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Cheap flights from Chicago O'Hare Intl Airport to Hilton Head Island from $204

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Hilton Head Island departing on 2/24. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:34 am - 12:31 pm
ORD
-
HHH
4h 57m
1 stop
American Airlines Logo
2:01 pm - 3:38 pm
HHH
-
ORD
2h 37mnonstop
$319American Airlines
sáb., may. 30 - mié., jun. 3
American Airlines Logo
6:34 am - 12:31 pm
ORD
-
HHH
4h 57m
1 stop
American Airlines Logo
5:54 pm - 11:59 pm
HHH
-
ORD
7h 05m
1 stop
$329American Airlines
sáb., may. 23 - sáb., may. 30
American Airlines Logo
6:34 am - 12:31 pm
ORD
-
HHH
4h 57m
1 stop
American Airlines Logo
2:01 pm - 3:38 pm
HHH
-
ORD
2h 37mnonstop
$349American Airlines
sáb., may. 23 - sáb., may. 30
Delta Logo
7:14 am - 3:20 pm
ORD
-
HHH
7h 06m
1 stop
Delta Logo
4:00 pm - 10:15 pm
HHH
-
ORD
7h 15m
1 stop
$354Delta
lun., abr. 20 - lun., abr. 27
American Airlines Logo
9:40 am - 3:41 pm
ORD
-
HHH
5h 01m
1 stop
American Airlines Logo
4:11 pm - 9:24 pm
HHH
-
ORD
6h 13m
1 stop
$356American Airlines
vie., feb. 27 - mar., mar. 3
American Airlines Logo
8:38 am - 4:34 pm
ORD
-
HHH
6h 56m
1 stop
American Airlines Logo
1:08 pm - 6:00 pm
HHH
-
ORD
5h 52m
1 stop
$359American Airlines
sáb., may. 2 - sáb., may. 9
American Airlines Logo
5:00 am - 10:33 am
ORD
-
HHH
4h 33m
1 stop
American Airlines Logo
3:31 pm - 10:17 pm
HHH
-
ORD
7h 46m
2 stops
$361American Airlines
vie., feb. 27 - mar., mar. 3
American Airlines Logo
10:06 am - 1:31 pm
ORD
-
HHH
2h 25mnonstop
American Airlines Logo
5:54 pm - 11:59 pm
HHH
-
ORD
7h 05m
1 stop
$366American Airlines
mié., jun. 10 - sáb., jun. 13
American Airlines Logo
8:38 am - 4:34 pm
ORD
-
HHH
6h 56m
1 stop
American Airlines Logo
2:01 pm - 3:38 pm
HHH
-
ORD
2h 37mnonstop
$379American Airlines
sáb., may. 16 - sáb., may. 23
American Airlines Logo
5:00 am - 10:33 am
ORD
-
HHH
4h 33m
1 stop
American Airlines Logo
6:15 pm - 12:16 am
HHH
-
ORD
7h 01m
1 stop
$383American Airlines
vie., mar. 6 - dom., mar. 8

American Airlines flights from Chicago O'Hare Intl Airport to Hilton Head Island

Our best American Airlines deals on Chicago O'Hare Intl Airport to Hilton Head Island flight tickets
American Airlines
May 30
ORD6:34 amChicago O'Hare Intl
4h 57m
1 stop
HHH12:31 pmHilton Head Island
Jun 3
HHH2:01 pmHilton Head Island
2h 37m
ORD3:38 pmChicago O'Hare Intl
$319
American Airlines
May 23
ORD6:34 amChicago O'Hare Intl
4h 57m
1 stop
HHH12:31 pmHilton Head Island
May 30
HHH5:54 pmHilton Head Island
7h 05m
1 stop
ORD11:59 pmChicago O'Hare Intl
$329
American Airlines
May 23
ORD6:34 amChicago O'Hare Intl
4h 57m
1 stop
HHH12:31 pmHilton Head Island
May 30
HHH2:01 pmHilton Head Island
2h 37m
ORD3:38 pmChicago O'Hare Intl
$349

Delta flights from Chicago O'Hare Intl Airport to Hilton Head Island

Our best Delta deals on Chicago O'Hare Intl Airport to Hilton Head Island flight tickets
Delta
Apr 20
ORD7:14 amChicago O'Hare Intl
7h 06m
1 stop
HHH3:20 pmHilton Head Island
Apr 27
HHH4:00 pmHilton Head Island
7h 15m
1 stop
ORD10:15 pmChicago O'Hare Intl
$354
Delta
May 3
ORD7:14 amChicago O'Hare Intl
7h 06m
1 stop
HHH3:20 pmHilton Head Island
May 9
HHH12:00 pmHilton Head Island
5h 44m
1 stop
ORD4:44 pmChicago O'Hare Intl
$384
Delta
May 17
ORD7:10 amChicago O'Hare Intl
7h 08m
1 stop
HHH3:18 pmHilton Head Island
May 24
HHH4:00 pmHilton Head Island
5h 45m
1 stop
ORD8:45 pmChicago O'Hare Intl
$389

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated enero 26, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

sáb. 5/30

6:34 am-12:31 pm

1 stop4h 57m

Hilton Head Island

mié. 6/3

2:01 pm-3:38 pm

Nonstop2h 37m

$319

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

sáb. 5/23

6:34 am-12:31 pm

1 stop4h 57m

Hilton Head Island

sáb. 5/30

5:54 pm-11:59 pm

1 stop7h 05m

$329

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

sáb. 5/23

6:34 am-12:31 pm

1 stop4h 57m

Hilton Head Island

sáb. 5/30

2:01 pm-3:38 pm

Nonstop2h 37m

$349

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

lun. 4/20

7:14 am-3:20 pm

1 stop7h 06m

Hilton Head Island

lun. 4/27

4:00 pm-10:15 pm

1 stop7h 15m

$354

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

vie. 2/27

9:40 am-3:41 pm

1 stop5h 01m

Hilton Head Island

mar. 3/3

4:11 pm-9:24 pm

1 stop6h 13m

$356

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

sáb. 5/2

8:38 am-4:34 pm

1 stop6h 56m

Hilton Head Island

sáb. 5/9

1:08 pm-6:00 pm

1 stop5h 52m

$359

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

vie. 2/27

5:00 am-10:33 am

1 stop4h 33m

Hilton Head Island

mar. 3/3

3:31 pm-10:17 pm

2 stops7h 46m

$361

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

mié. 6/10

10:06 am-1:31 pm

Nonstop2h 25m

Hilton Head Island

sáb. 6/13

5:54 pm-11:59 pm

1 stop7h 05m

$366

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

sáb. 5/16

8:38 am-4:34 pm

1 stop6h 56m

Hilton Head Island

sáb. 5/23

2:01 pm-3:38 pm

Nonstop2h 37m

$379

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

vie. 3/6

5:00 am-10:33 am

1 stop4h 33m

Hilton Head Island

dom. 3/8

6:15 pm-12:16 am

1 stop7h 01m

$383

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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

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 January to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $373.

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

The cheapest day to depart from Chicago O'Hare Intl Airport 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, Saturday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $509.

What is the cheapest Chicago O'Hare Intl to Hilton Head Island flight route?

Fly from Chicago O'Hare Intl to Hilton Head Island for the best Chicago O'Hare Intl - 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 Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Hilton Head Island for around $435 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 Chicago O'Hare Intl Airport for as low as $305 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Hilton Head Island flights?

There is only 1 cabin class available to choose from on Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport to Hilton Head Island flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Hilton Head Island.

When to book flights from Chicago O'Hare Intl Airport to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Hilton Head Island (ORD to HHH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Hilton Head Island

Best Price Found

$281

Fastest flight time

2h 24m

Direct flights

Every day

Airports in Hilton Head Island

1 airport
The best flight deal from Chicago O'Hare Intl Airport to Hilton Head Island found on momondo in the last 72 hours is $281
The fastest flight from Chicago O'Hare Intl Airport to Hilton Head Island takes 2h 24m
Direct flights go from Chicago O'Hare Intl Airport to Hilton Head Island every day.
There is 1 airport in Hilton Head Island. From Chicago O'Hare Intl Airport there are direct flights to Hilton Head Island (HHH).
Search flight deals

  • How far is Chicago O'Hare Intl to Hilton Head Island by plane?

    Hilton Head Island is 780.0 mi away from Chicago O'Hare Intl. In terms of flight time, this usually takes a little over 2h 24m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Hilton Head Island Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Hilton Head Island Airport were last updated today.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Hilton Head Island Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Hilton Head Island Airport.

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

    The necessary travel and health documents for your Hilton Head Island Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Hilton Head Island?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Hilton Head Island?

Best airlines flying from Chicago O'Hare Intl Airport to Hilton Head Island

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $279Free CancellationRating
7.4
9,199 reviews
Search United Airlines flights
American AirlinesPriceFrom $288Free CancellationRating
7.2
11,189 reviews
Search American Airlines flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

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

Finding the right flight to Hilton Head Island from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Hilton Head Island from Chicago with this policy.

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

momondo provides multiple filters to help you find the best flight to Hilton Head Island from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Chicago to Hilton Head Island flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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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