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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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BOS
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$231
(American Airlines)

One-way from

$144
(Delta)

Popular in

July

Cheapest in

April

Average price

$554
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. 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 July 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 8/93:41 pmHHH - BOS
Nonstop2h 35mAmerican Airlines
Sat 8/1612:25 pmBOS - HHH
Nonstop2h 46mAmerican Airlines
Deal found 7/1$231
This Delta deal was found by Cheapflights users on 7/2. 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.
Wed 8/274:02 pmHHH - BOS
1 stop4h 33mDelta
Mon 9/85:15 amBOS - HHH
2 stops10h 07mDelta
Deal found 7/2$254
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Fri 7/412:02 pmHHH - BOS
1 stop4h 27mUnited Airlines
Fri 9/126:00 amBOS - HHH
1 stop5h 25mUnited Airlines
Deal found 7/1$345

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 July 3, 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

Sat 8/9

3:41 pm-6:16 pm

Nonstop2h 35m

Boston Logan Intl

Sat 8/16

12:25 pm-3:11 pm

Nonstop2h 46m

$231

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 8/27

4:02 pm-8:35 pm

1 stop4h 33m

Boston Logan Intl

Mon 9/8

5:15 am-3:22 pm

2 stops10h 07m

$254

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 7/18

12:02 pm-5:48 pm

1 stop5h 46m

Boston Logan Intl

Tue 7/22

6:05 am-11:17 am

1 stop5h 12m

$453

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Thu 7/24

3:58 pm-9:32 pm

1 stop5h 34m

$144

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 7/12

3:33 pm-6:06 pm

Nonstop2h 33m

$154

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Wed 7/9

12:02 pm-5:44 pm

1 stop5h 42m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

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 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 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 July 3, 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.

How much does it cost to fly round-trip from Hilton Head Island to Boston?

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 July 3, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Hilton Head Island to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
7,970 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
8,845 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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
7,970 reviews

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

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 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 $231 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $254 and $453 round-trip. American Airlines is currently priced 43% below the average price you’ll pay for this route.

  • 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 ($154), and United Airlines ($164).

  • 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 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

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Cambridge
Medford
Watertown
Warwick
Seabrook
Waltham
Framingham
Cranston
Randolph
Chestnut Hill
Chelsea
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea
Lincoln
Quincy

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$256Average$423FlexibilityNo cancel feeOn-time71%

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