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Cheap flights from Chicago O'Hare Intl Airport to Hilton Head Island from $190

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 9/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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.
United Airlines Logo
10:25 am - 2:03 pm
ORD
-
HHH
2h 38mnonstop
United Airlines Logo
2:48 pm - 5:05 pm
HHH
-
ORD
3h 17mnonstop
$279United Airlines
Tue, Sep 8 - Tue, Sep 15
United Airlines Logo
10:25 am - 2:03 pm
ORD
-
HHH
2h 38mnonstop
United Airlines Logo
2:58 pm - 5:15 pm
HHH
-
ORD
3h 17mnonstop
$279United Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
9:53 am - 1:17 pm
ORD
-
HHH
2h 24mnonstop
American Airlines Logo
1:52 pm - 3:30 pm
HHH
-
ORD
2h 38mnonstop
$279American Airlines
Fri, Sep 4 - Sun, Sep 6
American Airlines Logo
9:53 am - 1:17 pm
ORD
-
HHH
2h 24mnonstop
American Airlines Logo
1:52 pm - 3:30 pm
HHH
-
ORD
2h 38mnonstop
$279American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
9:53 am - 1:17 pm
ORD
-
HHH
2h 24mnonstop
American Airlines Logo
1:52 pm - 3:30 pm
HHH
-
ORD
2h 38mnonstop
$279American Airlines
Fri, Aug 21 - Fri, Aug 28
United Airlines Logo
10:25 am - 2:03 pm
ORD
-
HHH
2h 38mnonstop
United Airlines Logo
2:58 pm - 5:15 pm
HHH
-
ORD
3h 17mnonstop
$279United Airlines
Sat, Aug 22 - Wed, Sep 2
United Airlines Logo
10:35 am - 2:13 pm
ORD
-
HHH
2h 38mnonstop
United Airlines Logo
3:00 pm - 5:17 pm
HHH
-
ORD
3h 17mnonstop
$294United Airlines
Sat, Oct 10 - Sat, Oct 17
Delta Logo
8:05 am - 3:32 pm
ORD
-
HHH
6h 27m
1 stop
Delta Logo
12:15 pm - 9:47 pm
HHH
-
ORD
10h 32m
2 stops
$304Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
7:05 am - 3:27 pm
ORD
-
HHH
7h 22m
2 stops
Delta Logo
4:17 pm - 10:18 pm
HHH
-
ORD
7h 01m
1 stop
$304Delta
Tue, Sep 8 - Tue, Sep 15
Delta Logo
6:00 am - 3:32 pm
ORD
-
HHH
8h 32m
2 stops
Delta Logo
12:15 pm - 8:49 pm
HHH
-
ORD
9h 34m
2 stops
$309Delta
Tue, Aug 25 - Tue, Sep 1

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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
Sep 8
ORD9:53 amChicago O'Hare Intl
2h 24m
HHH1:17 pmHilton Head Island
Sep 15
HHH11:07 amHilton Head Island
4h 58m
1 stop
ORD3:05 pmChicago O'Hare Intl
$289
American Airlines
Sep 8
ORD9:53 amChicago O'Hare Intl
2h 24m
HHH1:17 pmHilton Head Island
Sep 15
HHH5:15 pmHilton Head Island
6h 16m
1 stop
ORD10:31 pmChicago O'Hare Intl
$290
American Airlines
Oct 24
ORD7:59 amChicago O'Hare Intl
5h 27m
1 stop
HHH2:26 pmHilton Head Island
Oct 31
HHH10:55 amHilton Head Island
7h 05m
1 stop
ORD5:00 pmChicago O'Hare Intl
$299

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Hilton Head Island flight tickets
United Airlines
Aug 24
ORD10:25 amChicago O'Hare Intl
2h 38m
HHH2:03 pmHilton Head Island
Aug 31
HHH2:58 pmHilton Head Island
3h 17m
ORD5:15 pmChicago O'Hare Intl
$279
United Airlines
Aug 16
ORD10:25 amChicago O'Hare Intl
2h 38m
HHH2:03 pmHilton Head Island
Aug 23
HHH2:58 pmHilton Head Island
3h 17m
ORD5:15 pmChicago O'Hare Intl
$294
United Airlines
Aug 11
ORD10:25 amChicago O'Hare Intl
2h 38m
HHH2:03 pmHilton Head Island
Aug 18
HHH2:58 pmHilton Head Island
3h 17m
ORD5:15 pmChicago O'Hare Intl
$299

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 July 28, 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

Cheapest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 9/8

10:25 am-2:03 pm

Nonstop2h 38m

Hilton Head Island

Tue 9/15

2:48 pm-5:05 pm

Nonstop3h 17m

$279

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Mon 8/24

10:25 am-2:03 pm

Nonstop2h 38m

Hilton Head Island

Mon 8/31

2:58 pm-5:15 pm

Nonstop3h 17m

$279
Quickest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 9/4

9:53 am-1:17 pm

Nonstop2h 24m

Hilton Head Island

Sun 9/6

1:52 pm-3:30 pm

Nonstop2h 38m

$279

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 8/20

9:53 am-1:17 pm

Nonstop2h 24m

Hilton Head Island

Mon 8/24

1:52 pm-3:30 pm

Nonstop2h 38m

$279

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 8/21

9:53 am-1:17 pm

Nonstop2h 24m

Hilton Head Island

Fri 8/28

1:52 pm-3:30 pm

Nonstop2h 38m

$279

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 8/22

10:25 am-2:03 pm

Nonstop2h 38m

Hilton Head Island

Wed 9/2

2:58 pm-5:15 pm

Nonstop3h 17m

$279

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 10/10

10:35 am-2:13 pm

Nonstop2h 38m

Hilton Head Island

Sat 10/17

3:00 pm-5:17 pm

Nonstop3h 17m

$294

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 8/25

8:05 am-3:32 pm

1 stop6h 27m

Hilton Head Island

Tue 9/1

12:15 pm-9:47 pm

2 stops10h 32m

$304

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 9/8

7:05 am-3:27 pm

2 stops7h 22m

Hilton Head Island

Tue 9/15

4:17 pm-10:18 pm

1 stop7h 01m

$304

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 8/25

6:00 am-3:32 pm

2 stops8h 32m

Hilton Head Island

Tue 9/1

12:15 pm-8:49 pm

2 stops9h 34m

$309

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 typical price of a round-trip flight between Chicago O'Hare Intl Airport and Hilton Head Island?

Prices are currently low for flights on this route.

Typical prices usually range from $427 to $785.
The lowest price recently found on this route was $279.

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

If you don’t want to visit Hilton Head Island in April, then you should wait until October to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $383.

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 Tuesday. Travelers who choose to depart for Hilton Head Island on a Tuesday will often find tickets for as low as $289. On the other hand, Sunday 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 $507.

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 from Chicago O'Hare Intl Airport 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 $459 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 $209 on momondo.

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

There are 2 cabin classes available to choose from on Chicago O'Hare Intl Airport 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

$346

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 $346
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

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Hilton Head Island

  • 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 $220Free CancellationRating
7.4
10,049 reviews
Search United Airlines flights
American AirlinesPriceFrom $289Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Hilton Head Island

    The lowest priced United Airlines flight from Chicago O'Hare Intl Airport to Hilton Head Island from the last 72 hours was $220. Generally, United Airlines has 7 flights on this route every week with an average price of $422. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Chicago O'Hare Intl Airport to Hilton Head Island

    American Airlines is also a popular choice for this route. American Airlines flight deals for Chicago O'Hare Intl Airport to Hilton Head Island start from as low as $289 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $467. American Airlines operates 3 flights to Hilton Head Island from Chicago O'Hare Intl Airport in an average week. Users have rated it 7.1/10 across 11,845 reviews.

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

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