What is the cheapest airline that flies from Hilton Head Island to Massachusetts?

American Airlines and Delta are the most popular carriers operating from Hilton Head Island to Massachusetts

What airlines fly to Massachusetts?

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Massachusetts from Hilton Head Island according to our data. JetBlue is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 7 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Hilton Head Island Airport to Massachusetts?

Prices for flights from Hilton Head Island Airport to Massachusetts were last updated today.

How many operators does momondo search for flights from Hilton Head Island Airport to Massachusetts?

There is 1 operator available for flights from Hilton Head Island Airport to Massachusetts as of December 2025.

How old do you have to be to fly from Hilton Head Island Airport to Massachusetts?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The travel and health documents required for your trip to Massachusetts 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 Massachusetts. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$126 Cheap Flights from Hilton Head Island to Massachusetts in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Hilton Head Island to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:51 pm - 6:19 pm

HHH

BOS

5h 28m1 stop

8:03 pm - 12:20 pm

BOS

HHH

16h 17m2 stops

$248American Airlines

Wed, Jan 21 - Fri, Jan 23

12:51 pm - 10:56 pm

HHH

BOS

10h 05m2 stops

8:03 pm - 12:20 pm

BOS

HHH

16h 17m2 stops

$253American Airlines

Wed, Jan 21 - Fri, Jan 23

3:29 pm - 10:22 pm

HHH

BOS

6h 53m1 stop

7:35 pm - 12:20 pm

BOS

HHH

16h 45m2 stops

$261American Airlines

Thu, Jan 8 - Sun, Jan 11

12:51 pm - 10:19 pm

HHH

BOS

9h 28m2 stops

7:35 pm - 12:20 pm

BOS

HHH

16h 45m2 stops

$266American Airlines

Thu, Jan 8 - Sun, Jan 11

3:29 pm - 10:22 pm

HHH

BOS

6h 53m1 stop

6:43 am - 12:20 pm

BOS

HHH

5h 37m1 stop

$274American Airlines

Wed, Jan 21 - Fri, Jan 23

2:46 pm - 7:18 pm

HHH

BOS

4h 32m1 stop

6:43 am - 12:20 pm

BOS

HHH

5h 37m1 stop

$277American Airlines

Mon, Jan 5 - Fri, Jan 9

6:13 pm - 10:37 pm

HHH

BOS

4h 24m1 stop

6:00 am - 12:20 pm

BOS

HHH

6h 20m2 stops

$282American Airlines

Mon, Jan 5 - Fri, Jan 9

3:29 pm - 11:43 pm

HHH

BOS

8h 14m2 stops

6:00 am - 12:20 pm

BOS

HHH

6h 20m2 stops

$287American Airlines

Tue, Jan 6 - Sat, Jan 10

6:13 pm - 7:12 am

HHH

BOS

12h 59m2 stops

6:00 am - 12:20 pm

BOS

HHH

6h 20m2 stops

$325American Airlines

Mon, Jan 5 - Fri, Jan 9

11:03 am - 4:40 pm

HHH

BOS

5h 37m1 stop

6:06 am - 10:28 am

BOS

HHH

4h 22m1 stop

$388American Airlines

Wed, Jun 3 - Sun, Jun 7

Delta flights from Hilton Head Island to Massachusetts

Our best Delta deals on Hilton Head Island to Massachusetts flight tickets

Delta

Jun 3

HHH12:00 pmHilton Head Island

10h 27m

2 stops

BOS10:27 pmBoston Logan Intl

Jun 7

BOS8:00 amBoston Logan Intl

7h 18m

1 stop

HHH3:18 pmHilton Head Island

$464

Find similar

Delta

Jun 3

HHH12:00 pmHilton Head Island

10h 27m

2 stops

BOS10:27 pmBoston Logan Intl

Jun 7

BOS6:00 amBoston Logan Intl

9h 18m

2 stops

HHH3:18 pmHilton Head Island

$523

Find similar

American Airlines flights from Hilton Head Island to Massachusetts

Our best American Airlines deals on Hilton Head Island to Massachusetts flight tickets

American Airlines

Jan 21

HHH12:51 pmHilton Head Island

5h 28m

1 stop

BOS6:19 pmBoston Logan Intl

Jan 23

BOS8:03 pmBoston Logan Intl

16h 17m

2 stops

HHH12:20 pmHilton Head Island

$248

Find similar

American Airlines

Jan 21

HHH12:51 pmHilton Head Island

10h 05m

2 stops

BOS10:56 pmBoston Logan Intl

Jan 23

BOS8:03 pmBoston Logan Intl

16h 17m

2 stops

HHH12:20 pmHilton Head Island

$253

Find similar

American Airlines

Jan 8

HHH3:29 pmHilton Head Island

6h 53m

1 stop

BOS10:22 pmBoston Logan Intl

Jan 11

BOS7:35 pmBoston Logan Intl

16h 45m

2 stops

HHH12:20 pmHilton Head Island

$261

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 1/21

12:51 pm-6:19 pm

1 stop5h 28m

Boston Logan Intl

Fri 1/23

8:03 pm-12:20 pm

2 stops16h 17m

$248

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 1/21

12:51 pm-10:56 pm

2 stops10h 05m

Boston Logan Intl

Fri 1/23

8:03 pm-12:20 pm

2 stops16h 17m

$253

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 1/8

3:29 pm-10:22 pm

1 stop6h 53m

Boston Logan Intl

Sun 1/11

7:35 pm-12:20 pm

2 stops16h 45m

$261

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 1/8

12:51 pm-10:19 pm

2 stops9h 28m

Boston Logan Intl

Sun 1/11

7:35 pm-12:20 pm

2 stops16h 45m

$266

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 1/21

3:29 pm-10:22 pm

1 stop6h 53m

Boston Logan Intl

Fri 1/23

6:43 am-12:20 pm

1 stop5h 37m

$274

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 1/5

2:46 pm-7:18 pm

1 stop4h 32m

Boston Logan Intl

Fri 1/9

6:43 am-12:20 pm

1 stop5h 37m

$277

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 1/5

6:13 pm-10:37 pm

1 stop4h 24m

Boston Logan Intl

Fri 1/9

6:00 am-12:20 pm

2 stops6h 20m

$282

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Tue 1/6

3:29 pm-11:43 pm

2 stops8h 14m

Boston Logan Intl

Sat 1/10

6:00 am-12:20 pm

2 stops6h 20m

$287

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 1/5

6:13 pm-7:12 am

2 stops12h 59m

Boston Logan Intl

Fri 1/9

6:00 am-12:20 pm

2 stops6h 20m

$325

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 6/3

11:03 am-4:40 pm

1 stop5h 37m

Boston Logan Intl

Sun 6/7

6:06 am-10:28 am

1 stop4h 22m

$388

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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

Prices

Airlines

What is the cheapest month to fly to Massachusetts?

In general, April is the cheapest month to fly from Hilton Head Island to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $149. If you aren’t able to travel to Massachusetts during the month of April, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $217.

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

According to our data, Thursday is the cheapest day to fly to Massachusetts from Hilton Head Island. The lowest ticket price found for a Thursday departure recently was $354. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Tuesday is the most expensive day to depart from Hilton Head Island because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $581.

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

Our data shows that the cheapest Hilton Head Island to Massachusetts flights are usually those with departure times in the morning. Our users have found flights to Massachusetts in the morning for as low as $506. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $523 on average. Flights to Massachusetts from Hilton Head Island at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Hilton Head Island to Massachusetts flight route?

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

What cabin class options are available on Hilton Head Island to Massachusetts flights?

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

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

Cheap Hilton Head Island to Massachusetts flight deals and tips

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

Fastest flight time	4h 24m
Direct flights	None

The fastest flight from Hilton Head Island to Massachusetts takes 4h 24m

There are no direct flights from Hilton Head Island to Massachusetts. There are no popular flight routes from Hilton Head Island to Massachusetts.

Search flight deals

When did momondo last update prices for flights from Hilton Head Island Airport to Massachusetts?
Prices for flights from Hilton Head Island Airport to Massachusetts were last updated today.
How many operators does momondo search for flights from Hilton Head Island Airport to Massachusetts?
There is 1 operator available for flights from Hilton Head Island Airport to Massachusetts as of December 2025.
How old do you have to be to fly from Hilton Head Island Airport to Massachusetts?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The travel and health documents required for your trip to Massachusetts 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 Massachusetts. 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 Massachusetts?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Hilton Head Island to Massachusetts is Embraer 170 (100.00% of total bookings).

Best airlines flying from Hilton Head Island to Massachusetts

Compare and see reviews for airlines that fly from Hilton Head Island to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $216	Free Cancellation	Rating 7.2 11,054 reviews		Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Hilton Head Island to Massachusetts flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Massachusetts that suits you.

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

Flights from Hilton Head Island to Massachusetts with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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

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

If you are not ready to book a flight from Hilton Head Island to Massachusetts now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Massachusetts and let you know when they change.

An easier way to manage your Massachusetts 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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Thu 1/22

Thu 1/29

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Flights to New Yorkfrom $50

Flights to Los Angelesfrom $49

Flights to Miamifrom $50

Flights to Chicagofrom $51

Flights to Orlandofrom $50

Flights to San Franciscofrom $53

Flights to Las Vegasfrom $38

Flights to Washington, D.C.from $58

Flights to Bostonfrom $50

Flights to Atlantafrom $47

Flights to Dallasfrom $51

Flights to Seattlefrom $55

Cheap flights from Hilton Head Island to Massachusetts from $126

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Hilton Head Island to Massachusetts

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Delta flights from Hilton Head Island to Massachusetts

Our best Delta deals on Hilton Head Island to Massachusetts flight tickets

American Airlines flights from Hilton Head Island to Massachusetts

Our best American Airlines deals on Hilton Head Island to Massachusetts flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Massachusetts that are best for you.

See travel insights to Massachusetts from

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

What is the cheapest month to fly to Massachusetts?

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

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

What is the cheapest Hilton Head Island to Massachusetts flight route?

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

What cabin class options are available on Hilton Head Island to Massachusetts flights?

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

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

What is the cheapest airline that flies from Hilton Head Island to Massachusetts?

American Airlines and Delta are the most popular carriers operating from Hilton Head Island to Massachusetts

What airlines fly to Massachusetts?

Cheap Hilton Head Island to Massachusetts flight deals and tips

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

Fastest flight time

Direct flights

When did momondo last update prices for flights from Hilton Head Island Airport to Massachusetts?

How many operators does momondo search for flights from Hilton Head Island Airport to Massachusetts?

How old do you have to be to fly from Hilton Head Island Airport to Massachusetts?

What documentation or ID do you need to fly to Massachusetts?

What is the most popular plane model from Hilton Head Island to Massachusetts?

Best airlines flying from Hilton Head Island to Massachusetts

Compare and see reviews for airlines that fly from Hilton Head Island to Massachusetts with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Massachusetts 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Popular flights according to clicks in the last 7 days on momondo