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Cheap flights from Hilton Head Island to Boston from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Boston departing on 8/30. 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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0 bags

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Find the cheapest flights from Hilton Head Island to Boston

Cheap round-trip flights

American Airlines Logo
5:57 pm - 10:57 pmHHH-BOS
5h 00m1 stop
American Airlines Logo
12:03 pm - 4:51 pmBOS-HHH
4h 48m1 stop
$251American Airlines
Find Deal
Sat, Oct 25 - Tue, Oct 28
American Airlines Logo
5:57 pm - 10:57 pmHHH-BOS
5h 00m1 stop
American Airlines Logo
9:15 am - 4:51 pmBOS-HHH
7h 36m2 stops
$256American Airlines
Find Deal
Sat, Oct 25 - Tue, Oct 28
American Airlines Logo
3:32 pm - 10:09 pmHHH-BOS
6h 37m2 stops
American Airlines Logo
7:50 am - 4:51 pmBOS-HHH
9h 01m2 stops
$261American Airlines
Find Deal
Tue, Oct 28 - Wed, Oct 29
Delta Logo
4:02 pm - 8:36 pmHHH-BOS
4h 34m1 stop
Delta Logo
7:45 am - 3:22 pmBOS-HHH
7h 37m1 stop
$275Delta
Find Deal
Fri, Sep 5 - Sun, Sep 7
American Airlines Logo
12:56 pm - 10:09 pmHHH-BOS
9h 13m2 stops
American Airlines Logo
5:50 am - 11:30 amBOS-HHH
5h 40m1 stop
$302American Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
American Airlines Logo
12:56 pm - 9:46 pmHHH-BOS
8h 50m2 stops
American Airlines Logo
6:00 am - 2:06 pmBOS-HHH
8h 06m2 stops
$314American Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
United Airlines Logo
12:02 pm - 5:48 pmHHH-BOS
5h 46m1 stop
United Airlines Logo
6:00 am - 11:21 amBOS-HHH
5h 21m1 stop
$419United Airlines
Find Deal
Fri, Aug 15 - Wed, Aug 20
United Airlines Logo
12:06 pm - 4:18 pmHHH-BOS
4h 12m1 stop
United Airlines Logo
6:00 am - 11:25 amBOS-HHH
5h 25m1 stop
$474United Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
United Airlines Logo
12:06 pm - 6:55 pmHHH-BOS
6h 49m2 stops
United Airlines Logo
7:45 am - 11:25 amBOS-HHH
27h 40m3 stops
$492United Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
12:11 pm - 10:59 pmHHH-BOS
10h 48m2 stops
Delta Logo
6:00 am - 3:22 pmBOS-HHH
9h 22m2 stops
$1,034Delta
Find Deal
Sat, Aug 16 - Wed, Aug 20

American Airlines flights from Hilton Head Island to Boston

Our best American Airlines deals on Hilton Head Island to Boston flight tickets
American Airlines
Oct 25
HHH5:57 pmHilton Head Island
5h 00m
1 stop
BOS10:57 pmBoston Logan Intl
Oct 28
BOS12:03 pmBoston Logan Intl
4h 48m
1 stop
HHH4:51 pmHilton Head Island
$251
Find similar
American Airlines
Oct 25
HHH5:57 pmHilton Head Island
5h 00m
1 stop
BOS10:57 pmBoston Logan Intl
Oct 28
BOS9:15 amBoston Logan Intl
7h 36m
2 stops
HHH4:51 pmHilton Head Island
$256
Find similar
American Airlines
Oct 28
HHH3:32 pmHilton Head Island
6h 37m
2 stops
BOS10:09 pmBoston Logan Intl
Oct 29
BOS7:50 amBoston Logan Intl
9h 01m
2 stops
HHH4:51 pmHilton Head Island
$261
Find similar

United Airlines flights from Hilton Head Island to Boston

Our best United Airlines deals on Hilton Head Island to Boston flight tickets
United Airlines
Aug 15
HHH12:02 pmHilton Head Island
5h 46m
1 stop
BOS5:48 pmBoston Logan Intl
Aug 20
BOS6:00 amBoston Logan Intl
5h 21m
1 stop
HHH11:21 amHilton Head Island
$419
Find similar
United Airlines
Sep 19
HHH12:06 pmHilton Head Island
4h 12m
1 stop
BOS4:18 pmBoston Logan Intl
Sep 21
BOS6:00 amBoston Logan Intl
5h 25m
1 stop
HHH11:25 amHilton Head Island
$474
Find similar
United Airlines
Aug 4
HHH12:02 pmHilton Head Island
11h 57m
2 stops
BOS11:59 pmBoston Logan Intl
Aug 9
BOS6:05 amBoston Logan Intl
5h 12m
1 stop
HHH11:17 amHilton Head Island
$479
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Boston 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 August 2, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 10/25

5:57 pm-10:57 pm

1 stop5h 00m

Boston Logan Intl

Tue 10/28

12:03 pm-4:51 pm

1 stop4h 48m

$251

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 10/25

5:57 pm-10:57 pm

1 stop5h 00m

Boston Logan Intl

Tue 10/28

9:15 am-4:51 pm

2 stops7h 36m

$256

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 10/28

3:32 pm-10:09 pm

2 stops6h 37m

Boston Logan Intl

Wed 10/29

7:50 am-4:51 pm

2 stops9h 01m

$261

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/5

4:02 pm-8:36 pm

1 stop4h 34m

Boston Logan Intl

Sun 9/7

7:45 am-3:22 pm

1 stop7h 37m

$275

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/5

12:56 pm-10:09 pm

2 stops9h 13m

Boston Logan Intl

Sun 9/7

5:50 am-11:30 am

1 stop5h 40m

$302

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/5

12:56 pm-9:46 pm

2 stops8h 50m

Boston Logan Intl

Sun 9/7

6:00 am-2:06 pm

2 stops8h 06m

$314

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 8/15

12:02 pm-5:48 pm

1 stop5h 46m

Boston Logan Intl

Wed 8/20

6:00 am-11:21 am

1 stop5h 21m

$419

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/19

12:06 pm-4:18 pm

1 stop4h 12m

Boston Logan Intl

Sun 9/21

6:00 am-11:25 am

1 stop5h 25m

$474

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/5

12:06 pm-6:55 pm

2 stops6h 49m

Boston Logan Intl

Sun 9/7

7:45 am-11:25 am

3 stops27h 40m

$492

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 8/16

12:11 pm-10:59 pm

2 stops10h 48m

Boston Logan Intl

Wed 8/20

6:00 am-3:22 pm

2 stops9h 22m

$1,034

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 Boston from

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

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 Boston?

In general, September is the cheapest month to fly from Hilton Head Island to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $217. If you aren’t able to travel during the month of September, then book flights to Boston from Hilton Head Island during April instead. Flights to Boston in April, while not as cheap as those in September, still average around $239.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Hilton Head Island to Boston is on a Thursday when prices can be found for as low as $354. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Tuesday is $581.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Hilton Head Island to Boston in the morning for as low as $506. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $523 per ticket.

What is the cheapest Hilton Head Island to Boston Logan Intl flight route?

Fly from Hilton Head Island to Boston Logan Intl for the best Hilton Head Island - Boston Logan Intl flight prices

What cabin class options are available on Hilton Head Island to Boston Logan Intl flights?

There are 1 cabin classes available to choose from on Hilton Head Island to Boston Logan Intl 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 Hilton Head Island to Boston flights?

No. A direct flight is the cheapest option for a flight between Hilton Head Island to Boston.

How have Hilton Head Island to Boston flight prices changed over time?

When to book flights from Hilton Head Island to Boston

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

Cheap Hilton Head Island to Boston (HHH to BOS) flight deals and tips

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

Best Price Found

$109

Fastest flight time

2h 35m

Direct flights

Sun

Airports in Boston

1 airport
The best one-way flight to Boston from Hilton Head Island in the past 72 hours is $109. The best round-trip flight deal from Hilton Head Island to Boston found on momondo in the last 72 hours is $251.
The fastest flight from Hilton Head Island to Boston takes 2h 35m
Direct flights go from Hilton Head Island to Boston on Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Boston: Boston Logan Intl (BOS)
Search flight deals

  • How far is Hilton Head Island to Boston Logan Intl by plane?

    A flight from Hilton Head Island to Boston Logan Intl will travel around 878.6 mi. Typically, this will take 2h 35m by plane in normal conditions.

  • When did momondo last update prices for flights from Hilton Head Island Airport to Boston Logan Intl Airport?

    Prices for flights from Hilton Head Island Airport to Boston Logan Intl Airport were last updated today.

  • How many operators does momondo search for flights from Hilton Head Island Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Hilton Head Island Airport to Boston Logan Intl 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 Hilton Head Island Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents required for your trip to Boston Logan Intl 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 Boston Logan Intl 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 Hilton Head Island to Boston?

  • What is the most popular airline from Hilton Head Island to Boston?

Best airlines flying from Hilton Head Island to Boston

Compare and see reviews for airlines that fly from Hilton Head Island to Boston with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $256Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From Hilton Head Island to Boston

    American Airlines is one of the most popular airlines flying from Hilton Head Island to Boston, operating 1 flight/week on average for this route. A good American Airlines flight deal for Hilton Head Island to Boston starts from $256 round-trip, up to an average price of $422. Our users have rated American Airlines at 7.2/10.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Hampton
Old Orchard Beach
York Beach
Plymouth
Kennebunkport
Nashua
Cambridge
Narragansett
Laconia
Brockton
South Yarmouth
Gloucester
Concord
Everett
Wells
Falmouth
Middletown

Why use momondo?

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

Finding the right flight to Boston from Hilton Head Island 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 Boston quick and easy, saving you time and money.

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

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

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

Once you have performed a search for Hilton Head Island to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Hilton Head Island to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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