HHH - BOS

$179 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 4/14. 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
$309
United Airlines
Thu 7/16Sun 7/19
HHH - BOS • 1 stop
Cheapest non-stop
$500
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 0
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
United Airlines
Cheapest • from $309 (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 $286 (round-trip)
Newark (EWR)
Shortest trip • 4h 26m (one-way)
Insights
Insights
Insights
Insights
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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 16 - Sun, Jul 19
United Airlines Logo
3:05 pm - 11:16 pm
HHH
-
BOS
8h 11m
1 stop
United Airlines Logo
6:00 am - 12:52 pm
BOS
-
HHH
6h 52m
1 stop
$309United Airlines
Wed, Jun 3 - Wed, Jun 10
United Airlines Logo
3:05 pm - 11:16 pm
HHH
-
BOS
8h 11m
1 stop
United Airlines Logo
6:00 am - 12:52 pm
BOS
-
HHH
6h 52m
1 stop
$329United Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
6:39 pm - 11:07 pm
HHH
-
BOS
4h 28m
1 stop
American Airlines Logo
7:47 am - 12:37 pm
BOS
-
HHH
4h 50m
1 stop
$356American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
11:03 am - 3:34 pm
HHH
-
BOS
4h 31m
1 stop
American Airlines Logo
8:07 am - 2:26 pm
BOS
-
HHH
6h 19m
2 stops
$362American Airlines
Thu, Jun 4 - Tue, Jun 9
United Airlines Logo
3:05 pm - 11:16 pm
HHH
-
BOS
8h 11m
1 stop
United Airlines Logo
6:00 am - 2:21 pm
BOS
-
HHH
8h 21m
1 stop
$379United Airlines
Tue, May 19 - Sun, May 24
Delta Logo
4:16 pm - 10:25 pm
HHH
-
BOS
6h 09m
1 stop
Delta Logo
6:30 pm - 11:37 am
BOS
-
HHH
17h 07m
1 stop
$384Delta
Wed, Apr 29 - Wed, May 6
Delta Logo
12:08 pm - 10:26 pm
HHH
-
BOS
10h 18m
2 stops
Delta Logo
6:00 am - 3:20 pm
BOS
-
HHH
9h 20m
2 stops
$387Delta
Sat, May 16 - Tue, May 26
Delta Logo
4:16 pm - 8:21 am
HHH
-
BOS
16h 05m
1 stop
Delta Logo
9:00 pm - 11:37 am
BOS
-
HHH
14h 37m
1 stop
$391Delta
Wed, May 20 - Wed, May 27
Delta Logo
4:05 pm - 10:25 pm
HHH
-
BOS
6h 20m
1 stop
Delta Logo
6:00 am - 11:25 am
BOS
-
HHH
5h 25m
1 stop
$392Delta
Wed, Jun 3 - Wed, Jun 10
United Airlines Logo
3:05 pm - 11:59 pm
HHH
-
BOS
8h 54m
2 stops
United Airlines Logo
7:19 am - 2:21 pm
BOS
-
HHH
7h 02m
1 stop
$393United Airlines
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.

Which airlines provide the cheapest flights from Hilton Head Island to Boston?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Hilton Head Island to Boston were found on United Airlines ($309) and American Airlines ($356).

Which airlines fly non-stop between Hilton Head Island and Boston?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Hilton Head Island to Boston.

There is just one airline that flies from Hilton Head Island to Boston direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is $216.

Find deals

Good to know

Low seasonApril
Cheapest flight$179
Best time to beat the crowds with an average 52% drop in price.
Most popular time to fly with an average 62% 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 $179 for a one-way ticket and $309 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 aircraft models fly most regularly from Hilton Head Island to Boston?

    The Embraer 170 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.

  • 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 11466 reviews
6.9Entertainment
7.2Comfort
6.4Food
7.5Boarding
7.9Crew
Airline reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

2.0 Mediocresteven, Mar 2026
MIA - CLE
Read more American Airlines reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

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)