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$144+ Cheap flights from Hilton Head Island to Boston (HHH - BOS)

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
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$502
(American Airlines)

One-way from

$144
(Delta)

Popular in

August

Cheapest in

January

Average price

$434
Provider with most accurate pricing for Hilton Head Island-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Boston Logan Intl flights.
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From Hilton Head Island to Boston Logan Intl
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One-way flight from Hilton Head Island to Boston Logan Intl
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Highest demand for flights based on searches. 28% potential increase in price ($172 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Hilton Head Island to Boston

Cheapest flights from Hilton Head Island to Boston
Explore the most affordable flight options available from Hilton Head Island to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.

This American Airlines deal was found by Cheapflights users on 3/22. 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.
Tue 3/252:49 pmHHH - BOS
1 stop5h 57mAmerican Airlines
Mon 3/315:00 amBOS - HHH
1 stop5h 24mAmerican Airlines
Deal found 3/22$402
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Mon 4/74:18 pmHHH - BOS
1 stop6h 14mUnited Airlines
Fri 4/119:12 pmBOS - HHH
2 stops16h 47mUnited Airlines
Deal found 3/23$481
This Delta deal was found by Cheapflights users on 3/22. 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.
Fri 7/183:58 pmHHH - BOS
1 stop4h 42mDelta
Sat 8/236:00 amBOS - HHH
2 stops9h 22mDelta
Deal found 3/22$873

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated March 25, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Boston that are best for you.

Fly from

Hilton Head Island

Fly to

Boston

Route

Depart

Return

Price

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 4/7

4:18 pm-10:32 pm

1 stop6h 14m

Boston Logan Intl

Fri 4/11

9:12 pm-1:59 pm

2 stops16h 47m

$481

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 4/5

12:47 pm-5:10 pm

1 stop4h 23m

Boston Logan Intl

Sat 4/12

5:15 am-10:23 am

1 stop5h 08m

$502

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 7/18

3:58 pm-8:40 pm

1 stop4h 42m

Boston Logan Intl

Sat 8/23

6:00 am-3:22 pm

2 stops9h 22m

$873

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Mon 6/30

12:00 pm-5:54 pm

1 stop5h 54m

$144

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 6/21

6:20 pm-10:29 pm

1 stop4h 09m

$230

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 4/3

4:18 pm-10:32 pm

1 stop6h 14m

$344

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 6/28

5:00 pm-1:18 pm

2 stops44h 18m

$1,037

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Compare providers for flights from Hilton Head Island to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hilton Head Island to Boston in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Hilton Head Island-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilton Head Island-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilton Head Island-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Hilton Head Island-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Boston (average of $218). Flying from Hilton Head Island to Boston in July is currently the most expensive (average of $311). 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 BOS?

Find hourly flight availability from Hilton Head Island to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 25, 2025.

A simple way to save on the total cost of your ticket is to fly from Hilton Head Island to Boston in the morning. If you’re flexible enough to do this you can expect to save up to 4% on your trip compared to booking a flight at noon.

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston 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 Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated March 25, 2025.
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

  • What are the cheapest airlines flying from Hilton Head Island to Boston round-trip?

    Our cheapest airline available from Hilton Head Island to Boston is American Airlines. Our recent data shows that you can find tickets from as low as $502 on this airline. An additional option worth looking into is United Airlines, starting at $708.

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

    The cheapest airlines for a one-way flight from Hilton Head Island to Boston are Delta ($144), American Airlines ($235), and United Airlines ($464).

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

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

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

    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 Boston.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to Boston 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 Boston?

    Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Boston (average of $218). Flying from Hilton Head Island to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Warwick
Marlborough
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Salem
Chelsea
Seabrook
Brookline

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Hilton Head Island to Boston

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Top airline flying from Hilton Head Island to Boston

Discover the top airline that operate flights from Hilton Head Island to Boston. 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 March 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$256Average$456FlexibilityNo cancel feeOn-time71%
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