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

Delta, American Airlines, and United Airlines 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 September 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.

$154 Cheap Flights from Hilton Head Island to Massachusetts in 2025

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Find the cheapest flights from Hilton Head Island to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

12:06 pm - 4:28 pmHHH-BOS

4h 22m1 stop

6:00 am - 11:25 amBOS-HHH

5h 25m1 stop

$259United Airlines

Find Deal

Thu, Sep 18 - Mon, Sep 22

3:26 pm - 8:25 pmHHH-BOS

4h 59m1 stop

6:30 am - 4:47 pmBOS-HHH

10h 17m2 stops

$262American Airlines

Find Deal

Fri, Sep 19 - Tue, Sep 23

12:00 pm - 6:49 pmHHH-BOS

6h 49m2 stops

7:10 am - 4:47 pmBOS-HHH

9h 37m2 stops

$264American Airlines

Find Deal

Thu, Sep 18 - Wed, Sep 24

11:28 am - 4:38 pmHHH-BOS

5h 10m1 stop

5:25 am - 11:49 amBOS-HHH

6h 24m1 stop

$274American Airlines

Find Deal

Thu, Nov 6 - Sun, Nov 9

6:20 pm - 10:50 pmHHH-BOS

4h 30m1 stop

6:30 am - 12:17 pmBOS-HHH

5h 47m1 stop

$278American Airlines

Find Deal

Thu, Sep 18 - Wed, Sep 24

11:28 am - 5:24 pmHHH-BOS

5h 56m1 stop

6:00 am - 2:19 pmBOS-HHH

8h 19m2 stops

$279American Airlines

Find Deal

Thu, Nov 6 - Sun, Nov 9

6:20 pm - 10:50 pmHHH-BOS

4h 30m1 stop

6:30 am - 4:47 pmBOS-HHH

10h 17m2 stops

$286American Airlines

Find Deal

Thu, Sep 18 - Mon, Sep 22

2:51 pm - 10:47 pmHHH-BOS

7h 56m2 stops

6:00 am - 2:19 pmBOS-HHH

8h 19m2 stops

$329American Airlines

Find Deal

Thu, Nov 6 - Sun, Nov 9

3:26 pm - 10:50 pmHHH-BOS

7h 24m2 stops

6:30 am - 4:47 pmBOS-HHH

10h 17m2 stops

$337American Airlines

Find Deal

Fri, Sep 19 - Tue, Sep 23

11:57 am - 4:22 pmHHH-BOS

4h 25m1 stop

6:00 am - 11:16 amBOS-HHH

5h 16m1 stop

$714United Airlines

Find Deal

Fri, Oct 10 - Tue, Oct 14

United Airlines flights from Hilton Head Island to Massachusetts

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

United Airlines

Sep 18

HHH12:06 pmHilton Head Island

4h 22m

1 stop

BOS4:28 pmBoston Logan Intl

Sep 22

BOS6:00 amBoston Logan Intl

5h 25m

1 stop

HHH11:25 amHilton Head Island

$259

Find similar

United Airlines

Sep 5

HHH12:06 pmHilton Head Island

4h 12m

1 stop

BOS4:18 pmBoston Logan Intl

Sep 7

BOS6:00 amBoston Logan Intl

5h 25m

1 stop

HHH11:25 amHilton Head Island

$330

Find similar

United Airlines

Sep 5

HHH12:06 pmHilton Head Island

11h 51m

2 stops

BOS11:57 pmBoston Logan Intl

Sep 7

BOS6:00 amBoston Logan Intl

5h 25m

1 stop

HHH11:25 amHilton Head Island

$335

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

Sep 19

HHH3:26 pmHilton Head Island

4h 59m

1 stop

BOS8:25 pmBoston Logan Intl

Sep 23

BOS6:30 amBoston Logan Intl

10h 17m

2 stops

HHH4:47 pmHilton Head Island

$262

Find similar

American Airlines

Sep 18

HHH12:00 pmHilton Head Island

6h 49m

2 stops

BOS6:49 pmBoston Logan Intl

Sep 24

BOS7:10 amBoston Logan Intl

9h 37m

2 stops

HHH4:47 pmHilton Head Island

$264

Find similar

American Airlines

Nov 6

HHH11:28 amHilton Head Island

5h 10m

1 stop

BOS4:38 pmBoston Logan Intl

Nov 9

BOS5:25 amBoston Logan Intl

6h 24m

1 stop

HHH11:49 amHilton Head Island

$274

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

Thu 9/18

12:06 pm-4:28 pm

1 stop4h 22m

Boston Logan Intl

Mon 9/22

6:00 am-11:25 am

1 stop5h 25m

$259

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/19

3:26 pm-8:25 pm

1 stop4h 59m

Boston Logan Intl

Tue 9/23

6:30 am-4:47 pm

2 stops10h 17m

$262

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 9/18

12:00 pm-6:49 pm

2 stops6h 49m

Boston Logan Intl

Wed 9/24

7:10 am-4:47 pm

2 stops9h 37m

$264

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 11/6

11:28 am-4:38 pm

1 stop5h 10m

Boston Logan Intl

Sun 11/9

5:25 am-11:49 am

1 stop6h 24m

$274

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 9/18

6:20 pm-10:50 pm

1 stop4h 30m

Boston Logan Intl

Wed 9/24

6:30 am-12:17 pm

1 stop5h 47m

$278

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 11/6

11:28 am-5:24 pm

1 stop5h 56m

Boston Logan Intl

Sun 11/9

6:00 am-2:19 pm

2 stops8h 19m

$279

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 9/18

6:20 pm-10:50 pm

1 stop4h 30m

Boston Logan Intl

Mon 9/22

6:30 am-4:47 pm

2 stops10h 17m

$286

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 11/6

2:51 pm-10:47 pm

2 stops7h 56m

Boston Logan Intl

Sun 11/9

6:00 am-2:19 pm

2 stops8h 19m

$329

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/19

3:26 pm-10:50 pm

2 stops7h 24m

Boston Logan Intl

Tue 9/23

6:30 am-4:47 pm

2 stops10h 17m

$337

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 10/10

11:57 am-4:22 pm

1 stop4h 25m

Boston Logan Intl

Tue 10/14

6:00 am-11:16 am

1 stop5h 16m

$714

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

Other information

What is the cheapest month to fly to Massachusetts?

In general, September 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 $217. If you aren’t able to travel to Massachusetts during the month of September, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $239.

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?

You could potentially save up to 12% on your flight if you consider stops on a Hilton Head Island to Massachusetts flight.

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

Direct flights	None

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 September 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 175 (50.00% of total bookings). The next most popular plane model is Embraer 170 (50.00%).

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 $253	Free Cancellation	Rating 7.2 10,000 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

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Popular cities in Massachusetts

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Cheap flights from Hilton Head Island to Massachusetts from $154

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Hilton Head Island to Massachusetts

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

United Airlines flights from Hilton Head Island to Massachusetts

Our best United Airlines 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

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 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?

You could potentially save up to 12% on your flight if you consider stops on a Hilton Head Island to Massachusetts flight.

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

Delta, American Airlines, and United Airlines 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

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