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$114+ Cheap flights from Hilton Head Island (HHH) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BOS
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Massachusetts

Keep the following information in mind while searching for Hilton Head Island to Massachusetts flight deals. Data was last updated June 16, 2025.

Round-trip from

$287
(American Airlines)

One-way from

$114
(Delta)

Popular in

July

Cheapest in

April

Average price

$426
From Hilton Head Island to Massachusetts
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One-way flight from Hilton Head Island to Massachusetts
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Highest demand for flights based on searches. 17% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Hilton Head Island to Massachusetts

Cheapest flights from Hilton Head Island to Massachusetts
Explore the most affordable flight options available from Hilton Head Island to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/142:45 pmHHH - BOS
1 stop6h 08mAmerican Airlines
Fri 7/1811:57 amBOS - HHH
1 stop5h 00mAmerican Airlines
Deal found 6/14$287
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:06 pmHHH - BOS
1 stop4h 16mUnited Airlines
Tue 9/306:00 amBOS - HHH
1 stop5h 22mUnited Airlines
Deal found 6/14$319
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1712:00 pmHHH - BOS
2 stops10h 40mDelta
Sun 6/226:05 amBOS - HHH
2 stops9h 13mDelta
Deal found 6/15$704

Cheapflights Fare Finder

Customize your flight search to find flights from Hilton Head Island to Massachusetts 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, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Massachusetts that are best for you.

Fly from

Hilton Head Island

Fly to

Massachusetts

Route

Depart

Return

Price

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 7/14

2:45 pm-8:53 pm

1 stop6h 08m

Boston Logan Intl

Fri 7/18

11:57 am-4:57 pm

1 stop5h 00m

$287

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 9/25

12:06 pm-4:22 pm

1 stop4h 16m

Boston Logan Intl

Tue 9/30

6:00 am-11:22 am

1 stop5h 22m

$319

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 7/17

12:05 pm-10:51 pm

2 stops10h 46m

Boston Logan Intl

Sun 7/20

5:15 am-3:18 pm

2 stops10h 03m

$959

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 6/30

3:58 pm-8:26 pm

1 stop4h 28m

$114

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 8/23

3:41 pm-6:16 pm

Nonstop2h 35m

$116

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 9/11

12:06 pm-5:47 pm

3 stops29h 41m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Best time to book a flight from Hilton Head Island to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hilton Head Island to Massachusetts

What is the cheapest month to book a flight from Hilton Head Island to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Massachusetts (average of $218). Flying from Hilton Head Island to Massachusetts in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HHH to MA?

Find hourly flight availability from Hilton Head Island to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2025.

When flying from Hilton Head Island to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated June 16, 2025.
Delta
8.0
Very good
7,963 reviews

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,801 reviews
Delta
8.0
Very good
7,963 reviews

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,963 reviews

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Massachusetts?

    Hilton Head Island (HHH) is the airport you will fly out of if you book a flight from Hilton Head Island to Massachusetts. It is only a 3.3 mi journey to Hilton Head (HHH) from Hilton Head Island’s city center.

  • What are the cheapest airlines to fly from Hilton Head Island to Massachusetts one-way?

    One-way options have recently been found by users for as low as $114 on Delta. Other airlines that offer cheap prices include American Airlines from $116 and United Airlines from $391 one-way.

  • Can I find deals for flights from Hilton Head Island to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Massachusetts.

  • Can I find deals for business class flights from Hilton Head Island to Massachusetts?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilton Head Island to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Massachusetts (average of $218). Flying from Hilton Head Island to Massachusetts in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Hilton Head Island to Massachusetts

Discover the top airline that operate flights from Hilton Head Island to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$256Average$438FlexibilityNo cancel feeOn-time71%

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