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Cheap flights from Chicago O'Hare Intl Airport to Hilton Head Island from $172

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 9/8. 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
10:45 am - 2:21 pm
ORD
-
HHH
2h 36mnonstop
United Airlines Logo
3:05 pm - 4:51 pm
HHH
-
ORD
2h 46mnonstop
$269United Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
10:00 am - 1:33 pm
ORD
-
HHH
2h 33mnonstop
American Airlines Logo
2:48 pm - 7:51 pm
HHH
-
ORD
6h 03m
1 stop
$279American Airlines
Wed, Jul 22 - Mon, Jul 27
American Airlines Logo
10:00 am - 1:33 pm
ORD
-
HHH
2h 33mnonstop
American Airlines Logo
2:03 pm - 3:39 pm
HHH
-
ORD
2h 36mnonstop
$289American Airlines
Wed, Jul 22 - Mon, Jul 27
Delta Logo
8:05 am - 3:32 pm
ORD
-
HHH
6h 27m
1 stop
Delta Logo
12:15 pm - 10:24 pm
HHH
-
ORD
11h 09m
2 stops
$294Delta
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
10:00 am - 1:33 pm
ORD
-
HHH
2h 33mnonstop
American Airlines Logo
2:48 pm - 7:51 pm
HHH
-
ORD
6h 03m
1 stop
$299American Airlines
Fri, Jul 10 - Fri, Jul 17
Delta Logo
6:00 am - 3:32 pm
ORD
-
HHH
8h 32m
2 stops
Delta Logo
12:15 pm - 10:24 pm
HHH
-
ORD
11h 09m
2 stops
$300Delta
Tue, Aug 11 - Tue, Aug 18
Delta Logo
9:45 am - 3:29 pm
ORD
-
HHH
4h 44m
1 stop
Delta Logo
12:11 pm - 10:36 pm
HHH
-
ORD
11h 25m
2 stops
$304Delta
Tue, Jul 7 - Tue, Jul 14
American Airlines Logo
5:10 am - 11:10 am
ORD
-
HHH
5h 00m
1 stop
American Airlines Logo
11:07 am - 3:23 pm
HHH
-
ORD
5h 16m
1 stop
$309American Airlines
Tue, Jun 23 - Tue, Jul 14
American Airlines Logo
9:30 am - 4:32 pm
ORD
-
HHH
6h 02m
1 stop
American Airlines Logo
2:02 pm - 3:31 pm
HHH
-
ORD
2h 29mnonstop
$319American Airlines
Tue, Jun 23 - Mon, Jun 29
American Airlines Logo
9:40 am - 1:05 pm
ORD
-
HHH
2h 25mnonstop
American Airlines Logo
11:07 am - 4:18 pm
HHH
-
ORD
6h 11m
1 stop
$324American Airlines
Sat, Sep 12 - Thu, Sep 17

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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
Aug 20
ORD8:05 amChicago O'Hare Intl
6h 27m
1 stop
HHH3:32 pmHilton Head Island
Aug 26
HHH12:15 pmHilton Head Island
9h 34m
2 stops
ORD8:49 pmChicago O'Hare Intl
$294
Delta
Aug 7
ORD8:05 amChicago O'Hare Intl
6h 27m
1 stop
HHH3:32 pmHilton Head Island
Aug 19
HHH12:15 pmHilton Head Island
7h 34m
1 stop
ORD6:49 pmChicago O'Hare Intl
$299
Delta
Aug 11
ORD6:00 amChicago O'Hare Intl
8h 32m
2 stops
HHH3:32 pmHilton Head Island
Aug 18
HHH12:15 pmHilton Head Island
11h 09m
2 stops
ORD10:24 pmChicago O'Hare Intl
$300

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
Jul 15
ORD10:45 amChicago O'Hare Intl
2h 36m
HHH2:21 pmHilton Head Island
Jul 22
HHH3:05 pmHilton Head Island
2h 46m
ORD4:51 pmChicago O'Hare Intl
$269
United Airlines
Aug 8
ORD10:45 amChicago O'Hare Intl
2h 36m
HHH2:21 pmHilton Head Island
Aug 11
HHH2:48 pmHilton Head Island
3h 17m
ORD5:05 pmChicago O'Hare Intl
$324
United Airlines
Aug 13
ORD10:25 amChicago O'Hare Intl
2h 38m
HHH2:03 pmHilton Head Island
Aug 17
HHH2:48 pmHilton Head Island
3h 17m
ORD5:05 pmChicago O'Hare Intl
$349

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 June 12, 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

Wed 7/15

10:45 am-2:21 pm

Nonstop2h 36m

Hilton Head Island

Wed 7/22

3:05 pm-4:51 pm

Nonstop2h 46m

$269

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 7/22

10:00 am-1:33 pm

Nonstop2h 33m

Hilton Head Island

Mon 7/27

2:48 pm-7:51 pm

1 stop6h 03m

$279
Quickest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 7/22

10:00 am-1:33 pm

Nonstop2h 33m

Hilton Head Island

Mon 7/27

2:03 pm-3:39 pm

Nonstop2h 36m

$289

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 8/20

8:05 am-3:32 pm

1 stop6h 27m

Hilton Head Island

Mon 8/24

12:15 pm-10:24 pm

2 stops11h 09m

$294

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 7/10

10:00 am-1:33 pm

Nonstop2h 33m

Hilton Head Island

Fri 7/17

2:48 pm-7:51 pm

1 stop6h 03m

$299

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 8/11

6:00 am-3:32 pm

2 stops8h 32m

Hilton Head Island

Tue 8/18

12:15 pm-10:24 pm

2 stops11h 09m

$300

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 7/7

9:45 am-3:29 pm

1 stop4h 44m

Hilton Head Island

Tue 7/14

12:11 pm-10:36 pm

2 stops11h 25m

$304

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 6/23

5:10 am-11:10 am

1 stop5h 00m

Hilton Head Island

Tue 7/14

11:07 am-3:23 pm

1 stop5h 16m

$309

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 6/23

9:30 am-4:32 pm

1 stop6h 02m

Hilton Head Island

Mon 6/29

2:02 pm-3:31 pm

Nonstop2h 29m

$319

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 9/12

9:40 am-1:05 pm

Nonstop2h 25m

Hilton Head Island

Thu 9/17

11:07 am-4:18 pm

1 stop6h 11m

$324

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

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 January to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $389.

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 $349. 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 $522.

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 $448 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 $281 on momondo.

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

There is only 1 cabin class 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

$213

Fastest flight time

2h 27m

Direct flights

Every day

Airports in Hilton Head Island

1 airport
The best one-way flight to Hilton Head Island from Chicago O'Hare Intl Airport in the past 72 hours is $213. The best round-trip flight deal from Chicago O'Hare Intl Airport to Hilton Head Island found on momondo in the last 72 hours is $323.
The fastest flight from Chicago O'Hare Intl Airport to Hilton Head Island takes 2h 27m
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 27m.

  • 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 $209Free CancellationRating
7.4
9,810 reviews
Search United Airlines flights
American AirlinesPriceFrom $328Free CancellationRating
7.1
11,644 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 $209. Generally, United Airlines has 7 flights on this route every week with an average price of $408. 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 $328 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $469. American Airlines operates 6 flights to Hilton Head Island from Chicago O'Hare Intl Airport in an average week. Users have rated it 7.1/10 across 11,644 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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