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

Frontier, JetBlue, 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 September 2025, there are 91 flights per day flying from Connecticut to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 58% of flights taking off at noon.

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 46% 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 many flights depart from Connecticut to Caribbean Islands on average per week?

641 flights are operational weekly from Connecticut to Caribbean Islands as of September 2025. The most popular departure day for this route is Thu, with 19% 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 September 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.

$77 Cheap Flights from Connecticut to Caribbean Islands in 2025/26

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Find the cheapest flights from Connecticut to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:00 am - 9:56 amJFK-SJU

3h 56mnonstop

9:26 pm - 1:25 amSJU-JFK

3h 59mnonstop

$131Frontier

Find Deal

Sun, Sep 28 - Sat, Oct 4

11:30 am - 3:24 pmJFK-SJU

3h 54mnonstop

9:00 am - 1:03 pmSJU-JFK

4h 03mnonstop

$132Frontier

Find Deal

Fri, Oct 24 - Sat, Nov 1

10:00 pm - 1:58 amEWR-SJU

3h 58mnonstop

2:49 am - 11:35 amSJU-EWR

8h 46m1 stop

$151Multiple Airlines

Find Deal

Wed, Oct 1 - Tue, Oct 7

2:00 pm - 1:44 amEWR-SJU

11h 44m1 stop

4:51 pm - 9:04 pmSJU-EWR

4h 13mnonstop

$154Multiple Airlines

Find Deal

Wed, Oct 8 - Wed, Oct 15

6:15 am - 10:10 amEWR-SJU

3h 55mnonstop

5:00 pm - 9:04 pmSJU-EWR

4h 04mnonstop

$165JetBlue

Find Deal

Mon, Oct 20 - Thu, Oct 23

7:05 am - 12:01 pmJFK-SJU

3h 56mnonstop

1:59 am - 5:00 amSJU-JFK

4h 01mnonstop

$175JetBlue

Find Deal

Sun, Feb 22 - Fri, Feb 27

6:30 am - 2:11 pmLGA-SJU

7h 41m1 stop

2:49 am - 9:00 amSJU-LGA

6h 11m1 stop

$187Spirit Airlines

Find Deal

Thu, Oct 2 - Mon, Oct 6

6:30 am - 4:23 pmLGA-SJU

8h 53m1 stop

6:00 am - 11:09 pmSJU-LGA

18h 09m1 stop

$197Spirit Airlines

Find Deal

Sat, Nov 8 - Sat, Nov 15

6:00 am - 12:17 pmLGA-SJU

6h 17m1 stop

7:10 am - 4:11 pmSJU-LGA

9h 01m1 stop

$205United Airlines

Find Deal

Mon, Oct 27 - Wed, Oct 29

6:00 am - 12:34 pmLGA-SJU

6h 34m1 stop

4:55 pm - 11:43 pmSJU-LGA

6h 48m1 stop

$213United Airlines

Find Deal

Mon, Oct 20 - Wed, Oct 22

JetBlue flights from Connecticut to Caribbean Islands

Our best JetBlue deals on Connecticut to Caribbean Islands flight tickets

JetBlue

Oct 20

EWR6:15 amNewark

3h 55m

SJU10:10 amSan Juan Luis Munoz Marin Intl

Oct 23

SJU5:00 pmSan Juan Luis Munoz Marin Intl

4h 04m

EWR9:04 pmNewark

$165

Find similar

JetBlue

Feb 22

JFK7:05 amNew York John F Kennedy Intl

3h 56m

SJU12:01 pmSan Juan Luis Munoz Marin Intl

Feb 27

SJU1:59 amSan Juan Luis Munoz Marin Intl

4h 01m

JFK5:00 amNew York John F Kennedy Intl

$175

Find similar

JetBlue

Oct 3

JFK8:40 pmNew York John F Kennedy Intl

4h 07m

SJU12:47 amSan Juan Luis Munoz Marin Intl

Oct 10

SJU9:25 pmSan Juan Luis Munoz Marin Intl

3h 51m

JFK1:16 amNew York John F Kennedy Intl

$176

Find similar

United Airlines flights from Connecticut to Caribbean Islands

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

United Airlines

Oct 27

LGA6:00 amNew York LaGuardia

6h 17m

1 stop

SJU12:17 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU7:10 amSan Juan Luis Munoz Marin Intl

9h 01m

1 stop

LGA4:11 pmNew York LaGuardia

$205

Find similar

United Airlines

Sep 30

EWR9:44 amNewark

4h 01m

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Oct 2

SJU1:05 amSan Juan Luis Munoz Marin Intl

4h 10m

EWR5:15 amNewark

$206

Find similar

United Airlines

Oct 20

LGA6:00 amNew York LaGuardia

6h 34m

1 stop

SJU12:34 pmSan Juan Luis Munoz Marin Intl

Oct 22

SJU4:55 pmSan Juan Luis Munoz Marin Intl

6h 48m

1 stop

LGA11:43 pmNew York LaGuardia

$213

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

Sun 9/28

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 10/4

9:26 pm-1:25 am

Nonstop3h 59m

$131

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 10/24

11:30 am-3:24 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 11/1

9:00 am-1:03 pm

Nonstop4h 03m

$132

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 10/1

10:00 pm-1:58 am

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Tue 10/7

2:49 am-11:35 am

1 stop8h 46m

$151

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 10/8

2:00 pm-1:44 am

1 stop11h 44m

San Juan Luis Munoz Marin Intl

Wed 10/15

4:51 pm-9:04 pm

Nonstop4h 13m

$154

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 10/20

6:15 am-10:10 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:00 pm-9:04 pm

Nonstop4h 04m

$165

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 2/22

7:05 am-12:01 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Fri 2/27

1:59 am-5:00 am

Nonstop4h 01m

$175

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 10/2

6:30 am-2:11 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Mon 10/6

2:49 am-9:00 am

1 stop6h 11m

$187

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 11/8

6:30 am-4:23 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:00 am-11:09 pm

1 stop18h 09m

$197

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 10/27

6:00 am-12:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:10 am-4:11 pm

1 stop9h 01m

$205

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 10/20

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 10/22

4:55 pm-11:43 pm

1 stop6h 48m

$213

Flights are sorted by cheapest round-trip flights first.

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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 $221. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Connecticut averaging around $261.

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 $296. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $343. 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 $259. 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 $384. 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	3 airports

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

Direct flights go from Connecticut to Caribbean Islands every day.

There are 3 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)

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 September 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 (23.34% of total bookings). The next most popular plane models are Airbus A220-300 (18.41%), Boeing 737-800 (13.83%), and Boeing 737-800 Passenger/BBJ2 (winglets) (6.02%).

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 $72	Free Cancellation	Rating 5.8 3,171 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $100	Free Cancellation	Rating 6.3 8,030 reviews	Search Spirit Airlines flights
Avelo Airlines	PriceFrom $116	Free Cancellation	Rating 7.5 78 reviews	Search Avelo Airlines flights
JetBlue	PriceFrom $170	Free Cancellation	Rating 7.2 2,911 reviews	Search JetBlue flights
Delta	PriceFrom $197	Free Cancellation	Rating 7.9 7,964 reviews	Search Delta flights
United Airlines	PriceFrom $228	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
Southwest	PriceFrom $262	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
American Airlines	PriceFrom $277	Free Cancellation	Rating 7.2 10,000 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.

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Popular cities in Caribbean Islands

Flights to New Yorkfrom $49

Flights to Londonfrom $333

Flights to Bangkokfrom $508

Flights to Tokyofrom $374

Flights to Los Angelesfrom $49

Flights to Parisfrom $357

Flights to Copenhagenfrom $370

Flights to Istanbulfrom $382

Flights to Manilafrom $523

Flights to Romefrom $334

Flights to Miamifrom $49

Flights to Chicagofrom $47

Cheap flights from Connecticut to Caribbean Islands from $77

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 9/25. 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

United Airlines flights from Connecticut to Caribbean Islands

Our best United 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 $221. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Connecticut averaging around $261.

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?

Frontier, JetBlue, 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 September 2025, there are 91 flights per day flying from Connecticut to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 58% of flights taking off at noon.

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

641 flights are operational weekly from Connecticut to Caribbean Islands as of September 2025. The most popular departure day for this route is Thu, with 19% of flights per week taking off on this day.

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