Caribbean

$77+ Cheap flights from Connecticut to Caribbean

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Dec 23 — Dec 301
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Connecticut to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Connecticut (USCT) to Caribbean (0CB). 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 18, 2024.

Round-trip from

$134
(CheapOair)

One-way from

$77
(eDestinos)
From Connecticut to Caribbean
One-way flight from Connecticut to Caribbean

Find flight deals from Connecticut to Caribbean

Cheapest flights from Connecticut to Caribbean
Explore the most affordable flight options available from Connecticut to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Mon 12/306:00 amJFK - SJU
Nonstop3h 57mFrontier
Thu 1/309:26 pmSJU - JFK
Nonstop4h 14mFrontier
Deal found 12/17$142
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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.
Mon 12/306:00 amEWR - SJU
Nonstop3h 58mFrontier
Thu 1/308:43 amSJU - EWR
Nonstop4h 18mFrontier
Deal found 12/16$171
This FlightHub deal was found by Cheapflights users on 12/17. 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.
Wed 12/184:30 pmEWR - SJU
1 stop16h 17mMultiple Airlines
Wed 12/258:45 amSJU - EWR
Nonstop4h 15mMultiple Airlines
Deal found 12/17$195
This Trip.com deal was found by Cheapflights users on 12/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:00 amLGA - SJU
1 stop17h 41mFrontier
Sun 2/163:54 amSJU - LGA
1 stop7h 06mFrontier
Deal found 12/16$226
This JetBlue Airways deal was found by Cheapflights users on 12/18. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/289:55 pmJFK - SJU
Nonstop3h 50mJetBlue
Fri 1/34:19 amSJU - JFK
Nonstop4h 06mJetBlue
Deal found 12/18$237
This JetBlue Airways deal was found by Cheapflights users on 12/18. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/273:00 pmEWR - SJU
Nonstop3h 48mJetBlue
Sun 1/57:20 pmSJU - EWR
Nonstop4h 19mJetBlue
Deal found 12/18$237
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/3010:00 pmEWR - SJU
1 stop18h 53mSpirit Airlines
Thu 1/307:00 amSJU - EWR
1 stop17h 16mSpirit Airlines
Deal found 12/17$243
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/309:05 pmLGA - SJU
1 stop21h 31mMultiple Airlines
Thu 1/306:55 pmSJU - LGA
1 stop16h 05mMultiple Airlines
Deal found 12/17$288
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:41 pmEWR - SJU
Nonstop3h 55mUnited Airlines
Sun 1/122:05 amSJU - EWR
Nonstop4h 17mUnited Airlines
Deal found 12/17$299
This Frontier deal was found by Cheapflights users on 12/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:00 amJFK - PUJ
1 stop9h 20mFrontier
Sat 1/186:37 pmPUJ - JFK
1 stop7h 03mFrontier
Deal found 12/18$312
This Delta deal was found by Cheapflights users on 12/18. 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.
Sat 12/289:15 pmJFK - SJU
Nonstop4h 03mDelta
Mon 12/307:00 amSJU - JFK
Nonstop4h 09mDelta
Deal found 12/18$325
This eDestinos deal was found by Cheapflights users on 12/17. 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.
Wed 12/258:25 pmLGA - SJU
1 stop12h 22mSpirit Airlines
Wed 1/158:40 pmSJU - LGA
1 stop13h 24mSpirit Airlines
Deal found 12/17$338

Find flights from Connecticut to Caribbean within your budget

Customize your flight search to find flights from Connecticut to Caribbean 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 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 1/18

11:04 am-11:57 pm

1 stop11h 53m

San Juan Luis Munoz Marin Intl

Sat 1/25

9:26 pm-12:40 am

Nonstop4h 14m

$134

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/11

6:00 am-10:47 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Wed 2/19

8:45 am-12:03 pm

Nonstop4h 18m

$135

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 1/21

7:00 am-9:50 pm

1 stop13h 50m

San Juan Luis Munoz Marin Intl

Wed 1/29

9:37 pm-12:55 am

Nonstop4h 18m

$136

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Fri 1/24

5:00 pm-2:19 am

1 stop8h 19m

San Juan Luis Munoz Marin Intl

Sat 1/25

10:42 am-5:00 pm

1 stop7h 18m

$136

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 1/14

7:00 am-9:50 pm

1 stop13h 50m

San Juan Luis Munoz Marin Intl

Wed 1/15

8:40 pm-9:01 am

1 stop13h 21m

$143

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 2/19

7:05 am-5:19 pm

1 stop9h 14m

San Juan Luis Munoz Marin Intl

Wed 2/26

7:59 pm-11:30 am

1 stop16h 31m

$144

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 1/8

4:30 pm-9:21 am

1 stop15h 51m

San Juan Luis Munoz Marin Intl

Wed 1/15

8:40 pm-9:04 am

1 stop13h 24m

$146

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 1/9

10:59 pm-3:50 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Mon 1/13

1:55 am-5:01 am

Nonstop4h 06m

$225

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 2/8

6:35 pm-11:34 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 2/11

12:44 pm-4:04 pm

Nonstop4h 20m

$231

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 2/4

5:25 am-5:30 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Sat 2/8

6:15 am-10:29 pm

1 stop17h 14m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Connecticut to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Connecticut 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 Connecticut to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean (average of $254). Flying from Connecticut to Caribbean in March is currently the most expensive (average of $334). 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 CT to CB?

Find hourly flight availability from Connecticut to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Caribbean as you normally would.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated December 18, 2024.
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

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.

8.1
Very good
4,848 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

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.

8.1
Very good
159 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

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.

8.0
Very good
8,604 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

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.

8.0
Very good
9,552 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

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.

7.8
Good
1,349 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

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 Connecticut to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Connecticut to Caribbean one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $77. Users have also found prices from $78 and $113 on Frontier and JetBlue, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut to Caribbean 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 Connecticut to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean (average of $254). Flying from Connecticut to Caribbean in March is currently the most expensive (average of $334). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Connecticut to Caribbean

Discover the top 8 airlines that operate flights from Connecticut to Caribbean. 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 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$261FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$397FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$126Average$538FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$195Average$314FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$533FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$602FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$226Average$748FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$294Average$577FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.