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$58+ Cheap flights from Caribbean to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BOS
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Caribbean to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$94
(Cheapflightsfares)

One-way from

$58
(Frontier)
From Caribbean to Boston Logan Intl
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One-way flight from Caribbean to Boston Logan Intl
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Find flight deals from Caribbean to Boston

Cheapest flights from Caribbean to Boston
Explore the most affordable flight options available from Caribbean to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This eDestinos deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/222:32 amSJU - BOS
1 stop8h 26mSpirit Airlines
Fri 1/318:29 pmBOS - SJU
1 stop17h 01mSpirit Airlines
Deal found 12/21$135
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:00 amSJU - BOS
Nonstop4h 26mFrontier
Thu 1/912:05 pmBOS - SJU
1 stop11h 30mFrontier
Deal found 12/21$158
This eDestinos deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/222:32 amSJU - BOS
1 stop8h 26mMultiple Airlines
Sat 1/412:55 pmBOS - SJU
1 stop21h 55mMultiple Airlines
Deal found 12/21$159
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/281:59 pmPUJ - BOS
1 stop11h 31mFrontier
Sun 1/1910:03 amBOS - PUJ
1 stop6h 29mFrontier
Deal found 12/21$238
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/252:01 pmSTT - BOS
1 stop11h 49mDelta
Wed 1/16:05 amBOS - STT
1 stop6h 34mDelta
Deal found 12/21$274
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/251:30 pmSTT - BOS
2 stops19h 59mAmerican Airlines
Wed 1/16:03 amBOS - STT
1 stop8h 12mAmerican Airlines
Deal found 12/21$284
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/263:13 amSJU - BOS
1 stop9h 02mDelta
Tue 12/318:00 amBOS - SJU
Nonstop4h 05mDelta
Deal found 12/21$293
This Cheapflightsfares deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2511:04 amSDQ - BOS
1 stop13h 46mSpirit Airlines
Tue 12/3110:34 amBOS - SDQ
1 stop6h 17mSpirit Airlines
Deal found 12/21$347
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:18 amSJU - BOS
2 stops10h 58mAmerican Airlines
Thu 1/26:00 pmBOS - SJU
1 stop10h 10mAmerican Airlines
Deal found 12/21$347
This FlightHub deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/281:48 pmSDQ - BOS
1 stop18h 45mFrontier
Wed 1/16:00 amBOS - SDQ
1 stop27h 41mFrontier
Deal found 12/21$348
This Kiwi.com deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2811:04 amSDQ - BOS
1 stop13h 46mMultiple Airlines
Sun 1/512:43 pmBOS - SDQ
1 stop23h 42mMultiple Airlines
Deal found 12/21$354
This JetBlue deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/219:10 pmSJU - BOS
Nonstop4h 14mJetBlue
Tue 1/76:55 pmBOS - SJU
Nonstop3h 59mJetBlue
Deal found 12/21$363

Find flights from Caribbean to Boston within your budget

Customize your flight search to find flights from Caribbean to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 2/14

6:00 am-9:18 am

Nonstop4h 18m

Boston Logan Intl

Thu 2/20

11:18 am-4:15 pm

Nonstop3h 57m

$94

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 1/15

6:14 am-3:27 pm

1 stop10h 13m

Boston Logan Intl

Sun 1/19

6:25 am-2:30 pm

1 stop7h 05m

$113

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 1/22

6:14 am-3:27 pm

1 stop10h 13m

Boston Logan Intl

Sun 1/26

10:03 am-3:07 pm

Nonstop4h 04m

$117

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Thu 1/16

11:51 am-11:32 pm

1 stop12h 41m

Boston Logan Intl

Thu 1/23

7:40 pm-10:46 am

1 stop14h 06m

$146

Punta CanaBoston

PUJ - BOS

PUJBOS

Punta Cana

Mon 2/10

3:32 pm-9:03 am

1 stop18h 31m

Boston Logan Intl

Thu 2/20

11:18 am-1:14 pm

1 stop24h 56m

$229

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 1/23

6:00 am-5:25 pm

1 stop12h 25m

Boston Logan Intl

Sat 1/25

12:59 pm-12:04 am

2 stops10h 05m

$232

KingstonBoston

KIN - BOS

KINBOS

Kingston Norman Manley

Fri 2/7

2:38 pm-11:32 pm

1 stop8h 54m

Boston Logan Intl

Fri 2/21

8:16 pm-12:09 pm

1 stop15h 53m

$254

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Fri 1/17

1:16 pm-11:32 pm

1 stop10h 16m

Boston Logan Intl

Sun 1/19

7:40 pm-12:10 pm

1 stop16h 30m

$255

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Wed 3/5

3:26 am-6:35 am

Nonstop4h 09m

Boston Logan Intl

Mon 3/10

7:35 pm-11:33 pm

Nonstop3h 58m

$263

OranjestadBoston

AUA - BOS

AUABOS

Oranjestad Reina Beatrix

Thu 1/16

4:45 pm-11:32 pm

1 stop7h 47m

Boston Logan Intl

Sat 1/25

6:00 am-3:40 pm

1 stop8h 40m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Caribbean to Boston

Get recent, data-driven insights about flights from Caribbean to Boston including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean to Boston?

Currently, January is the cheapest month in which you can book a flight from Caribbean to Boston (average of $218). Flying from Caribbean to Boston in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CB to BOS?

Find hourly flight availability from Caribbean to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

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.

Weekly flight availability from Caribbean to Boston

Explore weekly flight availability from Caribbean to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 22, 2024.

The most flights from 0CB to BOS are scheduled on a Friday (22 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (14 on average).

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated December 22, 2024.
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,537 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,713 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,265 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Boston from Caribbean?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Boston from Caribbean.

  • What are the cheapest airlines to fly from Caribbean to Boston one-way?

    One-way options have recently been found by users for as low as $58 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $62 and American Airlines from $116 one-way.

  • What are the most popular routes from Caribbean to Boston?

    When deciding which route to take from Caribbean to Boston consider San Juan Luis Munoz Marin Intl - Boston Logan Intl, Santo Domingo Las Americas - Boston Logan Intl or Santiago de los Caballeros - Boston Logan Intl as they are the most popular.

  • What are the most reliable airlines from Caribbean to Boston?

    The top 3 most reliable airlines when flying from Caribbean to Boston are Delta (93%), KLM (92%) and Aer Lingus (84%).

  • What are the cheapest flights from Caribbean to Boston?

    On average you can expect to pay $191 for a flight from Caribbean to Boston. The cheapest flight overall is $62 while the most popular route, (San Juan Luis Munoz Marin Intl - Boston Logan Intl) is currently priced at $90.

  • Can I find deals for flights from Caribbean to Boston that include hotel bookings?

    Yes. In addition to deals on Caribbean to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Boston.

  • Can I find deals for business class flights from Caribbean to Boston?

    Yes. Cheapflights offers flight deals from Caribbean to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Boston?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Boston (average of $218). Flying from Caribbean to Boston in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Caribbean to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Caribbean to Boston

Discover the top 7 airlines that operate flights from Caribbean to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$137FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$82Average$305FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$123Average$456FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$404FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$207Average$408FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$215Average$428FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$237Average$457FlexibilityNo cancel feeOn-time71%
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