HHH - BOS

$169 Find Cheap Flights from Hilton Head Island to Boston - Compare and Save

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 10/26. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$319
American Airlines
Tue 11/24Fri 11/27
HHH - BOS • 1 stop
Cheapest one-way
$169
Typical prices: $188-$243
American Airlines
Mon 10/26
HHH - BOS • 1 stop
Nonstop flights
1 day a week
Sat
You can fly direct with American Airlines. Average duration is 2h 41m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Delta
Cheapest • from $319 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Charlotte (CLT)
Cheapest • Avg $355 (round-trip)
Charlotte (CLT)
Shortest trip • 5h 00m (one-way)
Insights
Insights
Insights
Insights
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

Tue, Nov 24 - Fri, Nov 27
American Airlines Logo
5:54 pm - 11:07 pm
HHH
-
BOS
5h 13m
1 stop
American Airlines Logo
10:12 am - 5:07 pm
BOS
-
HHH
6h 55m
1 stop
$319American Airlines
Wed, Sep 2 - Sun, Sep 6
Delta Logo
4:18 pm - 9:47 pm
HHH
-
BOS
5h 29m
1 stop
Delta Logo
7:00 am - 11:34 am
BOS
-
HHH
4h 34m
1 stop
$319Delta
Thu, Sep 17 - Sun, Sep 20
United Airlines Logo
2:48 pm - 11:30 pm
HHH
-
BOS
8h 42m
1 stop
United Airlines Logo
7:05 am - 2:03 pm
BOS
-
HHH
6h 58m
1 stop
$319United Airlines
Wed, Sep 2 - Mon, Sep 7
Delta Logo
12:15 pm - 6:10 pm
HHH
-
BOS
5h 55m
1 stop
Delta Logo
7:00 am - 11:34 am
BOS
-
HHH
4h 34m
1 stop
$319Delta
Tue, Sep 1 - Tue, Sep 8
Delta Logo
12:15 pm - 6:10 pm
HHH
-
BOS
5h 55m
1 stop
Delta Logo
8:00 am - 3:27 pm
BOS
-
HHH
7h 27m
1 stop
$319Delta
Tue, Sep 1 - Sun, Sep 6
Delta Logo
4:18 pm - 10:36 pm
HHH
-
BOS
6h 18m
1 stop
Delta Logo
7:55 am - 3:32 pm
BOS
-
HHH
7h 37m
1 stop
$319Delta
Tue, Sep 1 - Mon, Sep 7
Delta Logo
4:18 pm - 10:36 pm
HHH
-
BOS
6h 18m
1 stop
Delta Logo
7:00 am - 11:34 am
BOS
-
HHH
4h 34m
1 stop
$319Delta
Wed, Sep 2 - Tue, Sep 8
Delta Logo
12:15 pm - 7:35 pm
HHH
-
BOS
7h 20m
1 stop
Delta Logo
8:00 am - 3:27 pm
BOS
-
HHH
7h 27m
1 stop
$319Delta
Sun, Sep 13 - Sun, Sep 20
American Airlines Logo
6:29 pm - 11:00 pm
HHH
-
BOS
4h 31m
1 stop
American Airlines Logo
6:00 am - 11:18 am
BOS
-
HHH
5h 18m
1 stop
$324American Airlines
Tue, Sep 1 - Tue, Sep 8
Delta Logo
12:15 pm - 10:36 pm
HHH
-
BOS
10h 21m
2 stops
Delta Logo
8:00 am - 3:27 pm
BOS
-
HHH
7h 27m
1 stop
$324Delta
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.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $428 on average.

Find deals

Good to know

Cheapest flight

$169
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 41m. The most common departure time is 1:00 pm and most flights take off in the afternoon. Each week, there are 1 flights.

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

    In the last 5 days, the lowest price for a flight from Hilton Head Island to Boston was $169 for a one-way ticket and $319 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 11845 reviews
7.5Boarding
7.2Comfort
6.8Entertainment
7.9Crew
6.4Food
Airline reviews

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

8.0 ExcellentMargaret, Jul 2026
MIA - BOS
Read more American Airlines reviews

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

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)