When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 25 days in advance, which can save you up to 67% on flights from Caribbean to Boston compared to booking the week you need them. Waiting 25 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $211. For sooner than that we have options available in the next 3 days from $355.
Flights from Caribbean to Boston lean towards being more expensive in July. Prices are generally better when you fly from Caribbean to Boston in October, with the cheapest ticket starting at $90.
When flying from Caribbean to Boston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$121 - $301
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
mar. 6/4
Nonstop4h 21m
Boston Logan Intl
mar. 6/11
Nonstop4h 14m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
mié. 6/12
Nonstop4h 14m
Boston Logan Intl
dom. 6/16
Nonstop4h 14m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
mar. 7/2
Nonstop4h 14m
Boston Logan Intl
mar. 7/9
1 stop10h 18m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
mar. 6/4
2 stops19h 04m
Boston Logan Intl
mar. 6/11
Nonstop4h 14m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
jue. 6/6
Nonstop4h 08m
Boston Logan Intl
mar. 6/11
Nonstop4h 00m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
vie. 7/26
Nonstop4h 20m
Boston Logan Intl
mar. 7/30
Nonstop4h 05m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
jue. 6/13
Nonstop4h 04m
Boston Logan Intl
sáb. 6/15
Nonstop4h 05m
San Juan Luis Munoz Marin IntlBoston Logan Intl
SJU - BOS
SJUBOS
San Juan Luis Munoz Marin Intl
mié. 5/29
1 stop7h 06m
Boston Logan Intl
jue. 5/30
2 stops8h 55m
Santiago de los CaballerosBoston Logan Intl
STI - BOS
STIBOS
Santiago de los Caballeros
mar. 10/1
1 stop7h 49m
Boston Logan Intl
mar. 10/22
1 stop6h 57m
No data available for this route at this time. Please check back soon.
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Food
Comfort
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
22%of flight departures | Early morningMidnight to 6 am |
---|---|
44%of flight departures | Morning6 am to noon |
28%of flight departures | AfternoonNoon to 6 pm |
6%of flight departures | Evening6 pm to midnight |
Cheapflights makes it easy to find Caribbean to Boston flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Millions of users choose and trust Cheapflights to book the best flight deals from Caribbean to Boston for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Users can book flights with no change fees policies with our dedicated filters. Book flights from Caribbean to Boston flexibly with Cheapflights today.
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!