HHH - BOS

$114 Find Cheap Flights from Hilton Head Island to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Boston departing on 6/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Boston, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Hilton Head Island to Boston (HHH-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hilton Head Island to Boston

Mon, Jul 14 - Fri, Jul 18
American Airlines Logo
2:45 pm - 8:53 pmHHH-BOS
6h 08m1 stop
American Airlines Logo
8:45 am - 2:15 pmBOS-HHH
5h 30m1 stop
$287American Airlines
Find Deal
Mon, Jul 14 - Fri, Jul 18
American Airlines Logo
2:45 pm - 7:25 pmHHH-BOS
4h 40m1 stop
American Airlines Logo
8:08 am - 4:57 pmBOS-HHH
8h 49m2 stops
$292American Airlines
Find Deal
Mon, Aug 4 - Sun, Aug 10
American Airlines Logo
2:45 pm - 11:01 pmHHH-BOS
8h 16m2 stops
American Airlines Logo
7:28 am - 5:45 pmBOS-HHH
10h 17m2 stops
$297American Airlines
Find Deal
Mon, Jul 14 - Fri, Jul 18
American Airlines Logo
2:45 pm - 10:19 pmHHH-BOS
7h 34m2 stops
American Airlines Logo
8:08 am - 2:15 pmBOS-HHH
6h 07m2 stops
$343American Airlines
Find Deal
Wed, Jul 30 - Thu, Aug 7
American Airlines Logo
2:45 pm - 8:53 pmHHH-BOS
6h 08m1 stop
American Airlines Logo
5:54 am - 11:30 amBOS-HHH
5h 36m1 stop
$357American Airlines
Find Deal
Mon, Jun 30 - Fri, Jul 4
American Airlines Logo
2:45 pm - 9:49 pmHHH-BOS
7h 04m2 stops
American Airlines Logo
5:49 am - 12:27 pmBOS-HHH
6h 38m1 stop
$358American Airlines
Find Deal
Thu, Sep 25 - Fri, Sep 26
United Airlines Logo
12:06 pm - 5:54 pmHHH-BOS
5h 48m1 stop
United Airlines Logo
6:00 am - 11:22 amBOS-HHH
5h 22m1 stop
$403United Airlines
Find Deal
Thu, Jul 17 - Sun, Jul 20
United Airlines Logo
12:02 pm - 4:29 pmHHH-BOS
4h 27m1 stop
United Airlines Logo
5:30 am - 11:17 amBOS-HHH
29h 47m2 stops
$507United Airlines
Find Deal
Tue, Jul 1 - Sat, Jul 5
United Airlines Logo
12:02 pm - 4:29 pmHHH-BOS
4h 27m1 stop
United Airlines Logo
6:05 am - 11:17 amBOS-HHH
5h 12m1 stop
$643United Airlines
Find Deal
Thu, Jul 17 - Sun, Jul 20
Delta Logo
12:05 pm - 10:51 pmHHH-BOS
10h 46m2 stops
Delta Logo
8:00 am - 3:18 pmBOS-HHH
7h 18m2 stops
$959Delta
Find Deal
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KAYAK's insights & trends for Hilton Head Island to Boston flights

Get data-powered insights and trends into flights from Hilton Head Island to Boston to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Hilton Head Island to Boston?

The average price of all round-trip flights from Hilton Head Island to Boston clicked on KAYAK for each day over the last 12 months.

For Hilton Head Island to Boston, Thursday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Boston back to Hilton Head Island, the best deals are generally found on Tuesday, with Thursday being the most expensive.

Good to know

Low seasonApril
High seasonJuly
Cheapest flight$114
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from Hilton Head Island to Boston

When to book flights from Hilton Head Island to Boston

Are your dates flexible? Find out the best times to travel from Hilton Head Island to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Hilton Head Island to Boston

  • What is the cheapest flight from Hilton Head Island to Boston?

    In the last 3 days, the lowest price for a flight from Hilton Head Island to Boston was $114 for a one-way ticket and $287 for a round-trip.

  • Do I need a passport to fly between Hilton Head Island and Boston?

    No

  • Which airports will I be using when flying from Hilton Head Island to Boston?

    When flying out of Hilton Head Island you will be using Hilton Head Island. You will be landing at Boston, also known as Boston Logan Intl.

  • Which airlines offer Wi-Fi service onboard planes from Hilton Head Island to Boston?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Hilton Head Island to Boston flight route.

  • Which aircraft models fly most regularly from Hilton Head Island to Boston?

    The Embraer 175 is the aircraft model that flies most regularly on the Hilton Head Island to Boston flight route.

  • Which airline alliances offer flights from Hilton Head Island to Boston?

    oneworld is the only airline alliance operating flights between Hilton Head Island and Boston.

  • On which days can I fly direct from Hilton Head Island to Boston?

    You can catch a nonstop flight from Hilton Head Island to Boston on on Saturday.

  • How does KAYAK find such low prices on flights from Hilton Head Island to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Hilton Head Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hilton Head Island to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Hilton Head Island with another airline. Booking your flights between Hilton Head Island and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Hilton Head Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Hilton Head Island to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Hilton Head Island to Boston Logan Intl.
Find which airlines fly direct from Hilton Head Island Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Hilton Head Island to Boston Logan Intl

Saturday

American Airlines

American Airlines

See more direct flights

Direct returns

Boston Logan Intl to Hilton Head Island

Saturday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from Hilton Head Island to Boston

 
See real verified KAYAK customer reviews for airlines flying from Hilton Head Island to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hilton Head Island to Boston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
6.5Food
7.2Comfort
8.0Crew
7.5Boarding
6.9Entertainment
Airline reviews

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

8.0 ExcellentVictor, Jun 2025AUS - LAX
Read more American Airlines reviews

Loved the staff, boarding and drink options! Wish the comfort of the seat could have been better nevertheless

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Everything you need to know for your flight from Hilton Head Island to Boston

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