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

587 flights are operational weekly from Connecticut to Caribbean Islands as of May 2026. The most popular departure day for this route is Fri, with 18% of flights per week taking off on this day.

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

Delta, United Airlines, and JetBlue 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 May 2026, there are 83 flights per day flying from Connecticut to Caribbean Islands. The most common time of day flights depart is 10:00AM, with 68% 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 51% 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 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 May 2026.

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.

$105 Cheap Flights from Connecticut to Caribbean Islands in 2026

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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.

11:30 am - 1:15 pm

EWR

SJU

25h 45m

1 stop

5:15 pm - 1:18 am

SJU

EWR

8h 03m

1 stop

$219Frontier

Sat, May 30 - Fri, Jun 5

11:30 am - 2:08 am

EWR

SJU

14h 38m

1 stop

6:00 am - 10:31 am

SJU

EWR

28h 31m

1 stop

$220Frontier

Wed, Jun 3 - Mon, Jun 8

8:30 pm - 12:35 am

EWR

SJU

4h 05mnonstop

5:15 pm - 1:18 am

SJU

EWR

8h 03m

1 stop

$235Multiple Airlines

Tue, May 26 - Sat, May 30

8:30 pm - 12:35 am

EWR

SJU

4h 05mnonstop

3:58 pm - 10:32 am

SJU

EWR

18h 34m

1 stop

$241Multiple Airlines

Tue, May 26 - Fri, May 29

6:40 pm - 10:53 pm

JFK

SJU

4h 13mnonstop

7:25 am - 11:28 am

SJU

JFK

4h 03mnonstop

$264JetBlue

Mon, Jun 8 - Wed, Jun 17

6:30 pm - 10:46 pm

JFK

SJU

4h 16mnonstop

7:25 am - 11:28 am

SJU

JFK

4h 03mnonstop

$267JetBlue

Mon, Jun 22 - Tue, Jun 23

11:05 am - 9:14 pm

LGA

SJU

10h 09m

1 stop

6:00 am - 3:30 pm

SJU

LGA

9h 30m

1 stop

$271American Airlines

Wed, Aug 19 - Wed, Aug 26

8:00 am - 12:00 pm

JFK

SJU

4h 00mnonstop

5:45 pm - 10:01 pm

SJU

JFK

4h 16mnonstop

$277Delta

Tue, Jun 2 - Fri, Jun 12

7:30 am - 4:56 pm

JFK

PUJ

9h 26m

1 stop

4:50 pm - 10:12 am

PUJ

JFK

17h 22m

1 stop

$352American Airlines

Tue, Jul 7 - Wed, Jul 22

7:48 am - 12:40 pm

JFK

AUA

4h 52mnonstop

1:55 pm - 7:00 pm

AUA

JFK

5h 05mnonstop

$357Delta

Tue, Jun 9 - Thu, Jun 18

Frontier flights from Connecticut to Caribbean Islands

Our best Frontier deals on Connecticut to Caribbean Islands flight tickets

Frontier

May 30

EWR11:30 amNewark

25h 45m

1 stop

SJU1:15 pmSan Juan Luis Munoz Marin Intl

Jun 5

SJU5:15 pmSan Juan Luis Munoz Marin Intl

8h 03m

1 stop

EWR1:18 amNewark

$219

Frontier

Jun 3

EWR11:30 amNewark

14h 38m

1 stop

SJU2:08 amSan Juan Luis Munoz Marin Intl

Jun 8

SJU6:00 amSan Juan Luis Munoz Marin Intl

28h 31m

1 stop

EWR10:31 amNewark

$220

Frontier

Jun 1

EWR11:30 amNewark

11h 52m

1 stop

SJU11:22 pmSan Juan Luis Munoz Marin Intl

Jun 8

SJU6:00 amSan Juan Luis Munoz Marin Intl

28h 31m

1 stop

EWR10:31 amNewark

$236

Delta flights from Connecticut to Caribbean Islands

Our best Delta deals on Connecticut to Caribbean Islands flight tickets

Delta

Aug 11

EWR3:20 pmNewark

7h 09m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

Aug 18

SJU6:48 amSan Juan Luis Munoz Marin Intl

7h 26m

1 stop

EWR2:14 pmNewark

$266

Delta

Jun 2

JFK8:00 amNew York John F Kennedy Intl

4h 00m

SJU12:00 pmSan Juan Luis Munoz Marin Intl

Jun 12

SJU5:45 pmSan Juan Luis Munoz Marin Intl

4h 16m

JFK10:01 pmNew York John F Kennedy Intl

$277

Delta

Aug 19

JFK7:28 pmNew York John F Kennedy Intl

4h 24m

SJU11:52 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU7:30 amSan Juan Luis Munoz Marin Intl

3h 55m

JFK11:25 amNew York John F Kennedy Intl

$302

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

Cheapest round-trip

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 5/30

11:30 am-1:15 pm

1 stop25h 45m

San Juan Luis Munoz Marin Intl

Fri 6/5

5:15 pm-1:18 am

1 stop8h 03m

$219

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 6/3

11:30 am-2:08 am

1 stop14h 38m

San Juan Luis Munoz Marin Intl

Mon 6/8

6:00 am-10:31 am

1 stop28h 31m

$220

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 5/26

8:30 pm-12:35 am

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sat 5/30

5:15 pm-1:18 am

1 stop8h 03m

$235

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 5/26

8:30 pm-12:35 am

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Fri 5/29

3:58 pm-10:32 am

1 stop18h 34m

$241

Quickest round-trip

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 6/8

6:40 pm-10:53 pm

Nonstop4h 13m

San Juan Luis Munoz Marin Intl

Wed 6/17

7:25 am-11:28 am

Nonstop4h 03m

$264

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 6/22

6:30 pm-10:46 pm

Nonstop4h 16m

San Juan Luis Munoz Marin Intl

Tue 6/23

7:25 am-11:28 am

Nonstop4h 03m

$267

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Wed 8/19

11:05 am-9:14 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Wed 8/26

6:00 am-3:30 pm

1 stop9h 30m

$271

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/2

8:00 am-12:00 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Fri 6/12

5:45 pm-10:01 pm

Nonstop4h 16m

$277

New YorkPunta Cana

JFK - PUJ

JFKPUJ

New York John F Kennedy Intl

Tue 7/7

7:30 am-4:56 pm

1 stop9h 26m

Punta Cana

Wed 7/22

4:50 pm-10:12 am

1 stop17h 22m

$352

New YorkOranjestad

JFK - AUA

JFKAUA

New York John F Kennedy Intl

Tue 6/9

7:48 am-12:40 pm

Nonstop4h 52m

Oranjestad Reina Beatrix

Thu 6/18

1:55 pm-7:00 pm

Nonstop5h 05m

$357

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 June is, on average, the cheapest month to fly to Caribbean Islands from Connecticut, with most prices found around $114. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Connecticut averaging around $120.

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 Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $351. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $389. 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 at noon. momondo users have found flights departing from Connecticut to Caribbean Islands at noon for as low as $332. 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 in the evening 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 Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Connecticut - Caribbean Islands flight prices

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 08m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

The fastest flight from Connecticut to Caribbean Islands takes 3h 08m

Direct flights go from Connecticut to Caribbean Islands every day.

There are 99 airports in Caribbean Islands. 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

Frequently asked questions about flying from Connecticut to Caribbean Islands

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 May 2026.
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 (22.75% of total bookings). The next most popular plane models are Airbus A220-300 (19.63%), Boeing 737-800 (14.41%), and Airbus A320neo (8.14%).

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 $101	Free Cancellation	Rating 5.6 2,958 reviews	Search Frontier flights
United Airlines	PriceFrom $110	Free Cancellation	Rating 7.4 9,695 reviews	Search United Airlines flights
Avelo Airlines	PriceFrom $112	Free Cancellation	Rating 7.6 88 reviews	Search Avelo Airlines flights
Spirit Airlines	PriceFrom $116	Free Cancellation	Rating 6.3 8,636 reviews	Search Spirit Airlines flights
Delta	PriceFrom $150	Free Cancellation	Rating 7.9 8,457 reviews	Search Delta flights
JetBlue	PriceFrom $207	Free Cancellation	Rating 7.1 2,977 reviews	Search JetBlue flights
Southwest	PriceFrom $262	Free Cancellation	Rating 8.0 4,305 reviews	Search Southwest flights
American Airlines	PriceFrom $263	Free Cancellation	Rating 7.1 11,669 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.