HHH - BOS

$126 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 5/23. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$237
Typical prices: $408-$318
Delta
Thu 7/30Wed 8/5
HHH - BOS • 1 stop
Cheapest non-stop
$289
American Airlines
Sat 5/23Sat 6/6
HHH - BOS • Non-stop
Nonstop flights
1 day a week
Sat
You can fly direct with American Airlines. Average duration is 2h 38m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Delta
Cheapest • from $237 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Newark (EWR)
Cheapest • Avg $333 (round-trip)
Newark (EWR)
Shortest trip • 4h 26m (one-way)
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 100% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight 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

Thu, Jul 30 - Wed, Aug 5
Delta Logo
4:12 pm - 11:31 pm
HHH
-
BOS
7h 19m
1 stop
Delta Logo
8:00 am - 3:29 pm
BOS
-
HHH
7h 29m
1 stop
$237Delta
Tue, Jun 23 - Tue, Jun 30
Delta Logo
4:15 pm - 11:27 pm
HHH
-
BOS
7h 12m
1 stop
Delta Logo
8:05 am - 3:32 pm
BOS
-
HHH
7h 27m
1 stop
$273Delta
Sat, May 23 - Sat, Jun 6
American Airlines Logo
12:16 pm - 2:54 pm
HHH
-
BOS
2h 38mnonstop
American Airlines Logo
12:10 pm - 3:09 pm
BOS
-
HHH
2h 59mnonstop
$300American Airlines
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
5:46 pm - 11:07 pm
HHH
-
BOS
5h 21m
1 stop
American Airlines Logo
10:09 am - 1:00 pm
BOS
-
HHH
2h 51mnonstop
$302American Airlines
Sat, May 23 - Sat, Jun 6
American Airlines Logo
4:24 pm - 10:14 pm
HHH
-
BOS
5h 50m
1 stop
American Airlines Logo
12:10 pm - 3:09 pm
BOS
-
HHH
2h 59mnonstop
$310American Airlines
Sat, May 23 - Sat, Jun 6
American Airlines Logo
4:24 pm - 10:14 pm
HHH
-
BOS
5h 50m
1 stop
American Airlines Logo
6:00 am - 10:26 am
BOS
-
HHH
4h 26m
1 stop
$320American Airlines
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
5:46 pm - 11:07 pm
HHH
-
BOS
5h 21m
1 stop
American Airlines Logo
7:45 am - 1:40 pm
BOS
-
HHH
5h 55m
1 stop
$322American Airlines
Wed, Jun 3 - Sun, Jun 7
Delta Logo
4:16 pm - 10:25 pm
HHH
-
BOS
6h 09m
1 stop
Delta Logo
5:30 am - 3:32 pm
BOS
-
HHH
10h 02m
2 stops
$325Delta
Sat, May 23 - Sat, Jun 6
American Airlines Logo
12:16 pm - 2:54 pm
HHH
-
BOS
2h 38mnonstop
American Airlines Logo
12:10 pm - 3:09 pm
BOS
-
HHH
2h 59mnonstop
$328American Airlines
Thu, Jun 25 - Thu, Jul 2
Delta Logo
4:15 pm - 8:21 am
HHH
-
BOS
16h 06m
1 stop
Delta Logo
6:00 am - 11:31 am
BOS
-
HHH
5h 31m
1 stop
$330Delta
Booking Insights

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.

How much is a round-trip flight from Hilton Head Island to Boston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Hilton Head Island to Boston departing in July.

What is the cheapest month to fly from Hilton Head Island to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hilton Head Island to Boston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Hilton Head Island to Boston is February, where tickets cost $0 (return) on average. On the other hand, the most expensive months are April and May, where the average cost of round-trip tickets is $585 and $519 respectively.

Can I save money by flying with a layover from Hilton Head Island to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $291, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$126
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 42% 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

  • How many flights are there between Hilton Head Island and Boston per day?

    There is a maximum of 1 nonstop flight a day that takes off from Hilton Head Island and lands in Boston, with an average flight time of 2h 38m. The most common departure time is 12:00 pm and most flights take off in the morning. Each week, there are 1 flights.

  • 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 $126 for a one-way ticket and $237 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?

    Only American Airlines offers 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.
7.1
American AirlinesOverall score based on 11681 reviews
7.9Crew
6.4Food
6.9Entertainment
7.2Comfort
7.5Boarding
Airline reviews

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

10.0 ExcellentStan, Apr 2026
LAX - PHL
Read more American Airlines reviews

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

Flight was fine, but not having WiFi was a major negative

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

Information on your arrival and departure airports

Hilton Head Island (HHH)
Boston (BOS)