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

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

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

As of February 2026, 84 flights take off from Connecticut and land in Caribbean each day. The most common flight departure time for this route is 5:00PM, with 54% of daily flights taking off at noon.

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

The number of flights available between Connecticut and Caribbean is 594 per week as of February 2026. The most frequent departure day is Mon, with 19% of weekly flights leaving on this day.

What airlines fly to Caribbean?

JetBlue, Frontier and American Airlines are the top three most popular airlines that fly to Caribbean from Connecticut according to our data. JetBlue is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 8 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Connecticut to Caribbean were last updated today.

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

The number of operators available for flights from Connecticut to Caribbean is 12 as of February 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Connecticut to Caribbean.

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

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$62 Cheap Flights from Connecticut to Caribbean in 2026

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:29 am - 10:26 am

JFK

SJU

3h 57mnonstop

1:21 am - 5:30 am

SJU

JFK

4h 09mnonstop

$149Frontier

Mon, Apr 27 - Wed, May 6

6:00 am - 3:31 pm

LGA

SJU

8h 31m

1 stop

11:03 am - 7:00 pm

SJU

LGA

7h 57m

1 stop

$150Spirit Airlines

Mon, Feb 23 - Thu, Mar 12

9:55 am - 11:09 pm

LGA

SJU

12h 14m

1 stop

7:05 am - 3:59 pm

SJU

LGA

9h 54m

1 stop

$153Multiple Airlines

Tue, Feb 24 - Sat, Feb 28

5:59 am - 3:07 pm

EWR

SJU

8h 08m

1 stop

4:45 pm - 9:00 pm

SJU

EWR

4h 15mnonstop

$158Multiple Airlines

Wed, Mar 4 - Tue, Mar 10

1:05 am - 5:31 am

EWR

SDQ

4h 26mnonstop

5:30 am - 9:50 am

SDQ

EWR

4h 20mnonstop

$275Arajet

Sat, Mar 14 - Tue, Mar 17

11:59 pm - 5:25 am

EWR

SDQ

4h 26mnonstop

7:10 pm - 11:30 pm

SDQ

EWR

4h 20mnonstop

$276Arajet

Wed, Mar 4 - Fri, Mar 13

1:15 pm - 5:11 pm

JFK

PUJ

3h 56mnonstop

11:37 am - 11:08 pm

PUJ

JFK

11h 31m

1 stop

$276JetBlue

Tue, Mar 17 - Wed, Mar 18

6:59 am - 10:53 am

JFK

PUJ

3h 54mnonstop

11:54 am - 4:04 pm

PUJ

JFK

4h 10mnonstop

$282American Airlines

Mon, Mar 23 - Tue, Mar 31

1:15 pm - 5:11 pm

JFK

PUJ

3h 56mnonstop

6:16 pm - 10:26 pm

PUJ

JFK

4h 10mnonstop

$283JetBlue

Tue, Mar 17 - Tue, Mar 24

7:00 am - 10:54 am

JFK

PUJ

3h 54mnonstop

11:54 am - 4:06 pm

PUJ

JFK

4h 12mnonstop

$284American Airlines

Sat, Jun 6 - Wed, Jun 10

Spirit Airlines flights from Connecticut to Caribbean

Our best Spirit Airlines deals on Connecticut to Caribbean flight tickets

Spirit Airlines

Feb 23

LGA6:00 amNew York LaGuardia

8h 31m

1 stop

SJU3:31 pmSan Juan Luis Munoz Marin Intl

Mar 12

SJU11:03 amSan Juan Luis Munoz Marin Intl

7h 57m

1 stop

LGA7:00 pmNew York LaGuardia

$150

Spirit Airlines

Feb 22

LGA9:55 amNew York LaGuardia

12h 14m

1 stop

SJU11:09 pmSan Juan Luis Munoz Marin Intl

Feb 25

SJU11:52 amSan Juan Luis Munoz Marin Intl

8h 08m

1 stop

LGA7:00 pmNew York LaGuardia

$152

Spirit Airlines

Mar 4

LGA8:00 amNew York LaGuardia

6h 31m

1 stop

SJU3:31 pmSan Juan Luis Munoz Marin Intl

Mar 11

SJU10:52 amSan Juan Luis Munoz Marin Intl

8h 08m

1 stop

LGA7:00 pmNew York LaGuardia

$154

Frontier flights from Connecticut to Caribbean

Our best Frontier deals on Connecticut to Caribbean flight tickets

Frontier

Apr 27

JFK6:29 amNew York John F Kennedy Intl

3h 57m

SJU10:26 amSan Juan Luis Munoz Marin Intl

May 6

SJU1:21 amSan Juan Luis Munoz Marin Intl

4h 09m

JFK5:30 amNew York John F Kennedy Intl

$149

Frontier

Mar 3

JFK1:00 pmNew York John F Kennedy Intl

3h 58m

SJU5:58 pmSan Juan Luis Munoz Marin Intl

Mar 4

SJU8:50 amSan Juan Luis Munoz Marin Intl

4h 14m

JFK12:04 pmNew York John F Kennedy Intl

$151

Frontier

Apr 13

JFK12:00 pmNew York John F Kennedy Intl

3h 57m

SJU3:57 pmSan Juan Luis Munoz Marin Intl

Apr 17

SJU1:21 amSan Juan Luis Munoz Marin Intl

4h 09m

JFK5:30 amNew York John F Kennedy Intl

$152

Fly from

Fly to

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/27

6:29 am-10:26 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Wed 5/6

1:21 am-5:30 am

Nonstop4h 09m

$149

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 2/23

6:00 am-3:31 pm

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Thu 3/12

11:03 am-7:00 pm

1 stop7h 57m

$150

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 2/24

9:55 am-11:09 pm

1 stop12h 14m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:05 am-3:59 pm

1 stop9h 54m

$153

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 3/4

5:59 am-3:07 pm

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Tue 3/10

4:45 pm-9:00 pm

Nonstop4h 15m

$158

NewarkSanto Domingo

EWR - SDQ

EWRSDQ

Newark

Sat 3/14

1:05 am-5:31 am

Nonstop4h 26m

Santo Domingo Las Americas

Tue 3/17

5:30 am-9:50 am

Nonstop4h 20m

$275

NewarkSanto Domingo

EWR - SDQ

EWRSDQ

Newark

Wed 3/4

11:59 pm-5:25 am

Nonstop4h 26m

Santo Domingo Las Americas

Fri 3/13

7:10 pm-11:30 pm

Nonstop4h 20m

$276

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 3/17

1:15 pm-5:11 pm

Nonstop3h 56m

Punta Cana

Wed 3/18

11:37 am-11:08 pm

1 stop11h 31m

$276

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Mon 3/23

6:59 am-10:53 am

Nonstop3h 54m

Punta Cana

Tue 3/31

11:54 am-4:04 pm

Nonstop4h 10m

$282

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 3/17

1:15 pm-5:11 pm

Nonstop3h 56m

Punta Cana

Tue 3/24

6:16 pm-10:26 pm

Nonstop4h 10m

$283

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Sat 6/6

7:00 am-10:54 am

Nonstop3h 54m

Punta Cana

Wed 6/10

11:54 am-4:06 pm

Nonstop4h 12m

$284

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

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?

In general, March is the cheapest month to fly from Connecticut to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $271. If you don’t want to visit Caribbean in March, then you should wait until January to fly from Connecticut, when ticket prices are also cheap, with an average price of $281.

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

The cheapest day to depart from Connecticut to Caribbean is on a Sunday when prices can be found for as low as $326. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $376. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

In the afternoon is the cheapest time of day to fly from Connecticut to Caribbean when you can find flight prices for as low as $313. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $416.

What is the cheapest Connecticut to Caribbean flight route?

Fly from Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Connecticut - Caribbean flight prices

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

There are 2 cabin classes available to choose from on Connecticut to Caribbean 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 flights?

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

Cheap Connecticut to Caribbean flight deals and tips

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

Best Price Found	$115
Fastest flight time	3h 07m
Direct flights	Every day
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Connecticut in the past 72 hours is $115. The best round-trip flight deal from Connecticut to Caribbean found on momondo in the last 72 hours is $193.

The fastest flight from Connecticut to Caribbean takes 3h 07m

Direct flights go from Connecticut to Caribbean every day.

There are 195 airports in Caribbean. From Connecticut there are direct flights to 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?
Prices for flights from Connecticut to Caribbean were last updated today.
How many operators does momondo search for flights from Connecticut to Caribbean?
The number of operators available for flights from Connecticut to Caribbean is 12 as of February 2026.
How old do you have to be to fly from Connecticut to Caribbean?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Connecticut to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Connecticut to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Connecticut to Caribbean is Airbus A320-100/200 (51.56% of total bookings). The next most popular plane models are Airbus A320neo (31.18%), Airbus A321neo (10.05%), and Boeing 737-800 Passenger/BBJ2 (winglets) (2.62%).

Best airlines flying from Connecticut to Caribbean

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $93	Free Cancellation	Rating 6.3 8,408 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $101	Free Cancellation	Rating 5.7 3,051 reviews	Search Frontier flights
United Airlines	PriceFrom $110	Free Cancellation	Rating 7.4 9,236 reviews	Search United Airlines flights
Avelo Airlines	PriceFrom $116	Free Cancellation	Rating 7.6 88 reviews	Search Avelo Airlines flights
Delta	PriceFrom $150	Free Cancellation	Rating 7.9 8,139 reviews	Search Delta flights
JetBlue	PriceFrom $191	Free Cancellation	Rating 7.2 2,893 reviews	Search JetBlue flights
Southwest	PriceFrom $262	Free Cancellation	Rating 8.0 4,273 reviews	Search Southwest flights
American Airlines	PriceFrom $263	Free Cancellation	Rating 7.2 11,218 reviews	Search American Airlines flights

Why use momondo?

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

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

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

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

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

momondo provides multiple filters to help you find the best flight to Caribbean from Connecticut. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Connecticut and alert you when they change.

An easier way to manage your Caribbean trip

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Popular cities

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Complete your trip

Feeling lucky

Popular cities in Caribbean

Flights to San Juanfrom $59

Flights to Punta Canafrom $160

Flights to Santo Domingofrom $200

Flights to Montego Bayfrom $162

Flights to Oranjestadfrom $180

Flights to Nassaufrom $80

Flights to Saint Thomas Islandfrom $113

Flights to Santiago de los Caballerosfrom $201

Flights to Kingstonfrom $274

Flights to Simpson Bayfrom $170

Flights to Willemstadfrom $230

Flights to Port of Spainfrom $242

Cheap flights from Connecticut to Caribbean from $62

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 departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Connecticut to Caribbean

Cheap round-trip flights

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Spirit Airlines flights from Connecticut to Caribbean

Our best Spirit Airlines deals on Connecticut to Caribbean flight tickets

Frontier flights from Connecticut to Caribbean

Our best Frontier deals on Connecticut to Caribbean flight tickets

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

How to get the cheapest flight ticket from Connecticut to Caribbean

What is the cheapest month to fly to Caribbean?

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

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

What is the cheapest Connecticut to Caribbean flight route?

Fly from Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Connecticut - Caribbean flight prices

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

There are 2 cabin classes available to choose from on Connecticut to Caribbean 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 flights?

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

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

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

What airlines fly to Caribbean?

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

As of February 2026, 84 flights take off from Connecticut and land in Caribbean each day. The most common flight departure time for this route is 5:00PM, with 54% of daily flights taking off at noon.

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

The number of flights available between Connecticut and Caribbean is 594 per week as of February 2026. The most frequent departure day is Mon, with 19% of weekly flights leaving on this day.

Cheap Connecticut to Caribbean flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean

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

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

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

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

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

Best airlines flying from Connecticut to Caribbean

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean 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

Popular cities in Caribbean

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

Connecticut flight routes

According to popular flight searches on momondo this year

Caribbean flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Caribbean

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Caribbean

List of cabin classes available on flights landing in Caribbean. Availability may vary depending on flight origin and airline.

Complete your trip to Caribbean

Explore popular destinations other users love

According to popular flight searches on momondo this year