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

Delta, JetBlue, and United Airlines are the most popular carriers operating from Connecticut to Caribbean

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 50% 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.

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

The number of flights available between Connecticut and Caribbean is 422 per week as of December 2025. The most frequent departure day is Tue, with 30% of weekly flights leaving on this day.

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

As of December 2025, 60 flights take off from Connecticut and land in Caribbean each day. The most common flight departure time for this route is 9:00AM, with 60% of daily flights taking off in the afternoon.

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 December 2025.

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.

$81 Cheap Flights from Connecticut to Caribbean 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

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:20 am - 4:14 pm

JFK

SJU

3h 54mnonstop

8:15 am - 11:18 am

SJU

JFK

4h 03mnonstop

$148Multiple Airlines

mié., ene. 7 - mié., ene. 14

6:25 am - 3:19 pm

LGA

SJU

7h 54m1 stop

10:47 pm - 3:35 pm

SJU

LGA

17h 48m1 stop

$148Frontier

lun., ene. 12 - lun., ene. 12

5:30 pm - 1:59 pm

LGA

SJU

19h 29m1 stop

4:06 pm - 11:06 pm

SJU

LGA

8h 00m1 stop

$149Frontier

mié., feb. 11 - mié., feb. 18

12:30 pm - 2:50 am

LGA

SJU

13h 20m1 stop

6:48 pm - 10:00 am

SJU

LGA

16h 12m1 stop

$152Multiple Airlines

lun., ene. 12 - vie., ene. 16

11:22 am - 4:22 pm

EWR

SJU

4h 00mnonstop

5:50 pm - 9:05 pm

SJU

EWR

4h 15mnonstop

$172Spirit Airlines

dom., ene. 18 - sáb., ene. 24

7:29 pm - 4:33 pm

JFK

PUJ

20h 04m1 stop

6:02 pm - 3:21 pm

PUJ

JFK

22h 19m1 stop

$282American Airlines

jue., ene. 22 - lun., feb. 2

7:00 am - 12:00 pm

JFK

PUJ

4h 00mnonstop

4:31 pm - 6:32 pm

PUJ

JFK

27h 01m1 stop

$284American Airlines

dom., feb. 1 - dom., feb. 8

7:55 am - 4:36 pm

EWR

PUJ

7h 41m1 stop

5:47 pm - 11:58 pm

PUJ

EWR

7h 11m1 stop

$285Spirit Airlines

vie., ene. 30 - jue., feb. 5

12:00 pm - 4:30 pm

EWR

SDQ

4h 30mnonstop

6:10 am - 10:30 am

SDQ

EWR

4h 20mnonstop

$286Arajet

mié., abr. 29 - jue., may. 7

11:59 pm - 5:25 am

EWR

SDQ

4h 26mnonstop

6:10 am - 9:30 am

SDQ

EWR

4h 20mnonstop

$291Arajet

lun., feb. 23 - sáb., mar. 7

Frontier flights from Connecticut to Caribbean

Our best Frontier deals on Connecticut to Caribbean flight tickets

Frontier

Jan 10

LGA12:40 pmNew York LaGuardia

3h 55m

SJU5:35 pmSan Juan Luis Munoz Marin Intl

Jan 14

SJU4:35 pmSan Juan Luis Munoz Marin Intl

7h 40m

1 stop

LGA11:15 pmNew York LaGuardia

$148

Find similar

Frontier

Feb 11

LGA5:30 pmNew York LaGuardia

19h 29m

1 stop

SJU1:59 pmSan Juan Luis Munoz Marin Intl

Feb 18

SJU4:06 pmSan Juan Luis Munoz Marin Intl

8h 00m

1 stop

LGA11:06 pmNew York LaGuardia

$149

Find similar

Frontier

Jan 31

JFK1:00 pmNew York John F Kennedy Intl

3h 58m

SJU5:58 pmSan Juan Luis Munoz Marin Intl

Feb 7

SJU6:11 pmSan Juan Luis Munoz Marin Intl

7h 52m

1 stop

JFK1:03 amNew York John F Kennedy Intl

$150

Find similar

Spirit Airlines flights from Connecticut to Caribbean

Our best Spirit Airlines deals on Connecticut to Caribbean flight tickets

Spirit Airlines

Jan 20

LGA8:00 amNew York LaGuardia

6h 35m

1 stop

SJU3:35 pmSan Juan Luis Munoz Marin Intl

Jan 23

SJU11:52 amSan Juan Luis Munoz Marin Intl

8h 08m

1 stop

LGA7:00 pmNew York LaGuardia

$172

Find similar

Spirit Airlines

Jan 10

EWR3:30 pmNewark

17h 17m

1 stop

SJU9:47 amSan Juan Luis Munoz Marin Intl

Jan 17

SJU5:50 pmSan Juan Luis Munoz Marin Intl

4h 15m

EWR9:05 pmNewark

$174

Find similar

Spirit Airlines

Jan 5

EWR1:55 pmNewark

4h 00m

SJU6:55 pmSan Juan Luis Munoz Marin Intl

Jan 15

SJU5:50 pmSan Juan Luis Munoz Marin Intl

4h 15m

EWR9:05 pmNewark

$175

Find similar

Fly from

Fly to

Route

Depart

Return

Price

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

mié. 1/7

11:20 am-4:14 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

mié. 1/14

8:15 am-11:18 am

Nonstop4h 03m

$148

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

lun. 1/12

6:25 am-3:19 pm

1 stop7h 54m

San Juan Luis Munoz Marin Intl

lun. 1/12

10:47 pm-3:35 pm

1 stop17h 48m

$148

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

mié. 2/11

5:30 pm-1:59 pm

1 stop19h 29m

San Juan Luis Munoz Marin Intl

mié. 2/18

4:06 pm-11:06 pm

1 stop8h 00m

$149

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

lun. 1/12

12:30 pm-2:50 am

1 stop13h 20m

San Juan Luis Munoz Marin Intl

vie. 1/16

6:48 pm-10:00 am

1 stop16h 12m

$152

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

dom. 1/18

11:22 am-4:22 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

sáb. 1/24

5:50 pm-9:05 pm

Nonstop4h 15m

$172

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

jue. 1/22

7:29 pm-4:33 pm

1 stop20h 04m

Punta Cana

lun. 2/2

6:02 pm-3:21 pm

1 stop22h 19m

$282

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

dom. 2/1

7:00 am-12:00 pm

Nonstop4h 00m

Punta Cana

dom. 2/8

4:31 pm-6:32 pm

1 stop27h 01m

$284

NewarkPunta Cana

EWR - PUJ

EWRPUJ

Newark

vie. 1/30

7:55 am-4:36 pm

1 stop7h 41m

Punta Cana

jue. 2/5

5:47 pm-11:58 pm

1 stop7h 11m

$285

NewarkSanto Domingo

EWR - SDQ

EWRSDQ

Newark

mié. 4/29

12:00 pm-4:30 pm

Nonstop4h 30m

Santo Domingo Las Americas

jue. 5/7

6:10 am-10:30 am

Nonstop4h 20m

$286

NewarkSanto Domingo

EWR - SDQ

EWRSDQ

Newark

lun. 2/23

11:59 pm-5:25 am

Nonstop4h 26m

Santo Domingo Las Americas

sáb. 3/7

6:10 am-9:30 am

Nonstop4h 20m

$291

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, January 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 $251. If you don’t want to visit Caribbean in January, then you should wait until March to fly from Connecticut, when ticket prices are also cheap, with an average price of $265.

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

The cheapest day to depart from Connecticut to Caribbean is on a Tuesday when prices can be found for as low as $319. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $370. 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 $281. 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 $394.

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 is only 1 cabin class 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	$97
Fastest flight time	3h 06m
Direct flights	Every day
Airports in Caribbean	195 airports

The best one-way flight to Caribbean from Connecticut in the past 72 hours is $97. The best round-trip flight deal from Connecticut to Caribbean found on momondo in the last 72 hours is $152.

The fastest flight from Connecticut to Caribbean takes 3h 06m

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), Punta Cana (PUJ), 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?
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 December 2025.
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 (47.94% of total bookings). The next most popular plane models are Airbus A320neo (24.56%), Airbus A321neo (10.92%), and Airbus A220-300 (5.77%).

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
Frontier	PriceFrom $98	Free Cancellation	Rating 5.8 3,082 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $100	Free Cancellation	Rating 6.3 8,186 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $110	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
Avelo Airlines	PriceFrom $116	Free Cancellation	Rating 7.5 85 reviews	Search Avelo Airlines flights
JetBlue	PriceFrom $186	Free Cancellation	Rating 7.2 2,895 reviews	Search JetBlue flights
Delta	PriceFrom $214	Free Cancellation	Rating 7.9 8,008 reviews	Search Delta flights
Southwest	PriceFrom $262	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights
American Airlines	PriceFrom $263	Free Cancellation	Rating 7.2 11,049 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

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

jue. 1/15

jue. 1/22

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

Popular cities in Caribbean

Flights to San Juanfrom $103

Flights to Punta Canafrom $71

Flights to Santo Domingofrom $207

Flights to Montego Bayfrom $221

Flights to Oranjestadfrom $166

Flights to Nassaufrom $257

Flights to Saint Thomas Islandfrom $171

Flights to Santiago de los Caballerosfrom $211

Flights to Simpson Bayfrom $175

Flights to Kingstonfrom $252

Flights to Willemstadfrom $246

Flights to Port of Spainfrom $241

Caribbean flight routes

Flights from New York John F Kennedy Intl to San Juan Luis Munoz Marin Intl

Flights from Newark to San Juan Luis Munoz Marin Intl

Flights from New York John F Kennedy Intl to Santo Domingo Las Americas

Flights from New York John F Kennedy Intl to Santiago de los Caballeros

Flights from Philadelphia to San Juan Luis Munoz Marin Intl

Cheap flights from Connecticut to Caribbean from $81

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 3/2. 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

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Frontier flights from Connecticut to Caribbean

Our best Frontier deals on Connecticut to Caribbean flight tickets

Spirit Airlines flights from Connecticut to Caribbean

Our best Spirit Airlines deals on Connecticut to Caribbean flight tickets

momondo Fare Finder

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 is only 1 cabin class 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?

Delta, JetBlue, and United Airlines 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 December 2025, 60 flights take off from Connecticut and land in Caribbean each day. The most common flight departure time for this route is 9:00AM, with 60% of daily flights taking off in the afternoon.

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

The number of flights available between Connecticut and Caribbean is 422 per week as of December 2025. The most frequent departure day is Tue, with 30% 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