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Cheap flights from Connecticut to Caribbean from $54

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 8/30. 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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0 bags

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Find the cheapest flights from Connecticut to Caribbean

Cheap round-trip flights

Frontier Logo
6:00 am - 9:56 amJFK-SJU
3h 56mnonstop
Frontier Logo
9:26 pm - 1:25 amSJU-JFK
3h 59mnonstop
$101Frontier
Find Deal
Tue, Sep 16 - Sat, Sep 20
Frontier Logo
11:30 am - 3:24 pmJFK-SJU
3h 54mnonstop
Frontier Logo
6:22 am - 10:25 amSJU-JFK
4h 03mnonstop
$103Frontier
Find Deal
Tue, Oct 14 - Sat, Oct 18
Delta Logo
1:15 pm - 10:00 pmEWR-SJU
8h 45m1 stop
Delta Logo
5:43 pm - 12:59 amSJU-EWR
7h 16m1 stop
$135Delta
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Tue, Sep 30 - Tue, Oct 7
Delta Logo
6:00 am - 12:59 pmEWR-SJU
6h 59m1 stop
Delta Logo
5:41 pm - 12:56 amSJU-EWR
7h 15m1 stop
$145Delta
Find Deal
Sat, Sep 27 - Thu, Oct 2
Spirit Airlines Logo
4:53 pm - 9:05 amLGA-SJU
16h 12m1 stop
Spirit Airlines Logo
2:38 pm - 10:38 pmSJU-LGA
8h 00m1 stop
$161Spirit Airlines
Find Deal
Sat, Aug 30 - Thu, Sep 4
JetBlue Logo
12:45 pm - 4:43 pmJFK-SJU
3h 58mnonstop
JetBlue Logo
6:00 am - 9:59 amSJU-JFK
3h 59mnonstop
$174JetBlue
Find Deal
Mon, Sep 15 - Sun, Sep 28
JetBlue Logo
10:59 pm - 3:55 amJFK-SJU
3h 56mnonstop
JetBlue Logo
6:01 am - 9:11 amSJU-JFK
4h 10mnonstop
$176JetBlue
Find Deal
Fri, Feb 6 - Mon, Feb 9
Logo
4:53 pm - 9:05 amLGA-SJU
16h 12m1 stop
Logo
3:16 pm - 11:57 pmSJU-LGA
8h 41m1 stop
$189
Find Deal
Sat, Aug 30 - Sat, Sep 6
Spirit Airlines Logo
6:30 am - 4:23 pmLGA-SJU
8h 53m1 stop
Spirit Airlines Logo
6:00 am - 11:09 pmSJU-LGA
18h 09m1 stop
$197Spirit Airlines
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Sat, Nov 8 - Sat, Nov 15
Logo
6:02 am - 9:48 pmLGA-SJU
15h 46m1 stop
Logo
3:16 pm - 11:57 pmSJU-LGA
8h 41m1 stop
$203
Find Deal
Sun, Aug 31 - Sat, Sep 6

United Airlines flights from Connecticut to Caribbean

Our best United Airlines deals on Connecticut to Caribbean flight tickets
United Airlines
Aug 18
EWR7:35 pmNewark
9h 55m
1 stop
SJU5:30 amSan Juan Luis Munoz Marin Intl
Oct 31
SJU1:20 pmSan Juan Luis Munoz Marin Intl
4h 21m
EWR5:41 pmNewark
$221
Find similar
United Airlines
Aug 18
LGA5:56 pmNew York LaGuardia
11h 34m
1 stop
SJU5:30 amSan Juan Luis Munoz Marin Intl
Oct 31
SJU4:50 pmSan Juan Luis Munoz Marin Intl
6h 40m
1 stop
LGA11:30 pmNew York LaGuardia
$225
Find similar
United Airlines
Sep 27
LGA6:00 amNew York LaGuardia
14h 38m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Oct 2
SJU4:55 pmSan Juan Luis Munoz Marin Intl
6h 48m
1 stop
LGA11:43 pmNew York LaGuardia
$255
Find similar

Spirit Airlines flights from Connecticut to Caribbean

Our best Spirit Airlines deals on Connecticut to Caribbean flight tickets
Spirit Airlines
Aug 30
LGA4:53 pmNew York LaGuardia
16h 12m
1 stop
SJU9:05 amSan Juan Luis Munoz Marin Intl
Sep 4
SJU2:38 pmSan Juan Luis Munoz Marin Intl
8h 00m
1 stop
LGA10:38 pmNew York LaGuardia
$161
Find similar
Spirit Airlines
Nov 8
LGA6:30 amNew York LaGuardia
8h 53m
1 stop
SJU4:23 pmSan Juan Luis Munoz Marin Intl
Nov 15
SJU6:00 amSan Juan Luis Munoz Marin Intl
18h 09m
1 stop
LGA11:09 pmNew York LaGuardia
$197
Find similar
Spirit Airlines
Aug 28
LGA7:55 pmNew York LaGuardia
13h 10m
1 stop
SJU9:05 amSan Juan Luis Munoz Marin Intl
Sep 4
SJU2:38 pmSan Juan Luis Munoz Marin Intl
8h 00m
1 stop
LGA10:38 pmNew York LaGuardia
$199
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Connecticut to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 13, 2025.
Use the filters below to find and compare flights from Connecticut to Caribbean 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 9/16

6:00 am-9:56 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 9/20

9:26 pm-1:25 am

Nonstop3h 59m

$101

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 10/14

11:30 am-3:24 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 10/18

6:22 am-10:25 am

Nonstop4h 03m

$103

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 9/30

1:15 pm-10:00 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Tue 10/7

5:43 pm-12:59 am

1 stop7h 16m

$135

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 9/27

6:00 am-12:59 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Thu 10/2

5:41 pm-12:56 am

1 stop7h 15m

$145

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 8/30

4:53 pm-9:05 am

1 stop16h 12m

San Juan Luis Munoz Marin Intl

Thu 9/4

2:38 pm-10:38 pm

1 stop8h 00m

$161

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 9/15

12:45 pm-4:43 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Sun 9/28

6:00 am-9:59 am

Nonstop3h 59m

$174

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 2/6

10:59 pm-3:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:01 am-9:11 am

Nonstop4h 10m

$176

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sat 8/30

4:53 pm-9:05 am

1 stop16h 12m

San Juan Luis Munoz Marin Intl

Sat 9/6

3:16 pm-11:57 pm

1 stop8h 41m

$189

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

Sun 8/31

6:02 am-9:48 pm

1 stop15h 46m

San Juan Luis Munoz Marin Intl

Sat 9/6

3:16 pm-11:57 pm

1 stop8h 41m

$203

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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 $221. If you don’t want to visit Caribbean in January, then you should wait until October to fly from Connecticut, when ticket prices are also cheap, with an average price of $242.

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 $291. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $328. 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 $250. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $375.

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 1 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

$54

Fastest flight time

3h 36m

Direct flights

Every day

Airports in Caribbean

3 airports
The best one-way flight to Caribbean from Connecticut in the past 72 hours is $54. The best round-trip flight deal from Connecticut to Caribbean found on momondo in the last 72 hours is $101.
The fastest flight from Connecticut to Caribbean takes 3h 36m
Direct flights go from Connecticut to Caribbean every day.
There are 3 airports near Caribbean: 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?

  • 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?

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
FrontierPriceFrom $72Free CancellationRating
5.8
3,221 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
Avelo AirlinesPriceFrom $116Free CancellationRating
7.5
78 reviews
Search Avelo Airlines flights
JetBluePriceFrom $186Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
DeltaPriceFrom $197Free CancellationRating
8.0
7,979 reviews
Search Delta flights
United AirlinesPriceFrom $228Free CancellationRating
7.4
8,920 reviews
Search United Airlines flights
SouthwestPriceFrom $262Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
American AirlinesPriceFrom $277Free CancellationRating
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?

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.
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Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo
Flights to San Juanfrom $82
Flights to Punta Canafrom $194
Flights to Santo Domingofrom $197
Flights to Montego Bayfrom $212
Flights to Oranjestadfrom $266
Flights to Nassaufrom $240
Flights to Saint Thomas Islandfrom $174
Flights to Kingstonfrom $242
Flights to Port of Spainfrom $270
Flights to Simpson Bayfrom $255
Flights to Willemstadfrom $265
Flights to Santiago de los Caballerosfrom $208