HHH - BOS

$194 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 9/9. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$299
Typical prices: $411-$389
American Airlines
Sat 7/4Fri 7/10
HHH - BOS • Non-stop
Cheapest one-way
$194
Typical prices: $190-$227
Delta
Wed 9/9
HHH - BOS • 1 stop
Nonstop flights
1 day a week
Sat
You can fly direct with American Airlines. Average duration is 2h 36m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $299 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $338 (round-trip)
Shortest trip • 4h 53m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
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

Sat, Jul 4 - Fri, Jul 10
American Airlines Logo
2:56 pm - 5:32 pm
HHH
-
BOS
2h 36mnonstop
American Airlines Logo
7:00 am - 2:16 pm
BOS
-
HHH
7h 16m
1 stop
$299American Airlines
Tue, Jul 28 - Tue, Aug 4
Delta Logo
4:14 pm - 11:31 pm
HHH
-
BOS
7h 17m
1 stop
Delta Logo
7:55 am - 3:32 pm
BOS
-
HHH
7h 37m
1 stop
$309Delta
Tue, Jul 14 - Tue, Jul 21
Delta Logo
12:11 pm - 8:00 pm
HHH
-
BOS
7h 49m
2 stops
Delta Logo
6:00 am - 11:24 am
BOS
-
HHH
5h 24m
1 stop
$314Delta
Tue, Jul 14 - Tue, Jul 21
Delta Logo
12:11 pm - 10:44 pm
HHH
-
BOS
10h 33m
2 stops
Delta Logo
7:00 am - 3:29 pm
BOS
-
HHH
8h 29m
2 stops
$319Delta
Tue, Jul 28 - Tue, Aug 4
Delta Logo
12:11 pm - 9:39 pm
HHH
-
BOS
9h 28m
2 stops
Delta Logo
6:05 am - 3:32 pm
BOS
-
HHH
9h 27m
2 stops
$334Delta
Thu, Oct 1 - Wed, Oct 14
American Airlines Logo
6:29 pm - 11:00 pm
HHH
-
BOS
4h 31m
1 stop
American Airlines Logo
5:57 am - 10:13 am
BOS
-
HHH
4h 16m
1 stop
$347American Airlines
Fri, Jul 10 - Sun, Jul 12
American Airlines Logo
11:47 am - 6:04 pm
HHH
-
BOS
6h 17m
1 stop
American Airlines Logo
6:05 am - 11:17 am
BOS
-
HHH
5h 12m
1 stop
$349American Airlines
Fri, Sep 4 - Mon, Sep 7
Delta Logo
4:18 pm - 9:47 pm
HHH
-
BOS
5h 29m
1 stop
Delta Logo
6:05 am - 3:32 pm
BOS
-
HHH
9h 27m
2 stops
$359Delta
Thu, Nov 5 - Sun, Nov 8
American Airlines Logo
2:51 pm - 8:54 pm
HHH
-
BOS
6h 03m
1 stop
American Airlines Logo
7:30 am - 2:19 pm
BOS
-
HHH
6h 49m
1 stop
$367American Airlines
Tue, Jul 28 - Thu, Aug 6
American Airlines Logo
2:48 pm - 10:33 pm
HHH
-
BOS
7h 45m
2 stops
American Airlines Logo
9:16 am - 4:38 pm
BOS
-
HHH
7h 22m
1 stop
$378American 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.

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.

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 $580 on average.

Good to know

Low seasonSeptember
Cheapest flight$194
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 43% 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 5 days, the lowest price for a flight from Hilton Head Island to Boston was $194 for a one-way ticket and $299 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 11660 reviews
6.8Entertainment
7.5Boarding
7.2Comfort
6.4Food
7.9Crew
Airline reviews

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

2.0 MediocreKimberly, Jun 2026
RDU - DFW
Read more American Airlines reviews

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

Another uncoordinated American experience. Always surprises me at DFW for them of all places. Have to take this flight as there are no other good time options. We knew from the start that something was wrong, but the pilot wouldn't tell us. I just watched my Kayak app grow the delay by 10 minutes as it went to 3.5 hours. They were uncoordinated with maintenance (as maintenance, when finally arriving, knew within 15 minutes the plane wasn't going. No 'sorry' or 'this is what is going on' comment. The pilot seemed unfazed / didn't care about the process we were going through.

The seats. The seat in front of me was awful and when the guy sat down, it flew back and hit my head when I was putting my backpack under the seat, It didn't make for a pleasant experience,

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

The gate experience at LAX was abysmal (same for the arrival experience two days prior). Despite the LAX -> SAT schedule of two flights daily, our departure gate was at a smaller hub that we had to be bussed to from Terminal 4. Fortunately, I arrived at LAX extra early and had time to spare, but if I had not known, I might have missed my flight. I looked at the LAX airport map in the AA app and there was no indication of the additional boarding process. Lastly the gate area we were bussed to was crowded with limited food and beverage options. On flight, the fight attendant was hospitable and attentive, the flight was smooth, and AA's free (and working) wifi for AA members were all on the positive side.

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

Information on your arrival and departure airports