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 61% 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.

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

Delta is the most popular carrier operating from Hilton Head Island to Massachusetts

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 June 2026.

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.

$84 Cheap Flights from Hilton Head Island to Massachusetts in 2026

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Find the cheapest flights from Hilton Head Island to Massachusetts

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:50 pm - 8:16 pm

HHH

BOS

7h 26m

1 stop

7:19 am - 12:15 pm

BOS

HHH

4h 56m

1 stop

$167American Airlines

Fri, Sep 11 - Mon, Sep 14

4:14 pm - 10:33 pm

HHH

BOS

6h 19m

1 stop

6:00 am - 11:24 am

BOS

HHH

5h 24m

1 stop

$197Delta

Wed, Jul 22 - Wed, Jul 29

12:11 pm - 11:31 pm

HHH

BOS

11h 20m

2 stops

6:00 am - 11:24 am

BOS

HHH

5h 24m

1 stop

$202Delta

Wed, Jul 22 - Mon, Jul 27

3:05 pm - 11:21 pm

HHH

BOS

8h 16m

1 stop

5:45 am - 12:52 pm

BOS

HHH

7h 07m

2 stops

$244United Airlines

Wed, Jul 15 - Wed, Jul 22

5:15 pm - 10:24 pm

HHH

BOS

5h 09m

1 stop

6:02 am - 12:33 pm

BOS

HHH

6h 31m

1 stop

$247American Airlines

Wed, Sep 9 - Thu, Sep 17

4:14 pm - 11:31 pm

HHH

BOS

7h 17m

1 stop

10:15 am - 3:29 pm

BOS

HHH

5h 14m

1 stop

$254Delta

Thu, Jul 23 - Tue, Jul 28

4:10 pm - 10:23 pm

HHH

BOS

6h 13m

1 stop

8:00 am - 3:27 pm

BOS

HHH

7h 27m

1 stop

$257Delta

Mon, Sep 14 - Tue, Sep 15

4:00 pm - 10:27 pm

HHH

BOS

6h 27m

1 stop

7:00 am - 3:27 pm

BOS

HHH

8h 27m

2 stops

$259Delta

Wed, Sep 9 - Tue, Sep 15

2:48 pm - 9:12 am

HHH

ACK

18h 24m

2 stops

4:45 pm - 2:03 pm

ACK

HHH

21h 18m

1 stop

$900United Airlines

Tue, Aug 25 - Sat, Aug 29

2:48 pm - 9:12 am

HHH

ACK

18h 24m

2 stops

4:45 pm - 2:03 pm

ACK

HHH

21h 18m

1 stop

$905United Airlines

Tue, Aug 25 - Sat, Aug 29

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 11

HHH12:50 pmHilton Head Island

7h 26m

1 stop

BOS8:16 pmBoston Logan Intl

Sep 14

BOS7:19 amBoston Logan Intl

4h 56m

1 stop

HHH12:15 pmHilton Head Island

$167

American Airlines

Jun 6

HHH3:39 pmHilton Head Island

2h 38m

BOS6:17 pmBoston Logan Intl

Jun 13

BOS12:10 pmBoston Logan Intl

2h 59m

HHH3:09 pmHilton Head Island

$191

American Airlines

Jun 8

HHH2:43 pmHilton Head Island

6h 16m

1 stop

BOS8:59 pmBoston Logan Intl

Jun 15

BOS7:00 amBoston Logan Intl

7h 13m

1 stop

HHH2:13 pmHilton Head Island

$211

Delta flights from Hilton Head Island to Massachusetts

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

Delta

Jul 22

HHH4:14 pmHilton Head Island

6h 19m

1 stop

BOS10:33 pmBoston Logan Intl

Jul 29

BOS6:00 amBoston Logan Intl

5h 24m

1 stop

HHH11:24 amHilton Head Island

$197

Delta

Jul 22

HHH12:11 pmHilton Head Island

11h 20m

2 stops

BOS11:31 pmBoston Logan Intl

Jul 27

BOS6:00 amBoston Logan Intl

5h 24m

1 stop

HHH11:24 amHilton Head Island

$202

Delta

Jul 23

HHH4:14 pmHilton Head Island

7h 17m

1 stop

BOS11:31 pmBoston Logan Intl

Jul 28

BOS10:15 amBoston Logan Intl

5h 14m

1 stop

HHH3:29 pmHilton Head Island

$254

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

Cheapest round-trip

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/11

12:50 pm-8:16 pm

1 stop7h 26m

Boston Logan Intl

Mon 9/14

7:19 am-12:15 pm

1 stop4h 56m

$167

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 7/22

4:14 pm-10:33 pm

1 stop6h 19m

Boston Logan Intl

Wed 7/29

6:00 am-11:24 am

1 stop5h 24m

$197

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 7/22

12:11 pm-11:31 pm

2 stops11h 20m

Boston Logan Intl

Mon 7/27

6:00 am-11:24 am

1 stop5h 24m

$202

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 7/15

3:05 pm-11:21 pm

1 stop8h 16m

Boston Logan Intl

Wed 7/22

5:45 am-12:52 pm

2 stops7h 07m

$244

Quickest round-trip

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 9/9

5:15 pm-10:24 pm

1 stop5h 09m

Boston Logan Intl

Thu 9/17

6:02 am-12:33 pm

1 stop6h 31m

$247

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 7/23

4:14 pm-11:31 pm

1 stop7h 17m

Boston Logan Intl

Tue 7/28

10:15 am-3:29 pm

1 stop5h 14m

$254

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 9/14

4:10 pm-10:23 pm

1 stop6h 13m

Boston Logan Intl

Tue 9/15

8:00 am-3:27 pm

1 stop7h 27m

$257

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 9/9

4:00 pm-10:27 pm

1 stop6h 27m

Boston Logan Intl

Tue 9/15

7:00 am-3:27 pm

2 stops8h 27m

$259

Hilton Head IslandNantucket

HHH - ACK

HHHACK

Hilton Head Island

Tue 8/25

2:48 pm-9:12 am

2 stops18h 24m

Nantucket Memorial

Sat 8/29

4:45 pm-2:03 pm

1 stop21h 18m

$900

Hilton Head IslandNantucket

HHH - ACK

HHHACK

Hilton Head Island

Tue 8/25

2:48 pm-9:12 am

2 stops18h 24m

Nantucket Memorial

Sat 8/29

4:45 pm-2:03 pm

1 stop21h 18m

$905

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, March 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 $0. If you aren’t able to travel to Massachusetts during the month of March, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $0.

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 5% 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

Fastest flight time	5h 43m
Direct flights	Sun
Airports in Massachusetts	140 airports

The fastest flight from Hilton Head Island to Massachusetts takes 5h 43m

Direct flights go from Hilton Head Island to Massachusetts on Sunday. There are no airlines offering direct flights.

There are 140 airports in Massachusetts. 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 Massachusetts

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 June 2026.
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 (75.00% of total bookings). The next most popular plane model is Embraer 170 (25.00%).

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 $250	Free Cancellation	Rating 7.1 11,641 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.