What airlines fly to Caribbean Islands?

JetBlue, Frontier and American Airlines are the top three most popular airlines that fly to Caribbean Islands from Connecticut according to our data. JetBlue is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 8 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

How long is the flight from Connecticut to Caribbean Islands?

The flight from Connecticut to Caribbean Islands depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Hartford (a popular airport in Connecticut) to Los Angeles (the most popular airport in Caribbean Islands), then the flight time is 7h 39m on average. If you fly from New Haven (another popular airport in Connecticut) to Los Angeles, then the average flight time is 13h 02m.

What is the cheapest airline that flies from Connecticut to Caribbean Islands?

JetBlue, Frontier, and Spirit Airlines are the most popular carriers operating from Connecticut to Caribbean Islands

How many flights depart from Connecticut to Caribbean Islands on average per day?

As of November 2025, there are 85 flights per day flying from Connecticut to Caribbean Islands. The most common time of day flights depart is 9:00AM, with 70% of flights taking off at noon.

How many flights depart from Connecticut to Caribbean Islands on average per week?

600 flights are operational weekly from Connecticut to Caribbean Islands as of November 2025. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.

How many operators does momondo search for flights from Connecticut to Caribbean Islands?

The number of operators available for flights from Connecticut to Caribbean Islands is 12 as of November 2025.

How old do you have to be to fly from Connecticut to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$68 Cheap Flights from Connecticut to Caribbean Islands in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Connecticut to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 am - 3:55 pmJFK-SJU

3h 55mnonstop

7:11 am - 10:05 amSJU-JFK

3h 54mnonstop

$148Frontier

Find Deal

Tue, Nov 25 - Thu, Nov 27

11:00 am - 3:55 pmJFK-SJU

3h 55mnonstop

7:11 am - 10:05 amSJU-JFK

3h 54mnonstop

$149Frontier

Find Deal

Thu, Nov 20 - Sat, Nov 22

10:59 pm - 3:48 amJFK-SJU

3h 49mnonstop

1:44 am - 4:37 amSJU-JFK

3h 53mnonstop

$152JetBlue

Find Deal

Mon, Nov 17 - Thu, Nov 20

6:00 am - 8:27 pmEWR-SJU

13h 27m2 stops

7:10 am - 10:30 amSJU-EWR

4h 20mnonstop

$154Multiple Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

10:00 pm - 3:00 amEWR-SJU

4h 00mnonstop

3:38 pm - 6:58 pmSJU-EWR

4h 20mnonstop

$155JetBlue

Find Deal

Wed, Feb 25 - Fri, Mar 6

6:30 am - 8:27 pmLGA-SJU

12h 57m1 stop

8:00 am - 11:15 pmSJU-LGA

16h 15m1 stop

$156Spirit Airlines

Find Deal

Thu, Nov 20 - Sat, Nov 22

6:00 am - 9:50 pmJFK-SJU

14h 50m1 stop

7:11 am - 10:05 amSJU-JFK

3h 54mnonstop

$157Multiple Airlines

Find Deal

Mon, Nov 24 - Wed, Nov 26

8:53 am - 8:27 pmLGA-SJU

10h 34m1 stop

8:00 am - 11:15 pmSJU-LGA

16h 15m1 stop

$161Spirit Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

7:37 pm - 12:36 amEWR-SJU

3h 59mnonstop

2:05 am - 5:24 amSJU-EWR

4h 19mnonstop

$176United Airlines

Find Deal

Sun, Feb 1 - Mon, Feb 2

7:37 pm - 12:36 amEWR-SJU

3h 59mnonstop

2:05 am - 5:24 amSJU-EWR

4h 19mnonstop

$184United Airlines

Find Deal

Wed, Feb 25 - Mon, Mar 2

JetBlue flights from Connecticut to Caribbean Islands

Our best JetBlue deals on Connecticut to Caribbean Islands flight tickets

JetBlue

Nov 17

JFK10:59 pmNew York John F Kennedy Intl

3h 49m

SJU3:48 amSan Juan Luis Munoz Marin Intl

Nov 20

SJU1:44 amSan Juan Luis Munoz Marin Intl

3h 53m

JFK4:37 amNew York John F Kennedy Intl

$152

Find similar

JetBlue

Feb 25

EWR10:00 pmNewark

4h 00m

SJU3:00 amSan Juan Luis Munoz Marin Intl

Mar 6

SJU3:38 pmSan Juan Luis Munoz Marin Intl

4h 20m

EWR6:58 pmNewark

$155

Find similar

JetBlue

Mar 1

EWR10:00 pmNewark

4h 00m

SJU3:00 amSan Juan Luis Munoz Marin Intl

Mar 7

SJU3:35 pmSan Juan Luis Munoz Marin Intl

4h 20m

EWR6:55 pmNewark

$156

Find similar

Spirit Airlines flights from Connecticut to Caribbean Islands

Our best Spirit Airlines deals on Connecticut to Caribbean Islands flight tickets

Spirit Airlines

Nov 20

LGA6:30 amNew York LaGuardia

12h 57m

1 stop

SJU8:27 pmSan Juan Luis Munoz Marin Intl

Nov 22

SJU8:00 amSan Juan Luis Munoz Marin Intl

16h 15m

1 stop

LGA11:15 pmNew York LaGuardia

$156

Find similar

Spirit Airlines

Nov 20

LGA8:53 amNew York LaGuardia

10h 34m

1 stop

SJU8:27 pmSan Juan Luis Munoz Marin Intl

Nov 24

SJU8:00 amSan Juan Luis Munoz Marin Intl

16h 15m

1 stop

LGA11:15 pmNew York LaGuardia

$161

Find similar

Spirit Airlines

Nov 20

LGA6:00 amNew York LaGuardia

17h 24m

1 stop

SJU12:24 amSan Juan Luis Munoz Marin Intl

Nov 24

SJU8:00 amSan Juan Luis Munoz Marin Intl

16h 15m

1 stop

LGA11:15 pmNew York LaGuardia

$184

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Connecticut to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 11/25

11:00 am-3:55 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Thu 11/27

7:11 am-10:05 am

Nonstop3h 54m

$148

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Thu 11/20

11:00 am-3:55 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 11/22

7:11 am-10:05 am

Nonstop3h 54m

$149

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 11/17

10:59 pm-3:48 am

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

Thu 11/20

1:44 am-4:37 am

Nonstop3h 53m

$152

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 11/20

6:00 am-8:27 pm

2 stops13h 27m

San Juan Luis Munoz Marin Intl

Mon 11/24

7:10 am-10:30 am

Nonstop4h 20m

$154

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 2/25

10:00 pm-3:00 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 3/6

3:38 pm-6:58 pm

Nonstop4h 20m

$155

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 11/20

6:30 am-8:27 pm

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Sat 11/22

8:00 am-11:15 pm

1 stop16h 15m

$156

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 11/24

6:00 am-9:50 pm

1 stop14h 50m

San Juan Luis Munoz Marin Intl

Wed 11/26

7:11 am-10:05 am

Nonstop3h 54m

$157

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 11/20

8:53 am-8:27 pm

1 stop10h 34m

San Juan Luis Munoz Marin Intl

Mon 11/24

8:00 am-11:15 pm

1 stop16h 15m

$161

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 2/1

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Mon 2/2

2:05 am-5:24 am

Nonstop4h 19m

$176

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 2/25

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Mon 3/2

2:05 am-5:24 am

Nonstop4h 19m

$184

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Connecticut to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Connecticut, with most prices found around $230. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Connecticut averaging around $275.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Connecticut to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $305. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $362. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Connecticut to Caribbean Islands in the afternoon for as low as $272. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $402. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Connecticut to Caribbean Islands flight route?

Fly from Tweed-New Haven to San Juan Luis Munoz Marin Intl for the best Connecticut - Caribbean Islands flight prices

What cabin class options are available on Connecticut to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Connecticut to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Connecticut to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Connecticut to Caribbean Islands.

Cheap Connecticut to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Caribbean Islands

Fastest flight time	3h 33m
Direct flights	Every day
Airports in Caribbean Islands	2 airports

The fastest flight from Connecticut to Caribbean Islands takes 3h 33m

Direct flights go from Connecticut to Caribbean Islands every day.

There are 2 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Santiago de los Caballeros (STI)

Search flight deals

When did momondo last update prices for flights from Connecticut to Caribbean Islands?
Prices for flights from Connecticut to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Connecticut to Caribbean Islands?
The number of operators available for flights from Connecticut to Caribbean Islands is 12 as of November 2025.
How old do you have to be to fly from Connecticut to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Connecticut to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Connecticut to Caribbean Islands is Airbus A320-100/200 (22.65% of total bookings). The next most popular plane models are Airbus A220-300 (19.93%), Boeing 737-800 (12.86%), and Boeing 737-800 Passenger/BBJ2 (winglets) (6.03%).

Best airlines flying from Connecticut to Caribbean Islands

Compare and see reviews for airlines that fly from Connecticut to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $98	Free Cancellation	Rating 5.8 3,116 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $100	Free Cancellation	Rating 6.3 8,115 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $110	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
Avelo Airlines	PriceFrom $116	Free Cancellation	Rating 7.5 82 reviews	Search Avelo Airlines flights
JetBlue	PriceFrom $186	Free Cancellation	Rating 7.2 2,907 reviews	Search JetBlue flights
Delta	PriceFrom $197	Free Cancellation	Rating 7.9 8,005 reviews	Search Delta flights
Southwest	PriceFrom $262	Free Cancellation	Rating 8.0 4,240 reviews	Search Southwest flights
American Airlines	PriceFrom $275	Free Cancellation	Rating 7.2 11,042 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Caribbean Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Connecticut to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Connecticut to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Connecticut with this policy.

How can momondo help me find flights from Connecticut to Caribbean Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Connecticut to Caribbean Islands.

I’m not ready to book a flight from Connecticut to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Connecticut are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Fri 12/5

Fri 12/12

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Flights to New Yorkfrom $44

Flights to Londonfrom $320

Flights to Bangkokfrom $507

Flights to Tokyofrom $381

Flights to Los Angelesfrom $49

Flights to Parisfrom $340

Flights to Copenhagenfrom $358

Flights to Istanbulfrom $373

Flights to Manilafrom $521

Flights to Romefrom $321

Flights to Miamifrom $49

Flights to Chicagofrom $54

Cheap flights from Connecticut to Caribbean Islands from $68

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Caribbean Islands departing on 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Connecticut to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Connecticut to Caribbean Islands

Our best JetBlue deals on Connecticut to Caribbean Islands flight tickets

Spirit Airlines flights from Connecticut to Caribbean Islands

Our best Spirit Airlines deals on Connecticut to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Connecticut to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Connecticut to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Connecticut, with most prices found around $230. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Connecticut averaging around $275.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

What is the cheapest Connecticut to Caribbean Islands flight route?

Fly from Tweed-New Haven to San Juan Luis Munoz Marin Intl for the best Connecticut - Caribbean Islands flight prices

What cabin class options are available on Connecticut to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Connecticut to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Connecticut to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Connecticut to Caribbean Islands.

What is the cheapest airline that flies from Connecticut to Caribbean Islands?

JetBlue, Frontier, and Spirit Airlines are the most popular carriers operating from Connecticut to Caribbean Islands

What airlines fly to Caribbean Islands?

How many flights depart from Connecticut to Caribbean Islands on average per day?

As of November 2025, there are 85 flights per day flying from Connecticut to Caribbean Islands. The most common time of day flights depart is 9:00AM, with 70% of flights taking off at noon.

How many flights depart from Connecticut to Caribbean Islands on average per week?

600 flights are operational weekly from Connecticut to Caribbean Islands as of November 2025. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.

How long is the flight from Connecticut to Caribbean Islands?

Cheap Connecticut to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Caribbean Islands

Fastest flight time

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from Connecticut to Caribbean Islands?

How many operators does momondo search for flights from Connecticut to Caribbean Islands?

How old do you have to be to fly from Connecticut to Caribbean Islands?

What documentation or ID do you need to fly to Caribbean Islands?

What is the most popular plane model from Connecticut to Caribbean Islands?

Best airlines flying from Connecticut to Caribbean Islands

Compare and see reviews for airlines that fly from Connecticut to Caribbean Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Caribbean Islands?

Can I find flights from Connecticut to Caribbean Islands with flexible booking policies on momondo?

How can momondo help me find flights from Connecticut to Caribbean Islands?

I’m not ready to book a flight from Connecticut to Caribbean Islands right now. Can momondo alert me if prices change?

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo