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Cheap flights from Hilton Head Island to Boston 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 Hilton Head Island to Boston departing on 8/20. 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 Hilton Head Island to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:27 pm - 10:13 pm
HHH
-
BOS
6h 46m
1 stop
American Airlines Logo
7:26 am - 2:57 pm
BOS
-
HHH
7h 31m
1 stop
$309American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
5:16 pm - 10:13 pm
HHH
-
BOS
4h 57m
1 stop
American Airlines Logo
9:16 am - 2:57 pm
BOS
-
HHH
5h 41m
1 stop
$318American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
11:40 am - 3:57 pm
HHH
-
BOS
4h 17m
1 stop
American Airlines Logo
8:00 am - 12:33 pm
BOS
-
HHH
4h 33m
1 stop
$319American Airlines
Sun, Sep 6 - Sun, Sep 13
Delta Logo
4:18 pm - 11:30 pm
HHH
-
BOS
7h 12m
1 stop
Delta Logo
5:30 am - 3:32 pm
BOS
-
HHH
10h 02m
2 stops
$324Delta
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
11:47 am - 6:04 pm
HHH
-
BOS
6h 17m
1 stop
American Airlines Logo
6:00 am - 10:27 am
BOS
-
HHH
4h 27m
1 stop
$327American Airlines
Tue, Aug 4 - Fri, Aug 7
Delta Logo
4:18 pm - 9:47 pm
HHH
-
BOS
5h 29m
1 stop
Delta Logo
6:00 am - 11:34 am
BOS
-
HHH
5h 34m
1 stop
$328Delta
Tue, Aug 4 - Tue, Aug 11
Delta Logo
4:18 pm - 11:30 pm
HHH
-
BOS
7h 12m
1 stop
Delta Logo
6:05 am - 3:32 pm
BOS
-
HHH
9h 27m
2 stops
$329Delta
Thu, Aug 27 - Sat, Sep 5
Delta Logo
12:15 pm - 10:43 pm
HHH
-
BOS
10h 28m
2 stops
Delta Logo
7:55 am - 3:32 pm
BOS
-
HHH
7h 37m
1 stop
$332Delta
Tue, Aug 11 - Fri, Aug 14
Delta Logo
4:18 pm - 9:47 pm
HHH
-
BOS
5h 29m
1 stop
Delta Logo
6:00 am - 11:34 am
BOS
-
HHH
5h 34m
1 stop
$337Delta
Tue, Aug 4 - Wed, Aug 5
Delta Logo
4:18 pm - 9:47 pm
HHH
-
BOS
5h 29m
1 stop
Delta Logo
6:00 am - 3:32 pm
BOS
-
HHH
9h 32m
2 stops
$348Delta
Tue, Aug 4 - Tue, Aug 11

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American Airlines flights from Hilton Head Island to Boston

Our best American Airlines deals on Hilton Head Island to Boston flight tickets
American Airlines
Aug 19
HHH3:27 pmHilton Head Island
6h 46m
1 stop
BOS10:13 pmBoston Logan Intl
Aug 26
BOS7:26 amBoston Logan Intl
7h 31m
1 stop
HHH2:57 pmHilton Head Island
$309
American Airlines
Aug 6
HHH5:16 pmHilton Head Island
4h 57m
1 stop
BOS10:13 pmBoston Logan Intl
Aug 11
BOS9:16 amBoston Logan Intl
5h 41m
1 stop
HHH2:57 pmHilton Head Island
$318
American Airlines
Sep 6
HHH11:40 amHilton Head Island
4h 17m
1 stop
BOS3:57 pmBoston Logan Intl
Sep 13
BOS8:00 amBoston Logan Intl
4h 33m
1 stop
HHH12:33 pmHilton Head Island
$319

Delta flights from Hilton Head Island to Boston

Our best Delta deals on Hilton Head Island to Boston flight tickets
Delta
Aug 19
HHH4:18 pmHilton Head Island
7h 12m
1 stop
BOS11:30 pmBoston Logan Intl
Aug 26
BOS5:30 amBoston Logan Intl
10h 02m
2 stops
HHH3:32 pmHilton Head Island
$324
Delta
Aug 4
HHH4:18 pmHilton Head Island
5h 29m
1 stop
BOS9:47 pmBoston Logan Intl
Aug 11
BOS6:00 amBoston Logan Intl
5h 34m
1 stop
HHH11:34 amHilton Head Island
$328
Delta
Aug 27
HHH4:18 pmHilton Head Island
7h 12m
1 stop
BOS11:30 pmBoston Logan Intl
Sep 5
BOS6:05 amBoston Logan Intl
9h 27m
2 stops
HHH3:32 pmHilton Head Island
$329

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 July 25, 2026.
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

Cheapest round-trip

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 8/19

3:27 pm-10:13 pm

1 stop6h 46m

Boston Logan Intl

Wed 8/26

7:26 am-2:57 pm

1 stop7h 31m

$309

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 8/6

5:16 pm-10:13 pm

1 stop4h 57m

Boston Logan Intl

Tue 8/11

9:16 am-2:57 pm

1 stop5h 41m

$318
Quickest round-trip

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sun 9/6

11:40 am-3:57 pm

1 stop4h 17m

Boston Logan Intl

Sun 9/13

8:00 am-12:33 pm

1 stop4h 33m

$319

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 8/19

4:18 pm-11:30 pm

1 stop7h 12m

Boston Logan Intl

Wed 8/26

5:30 am-3:32 pm

2 stops10h 02m

$324

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 8/4

11:47 am-6:04 pm

1 stop6h 17m

Boston Logan Intl

Fri 8/7

6:00 am-10:27 am

1 stop4h 27m

$327

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 8/4

4:18 pm-9:47 pm

1 stop5h 29m

Boston Logan Intl

Tue 8/11

6:00 am-11:34 am

1 stop5h 34m

$328

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 8/27

4:18 pm-11:30 pm

1 stop7h 12m

Boston Logan Intl

Sat 9/5

6:05 am-3:32 pm

2 stops9h 27m

$329

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 8/11

12:15 pm-10:43 pm

2 stops10h 28m

Boston Logan Intl

Fri 8/14

7:55 am-3:32 pm

1 stop7h 37m

$332

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 8/4

4:18 pm-9:47 pm

1 stop5h 29m

Boston Logan Intl

Wed 8/5

6:00 am-11:34 am

1 stop5h 34m

$337

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 8/4

4:18 pm-9:47 pm

1 stop5h 29m

Boston Logan Intl

Tue 8/11

6:00 am-3:32 pm

2 stops9h 32m

$348

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 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 flights?

There is only 1 cabin class available to choose from on Hilton Head Island to Boston 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?

You could potentially save up to 5% on your flight if you consider stops on a Hilton Head Island to Boston flight.

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

As of July 2026, prices for Hilton Head Island to Boston flights are approximately 87% more expensive when compared to flights at the same time last year.

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

Fastest flight time

4h 31m

Direct flights

Sun

Airports in Boston

1 airport
The fastest flight from Hilton Head Island to Boston takes 4h 31m
Direct flights go from Hilton Head Island to Boston on Sunday. There are no airlines offering direct flights.
There is 1 airport in Boston. From Hilton Head Island there are direct flights to Boston Logan Intl (BOS).
Search flight deals

Frequently asked questions about flying from Hilton Head Island to Boston

  • 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 4h 31m 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 $250Free CancellationRating
7.1
11,843 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
Cambridge
Laconia
Plymouth
South Yarmouth
York Beach
Kennebunkport
Revere
Gloucester
Warwick
South Portland
Middletown
Brockton
Everett
Falmouth
Chatham

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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