun 16

7:00 am - 3:33 pm

ORD

HHH

7h 33m

2 stops

12:18 pm - 8:14 pm

HHH

ORD

8h 56m

2 stops

$319Delta

Tue, May 26 - Tue, Jun 2

10:45 am - 2:21 pm

ORD

HHH

2h 36mnonstop

3:05 pm - 4:51 pm

HHH

ORD

2h 46mnonstop

$320United Airlines

Fri, Jun 12 - Tue, Jun 16

6:29 am - 5:21 pm

STL

HHH

9h 52m

2 stops

3:44 pm - 10:07 pm

HHH

STL

7h 23m

1 stop

$328American Airlines

Tue, Apr 21 - Tue, Apr 28

5:20 am - 5:21 pm

STL

HHH

11h 01m

2 stops

2:54 pm - 10:07 pm

HHH

STL

8h 13m

2 stops

$333American Airlines

Tue, Apr 21 - Tue, Apr 28

6:00 am - 5:44 pm

STL

HHH

10h 44m

2 stops

1:08 pm - 7:30 pm

HHH

STL

7h 22m

1 stop

$340American Airlines

Sun, Apr 5 - Thu, Apr 9

Delta flights from Illinois to Hilton Head Island

Our best Delta deals on Illinois to Hilton Head Island flight tickets

Delta

Jun 23

ORD7:10 amChicago O'Hare Intl

7h 08m

1 stop

HHH3:18 pmHilton Head Island

Jul 3

HHH4:00 pmHilton Head Island

7h 43m

1 stop

ORD10:43 pmChicago O'Hare Intl

$289

Delta

May 26

ORD7:00 amChicago O'Hare Intl

7h 33m

2 stops

HHH3:33 pmHilton Head Island

Jun 2

HHH4:16 pmHilton Head Island

7h 20m

1 stop

ORD10:36 pmChicago O'Hare Intl

$294

Delta

Jun 25

ORD8:03 amChicago O'Hare Intl

6h 29m

1 stop

HHH3:32 pmHilton Head Island

Jul 3

HHH4:12 pmHilton Head Island

7h 36m

1 stop

ORD10:48 pmChicago O'Hare Intl

$309

American Airlines flights from Illinois to Hilton Head Island

Our best American Airlines deals on Illinois to Hilton Head Island flight tickets

American Airlines

Apr 21

STL6:29 amLambert-St Louis

9h 52m

2 stops

HHH5:21 pmHilton Head Island

Apr 28

HHH3:44 pmHilton Head Island

7h 23m

1 stop

STL10:07 pmLambert-St Louis

$328

American Airlines

Apr 21

STL5:20 amLambert-St Louis

11h 01m

2 stops

HHH5:21 pmHilton Head Island

Apr 28

HHH2:54 pmHilton Head Island

8h 13m

2 stops

STL10:07 pmLambert-St Louis

$333

American Airlines

Apr 5

STL6:00 amLambert-St Louis

10h 44m

2 stops

HHH5:44 pmHilton Head Island

Apr 9

HHH1:08 pmHilton Head Island

7h 22m

1 stop

STL7:30 pmLambert-St Louis

$340

momondo 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

Cheapest round-trip

Quickest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 4/22

10:50 am-2:16 pm

Nonstop2h 26m

Hilton Head Island

Wed 4/29

3:05 pm-4:49 pm

Nonstop2h 44m

$269

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/26

8:10 am-3:33 pm

1 stop6h 23m

Hilton Head Island

Tue 6/2

4:16 pm-10:36 pm

1 stop7h 20m

$289

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/26

7:00 am-3:33 pm

2 stops7h 33m

Hilton Head Island

Tue 6/2

4:16 pm-10:36 pm

1 stop7h 20m

$294

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 4/25

8:15 am-3:20 pm

1 stop6h 05m

Hilton Head Island

Mon 4/27

12:08 pm-6:35 pm

1 stop7h 27m

$309

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 6/12

8:03 am-3:32 pm

1 stop6h 29m

Hilton Head Island

Tue 6/16

12:11 pm-8:31 pm

2 stops9h 20m

$314

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/26

7:00 am-3:33 pm

2 stops7h 33m

Hilton Head Island

Tue 6/2

12:18 pm-8:14 pm

2 stops8h 56m

$319

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 6/12

10:45 am-2:21 pm

Nonstop2h 36m

Hilton Head Island

Tue 6/16

3:05 pm-4:51 pm

Nonstop2h 46m

$320

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Tue 4/21

6:29 am-5:21 pm

2 stops9h 52m

Hilton Head Island

Tue 4/28

3:44 pm-10:07 pm

1 stop7h 23m

$328

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Tue 4/21

5:20 am-5:21 pm

2 stops11h 01m

Hilton Head Island

Tue 4/28

2:54 pm-10:07 pm

2 stops8h 13m

$333

St. LouisHilton Head Island

STL - HHH

STLHHH

Lambert-St Louis

Sun 4/5

6:00 am-5:44 pm

2 stops10h 44m

Hilton Head Island

Thu 4/9

1:08 pm-7:30 pm

1 stop7h 22m

$340

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

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

If you don’t want to visit Hilton Head Island in November, then you should wait until June to fly from Illinois, when ticket prices are also cheap, with an average price of $367.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Illinois to Hilton Head Island is on a Wednesday. Travelers who choose to depart for Hilton Head Island on a Wednesday will often find tickets for as low as $279. On the other hand, Sunday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $554.

What is the cheapest Illinois to Hilton Head Island flight route?

Fly from Chicago O'Hare Intl to Hilton Head Island for the best Illinois - Hilton Head Island flight prices

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

You are more likely to see cheaper flights to Hilton Head Island from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Hilton Head Island for around $436 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hilton Head Island from Illinois for as low as $320 on momondo.

What cabin class options are available on Illinois to Hilton Head Island flights?

There is only 1 cabin class available to choose from on Illinois to Hilton Head Island flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Hilton Head Island flights?

You could potentially save up to 49% on your flight if you consider stops on a Illinois to Hilton Head Island flight.

Cheap Illinois to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Hilton Head Island

Best Price Found	$233
Fastest flight time	2h 26m
Direct flights	Every day
Airports in Hilton Head Island	1 airport

The best one-way flight to Hilton Head Island from Illinois in the past 72 hours is $233. The best round-trip flight deal from Illinois to Hilton Head Island found on momondo in the last 72 hours is $279.

The fastest flight from Illinois to Hilton Head Island takes 2h 26m

Direct flights go from Illinois to Hilton Head Island every day.

There is 1 airport in Hilton Head Island. From Illinois there are direct flights to Hilton Head Island (HHH).

Search flight deals

When did momondo last update prices for flights from Illinois to Hilton Head Island Airport?
Prices for flights from Illinois to Hilton Head Island Airport were last updated today.
How many operators does momondo search for flights from Illinois to Hilton Head Island Airport?
The number of operators available for flights from Illinois to Hilton Head Island Airport is 3 as of March 2026.
How old do you have to be to fly from Illinois to Hilton Head Island Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Hilton Head Island Airport.
What documentation or ID do you need to fly to Hilton Head Island Airport?
The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Illinois to Hilton Head Island?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Hilton Head Island is Embraer 175 (Enhanced Winglets) (50.26% of total bookings). The next most popular plane models are Embraer 175 (29.74%), Embraer 170 (4.10%), and Airbus A320-100/200 (3.59%).

Best airlines flying from Illinois to Hilton Head Island

Compare and see reviews for airlines that fly from Illinois to Hilton Head Island with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 9,469 reviews		Search United Airlines flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.1 11,492 reviews		Search American Airlines flights

Beaufort

Bluffton

Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Hilton Head Island?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Hilton Head Island. momondo saves you time and could save you money on your trip.

Can I find flights from Illinois to Hilton Head Island with flexible booking policies on momondo?

momondo does allow users to show only those flights to Hilton Head Island from Illinois which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Illinois to Hilton Head Island?

Once all potential Illinois to Hilton Head Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Illinois to Hilton Head Island right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Hilton Head Island from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Illinois to Hilton Head Island from $164

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Hilton Head Island departing on 5/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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Find the cheapest flights from Illinois to Hilton Head Island

Cheap round-trip flights

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Delta flights from Illinois to Hilton Head Island

Our best Delta deals on Illinois to Hilton Head Island flight tickets

American Airlines flights from Illinois to Hilton Head Island

Our best American Airlines deals on Illinois to Hilton Head Island flight tickets

momondo Fare Finder

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

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Illinois to Hilton Head Island

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

What is the cheapest day to depart on your flight to Hilton Head Island?

What is the cheapest Illinois to Hilton Head Island flight route?

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

What cabin class options are available on Illinois to Hilton Head Island flights?

Can stopping save me money on Illinois to Hilton Head Island flights?

What is the cheapest airline that flies from Illinois to Hilton Head Island?

What airlines fly to Hilton Head Island?

How long does it take to fly to Hilton Head Island?

Cheap Illinois to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Hilton Head Island

Best Price Found

Fastest flight time

Direct flights

Airports in Hilton Head Island

Best airlines flying from Illinois to Hilton Head Island

Compare and see reviews for airlines that fly from Illinois to Hilton Head Island with momondo

Traveling to a place near Hilton Head Island?

Why use momondo?

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing South Carolina

Fly your favorite airline to Hilton Head Island

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Hilton Head Island

List of cabin classes available on flights landing in Hilton Head Island. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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