Caribbean Islands

$59+ Cheap flights from Connecticut to Caribbean Islands

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jan 26 — Feb 21
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Caribbean Islands 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 Islands

Discover tips and strategies to find the most affordable flight options for your journey from Connecticut (USCT) to Caribbean Islands (zzEPX). 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 January 21, 2025.

Round-trip from

$97
(Cheapflightsfares)

One-way from

$59
(FlightHub)
From Connecticut to Caribbean Islands
One-way flight from Connecticut to Caribbean Islands

Find flight deals from Connecticut to Caribbean Islands

Cheapest flights from Connecticut to Caribbean Islands
Explore the most affordable flight options available from Connecticut to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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.
Mon 3/171:03 pmEWR - SJU
Nonstop3h 47mFrontier
Thu 3/207:45 amSJU - EWR
Nonstop4h 18mFrontier
Deal found 1/21$97
This FlightHub deal was found by Cheapflights users on 1/20. 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.
Mon 2/36:41 pmEWR - SJU
1 stop13h 40mMultiple Airlines
Wed 2/58:43 amSJU - EWR
Nonstop4h 18mMultiple Airlines
Deal found 1/20$102
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Tue 2/49:00 pmEWR - SJU
1 stop11h 21mSpirit Airlines
Wed 2/125:56 pmSJU - EWR
1 stop16h 25mSpirit Airlines
Deal found 1/20$105
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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.
Tue 6/36:00 amJFK - SJU
Nonstop3h 58mFrontier
Wed 6/116:25 amSJU - JFK
Nonstop4h 07mFrontier
Deal found 1/21$106
This Frontier deal was found by Cheapflights users on 1/19. 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 3/175:25 pmLGA - SJU
1 stop8h 31mFrontier
Tue 3/185:05 amSJU - LGA
1 stop11h 11mFrontier
Deal found 1/19$113
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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 2/36:52 pmLGA - SJU
1 stop13h 29mSpirit Airlines
Wed 2/129:34 pmSJU - LGA
1 stop12h 30mSpirit Airlines
Deal found 1/19$117
This Expedia deal was found by Cheapflights users on 1/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/46:52 pmLGA - SJU
1 stop13h 29mMultiple Airlines
Sat 2/810:42 amSJU - LGA
1 stop7h 18mMultiple Airlines
Deal found 1/21$124
This Delta deal was found by Cheapflights users on 1/21. 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.
Sat 3/86:59 pmJFK - SJU
Nonstop4h 00mDelta
Thu 3/135:55 pmSJU - JFK
Nonstop4h 15mDelta
Deal found 1/21$176
This JetBlue deal was found by Cheapflights users on 1/21. 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 2/227:04 pmEWR - SJU
Nonstop3h 55mJetBlue
Thu 2/279:40 pmSJU - EWR
Nonstop4h 15mJetBlue
Deal found 1/21$176
This JetBlue deal was found by Cheapflights users on 1/20. 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 2/88:45 pmJFK - SJU
Nonstop3h 57mJetBlue
Fri 2/146:45 pmSJU - JFK
Nonstop4h 15mJetBlue
Deal found 1/20$191
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 1/2712:00 pmJFK - SJU
1 stop8h 38mAmerican Airlines
Thu 1/306:00 amSJU - JFK
2 stops9h 30mAmerican Airlines
Deal found 1/20$195
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/32:50 pmLGA - SJU
1 stop6h 32mUnited Airlines
Wed 2/58:10 amSJU - LGA
2 stops12h 02mUnited Airlines
Deal found 1/21$195

Find flights from Connecticut to Caribbean Islands within your budget

Customize your flight search to find flights from Connecticut to Caribbean Islands 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 3/17

1:03 pm-4:50 pm

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Thu 3/20

7:45 am-12:03 pm

Nonstop4h 18m

$97

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 2/24

3:03 pm-11:25 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Wed 2/26

10:31 pm-1:49 am

Nonstop4h 18m

$99

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/3

6:00 am-9:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Wed 6/11

6:25 am-10:32 am

Nonstop4h 07m

$106

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 3/17

5:25 pm-1:56 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Tue 3/18

5:05 am-4:16 pm

1 stop11h 11m

$113

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 2/3

6:52 pm-9:21 am

1 stop13h 29m

San Juan Luis Munoz Marin Intl

Wed 2/12

9:34 pm-9:04 am

1 stop12h 30m

$117

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 2/24

12:53 pm-11:25 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Fri 2/28

9:34 pm-9:49 am

1 stop13h 15m

$119

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 2/4

6:52 pm-9:21 am

1 stop13h 29m

San Juan Luis Munoz Marin Intl

Sat 2/8

10:42 am-5:00 pm

1 stop7h 18m

$124

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 3/8

6:59 pm-11:59 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 3/13

5:55 pm-10:10 pm

Nonstop4h 15m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 2/22

7:04 pm-11:59 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 2/28

9:40 pm-12:55 am

Nonstop4h 15m

$176

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 2/3

1:30 pm-12:04 am

1 stop9h 34m

San Juan Luis Munoz Marin Intl

Thu 2/6

6:15 am-2:30 pm

2 stops9h 15m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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

Best time to book a flight from Connecticut to Caribbean Islands

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

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

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

Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean Islands (average of $254). Flying from Connecticut to Caribbean Islands in March is currently the most expensive (average of $378). 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 EPX?

Find hourly flight availability from Connecticut to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

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

Weekly flight availability from Connecticut to Caribbean Islands

Explore weekly flight availability from Connecticut to Caribbean Islands. 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 January 21, 2025.

The most flights from USCT to zzEPX are scheduled on a Monday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated January 21, 2025.
See what other customers who have flown with Frontier, JetBlue and American Airlines from Connecticut to Caribbean Islands have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

8.0
Very good
8,521 reviews
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

8.0
Very good
154 reviews
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.7
Good
1,662 reviews
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.5
Good
1,849 reviews
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.4
Good
8,985 reviews
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Caribbean Islands. 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 Islands one-way?

    One-way options have recently been found by users for as low as $59 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $67 and United Airlines from $88 one-way.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Connecticut to Caribbean Islands (average of $254). Flying from Connecticut to Caribbean Islands in March is currently the most expensive (average of $378). 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 Islands

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

Top 8 airlines flying from Connecticut to Caribbean Islands

Discover the top 8 airlines that operate flights from Connecticut to Caribbean Islands. 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$402FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$126Average$575FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$193Average$303FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$197Average$538FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$605FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$236Average$754FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$302Average$579FlexibilityNo 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.