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Cheap flights from New Haven to Caribbean Islands from $86

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Haven to Caribbean Islands departing on 8/31. 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 New Haven to Caribbean Islands

Cheap round-trip flights

Avelo Airlines Logo
8:50 am - 12:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
1:41 pm - 5:48 pmSJU-HVN
4h 07mnonstop
$203Avelo Airlines
Find Deal
Wed, Oct 1 - Wed, Oct 8
Avelo Airlines Logo
2:00 pm - 6:54 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$208Avelo Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Avelo Airlines Logo
9:50 am - 1:41 pmHVN-SJU
3h 51mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$211Avelo Airlines
Find Deal
Sat, Nov 1 - Wed, Nov 5
Avelo Airlines Logo
2:00 pm - 6:54 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:54 pm - 10:55 pmSJU-HVN
4h 01mnonstop
$213Avelo Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Avelo Airlines Logo
7:30 am - 12:24 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
7:58 pm - 10:59 pmSJU-HVN
4h 01mnonstop
$218Avelo Airlines
Find Deal
Wed, Nov 19 - Mon, Dec 8
Avelo Airlines Logo
2:11 pm - 7:05 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
3:44 am - 6:45 amSJU-HVN
4h 01mnonstop
$222Avelo Airlines
Find Deal
Mon, Dec 8 - Sun, Dec 21
Logo
8:00 am - 9:48 pmHVN-SJU
13h 48m1 stop
Logo
2:42 am - 6:45 amSJU-HVN
4h 03mnonstop
$226
Find Deal
Mon, Aug 25 - Thu, Aug 28
Avelo Airlines Logo
2:11 pm - 7:05 pmHVN-SJU
3h 54mnonstop
Avelo Airlines Logo
3:44 am - 6:45 amSJU-HVN
4h 01mnonstop
$246Avelo Airlines
Find Deal
Fri, Dec 12 - Thu, Dec 18
Logo
5:05 pm - 11:04 amHVN-SJU
41h 59m2 stops
Logo
3:22 pm - 9:28 pmSJU-HVN
30h 06m2 stops
$303
Find Deal
Fri, Sep 19 - Sun, Sep 21
Avelo Airlines Logo
1:55 pm - 6:53 pmHVN-SJU
3h 58mnonstop
Avelo Airlines Logo
7:54 pm - 10:59 pmSJU-HVN
4h 05mnonstop
$330Avelo Airlines
Find Deal
Mon, Jan 12 - Mon, Jan 19

Avelo Airlines flights from New Haven to Caribbean Islands

Our best Avelo Airlines deals on New Haven to Caribbean Islands flight tickets
Avelo Airlines
Oct 1
HVN8:50 amTweed-New Haven
3h 51m
SJU12:41 pmSan Juan Luis Munoz Marin Intl
Oct 8
SJU1:41 pmSan Juan Luis Munoz Marin Intl
4h 07m
HVN5:48 pmTweed-New Haven
$203
Find similar
Avelo Airlines
Nov 8
HVN2:00 pmTweed-New Haven
3h 54m
SJU6:54 pmSan Juan Luis Munoz Marin Intl
Nov 15
SJU7:54 pmSan Juan Luis Munoz Marin Intl
4h 01m
HVN10:55 pmTweed-New Haven
$208
Find similar
Avelo Airlines
Nov 1
HVN9:50 amTweed-New Haven
3h 51m
SJU1:41 pmSan Juan Luis Munoz Marin Intl
Nov 5
SJU7:54 pmSan Juan Luis Munoz Marin Intl
4h 01m
HVN10:55 pmTweed-New Haven
$211
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from New Haven to Caribbean Islands 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 July 31, 2025.
Use the filters below to find and compare flights from New Haven to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Wed 10/1

8:50 am-12:41 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 10/8

1:41 pm-5:48 pm

Nonstop4h 07m

$203

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 11/8

2:00 pm-6:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 11/15

7:54 pm-10:55 pm

Nonstop4h 01m

$208

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 11/1

9:50 am-1:41 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 11/5

7:54 pm-10:55 pm

Nonstop4h 01m

$211

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 11/8

2:00 pm-6:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 11/15

7:54 pm-10:55 pm

Nonstop4h 01m

$213

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Wed 11/19

7:30 am-12:24 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Mon 12/8

7:58 pm-10:59 pm

Nonstop4h 01m

$218

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 12/8

2:11 pm-7:05 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sun 12/21

3:44 am-6:45 am

Nonstop4h 01m

$222

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 8/25

8:00 am-9:48 pm

1 stop13h 48m

San Juan Luis Munoz Marin Intl

Thu 8/28

2:42 am-6:45 am

Nonstop4h 03m

$226

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Fri 12/12

2:11 pm-7:05 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Thu 12/18

3:44 am-6:45 am

Nonstop4h 01m

$246

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Fri 9/19

5:05 pm-11:04 am

2 stops41h 59m

San Juan Luis Munoz Marin Intl

Sun 9/21

3:22 pm-9:28 pm

2 stops30h 06m

$303

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 1/12

1:55 pm-6:53 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Mon 1/19

7:54 pm-10:59 pm

Nonstop4h 05m

$330

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from New Haven 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 September is, on average, the cheapest month to fly to Caribbean Islands from New Haven, with most prices found around $205. The month of October is another great option to travel to Caribbean Islands, with average flight prices from New Haven averaging around $205.

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

The cheapest day to depart from New Haven 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 $261. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $296. 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 New Haven to Caribbean Islands in the afternoon for as low as $170. 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 $322. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Tweed-New Haven to Caribbean Islands flight route?

Fly from Tweed-New Haven to San Juan Luis Munoz Marin Intl for the best Tweed-New Haven - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from New Haven when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $297 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from New Haven for as low as $218 on momondo.

What cabin class options are available on Tweed-New Haven to Caribbean Islands flights?

There are 1 cabin classes available to choose from on Tweed-New Haven 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 New Haven to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between New Haven to Caribbean Islands.

Cheap New Haven to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Haven to Caribbean Islands

Best Price Found

$86

Fastest flight time

3h 46m

Direct flights

Every day

Airports in Caribbean Islands

3 airports
The best one-way flight to Caribbean Islands from New Haven in the past 72 hours is $86. The best round-trip flight deal from New Haven to Caribbean Islands found on momondo in the last 72 hours is $203.
The fastest flight from New Haven to Caribbean Islands takes 3h 46m
Direct flights go from New Haven to Caribbean Islands every day.
There are 3 airports near Caribbean Islands: Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU)
Search flight deals

  • When did momondo last update prices for flights from Tweed-New Haven Airport to Caribbean Islands?

    Prices for flights from Tweed-New Haven Airport to Caribbean Islands were last updated today.

  • How many operators does momondo search for flights from Tweed-New Haven Airport to Caribbean Islands?

  • How old do you have to be to fly from Tweed-New Haven Airport to Caribbean Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tweed-New Haven Airport to Caribbean Islands.

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

    The travel and health documents required for your trip to Caribbean Islands 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 Islands. 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 New Haven to Caribbean Islands?

Best airlines flying from New Haven to Caribbean Islands

Compare and see reviews for airlines that fly from New Haven to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $72Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
JetBluePriceFrom $186Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
Avelo AirlinesPriceFrom $196Free CancellationRating
7.5
78 reviews
Search Avelo Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from New Haven to Caribbean Islands?

Finding the right flight to Caribbean Islands from New Haven is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

Can I find flights from New Haven to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for New Haven to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from New Haven to Caribbean Islands?

Once all potential New Haven to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of New Haven to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Caribbean Islands trip

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