Cheap flights from New Haven to Caribbean Islands from $87

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 5/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Enter your travel dates to find the best prices.
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:58 pm - 4:50 pm
SJU
-
HVN
3h 52mnonstop
$169Avelo Airlines
Mon, May 4 - Fri, May 8
Avelo Airlines Logo
7:00 am - 10:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:05 pm - 3:57 pm
SJU
-
HVN
3h 52mnonstop
$209Avelo Airlines
Sat, May 30 - Sat, Jun 6
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:58 pm - 4:50 pm
SJU
-
HVN
3h 52mnonstop
$219Avelo Airlines
Fri, May 1 - Fri, May 8
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:58 pm - 4:50 pm
SJU
-
HVN
3h 52mnonstop
$224Avelo Airlines
Mon, Jun 1 - Mon, Jun 8
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:58 pm - 4:50 pm
SJU
-
HVN
3h 52mnonstop
$225Avelo Airlines
Mon, May 4 - Fri, May 8
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:58 pm - 4:50 pm
SJU
-
HVN
3h 52mnonstop
$233Avelo Airlines
Mon, May 11 - Fri, May 15
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:05 pm - 3:57 pm
SJU
-
HVN
3h 52mnonstop
$238Avelo Airlines
Mon, May 11 - Sat, May 16
Avelo Airlines Logo
8:00 am - 11:50 am
HVN
-
SJU
3h 50mnonstop
Avelo Airlines Logo
12:58 pm - 4:50 pm
SJU
-
HVN
3h 52mnonstop
$240Avelo Airlines
Mon, May 25 - Fri, May 29
Multiple Airlines Logo
7:00 am - 3:35 pm
HVN
-
PUJ
32h 35m
2 stops
Multiple Airlines Logo
5:01 pm - 2:00 pm
PUJ
-
HVN
20h 59m
2 stops
$500Multiple Airlines
Mon, Mar 23 - Mon, Mar 30
Multiple Airlines Logo
7:00 am - 3:35 pm
HVN
-
PUJ
32h 35m
2 stops
Multiple Airlines Logo
5:01 pm - 2:00 pm
PUJ
-
HVN
20h 59m
3 stops
$511Multiple Airlines
Mon, Mar 23 - Mon, Mar 30

Avelo Airlines flights from New Haven to Caribbean Islands

Our best Avelo Airlines deals on New Haven to Caribbean Islands flight tickets
Avelo Airlines
Jun 6
HVN7:00 amTweed-New Haven
3h 50m
SJU10:50 amSan Juan Luis Munoz Marin Intl
Jun 10
SJU12:05 pmSan Juan Luis Munoz Marin Intl
3h 52m
HVN3:57 pmTweed-New Haven
$168
Avelo Airlines
Jun 6
HVN7:00 amTweed-New Haven
3h 50m
SJU10:50 amSan Juan Luis Munoz Marin Intl
Jun 10
SJU12:05 pmSan Juan Luis Munoz Marin Intl
3h 52m
HVN3:57 pmTweed-New Haven
$169
Avelo Airlines
Jun 5
HVN8:00 amTweed-New Haven
3h 50m
SJU11:50 amSan Juan Luis Munoz Marin Intl
Jun 13
SJU12:05 pmSan Juan Luis Munoz Marin Intl
3h 52m
HVN3:57 pmTweed-New Haven
$200

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 March 3, 2026.
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

Mon 5/4

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 5/8

12:58 pm-4:50 pm

Nonstop3h 52m

$169

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 5/30

7:00 am-10:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 6/6

12:05 pm-3:57 pm

Nonstop3h 52m

$209

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Fri 5/1

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 5/8

12:58 pm-4:50 pm

Nonstop3h 52m

$219

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 6/1

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Mon 6/8

12:58 pm-4:50 pm

Nonstop3h 52m

$224

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 5/4

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 5/8

12:58 pm-4:50 pm

Nonstop3h 52m

$225

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 5/11

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 5/15

12:58 pm-4:50 pm

Nonstop3h 52m

$233

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 5/11

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 5/16

12:05 pm-3:57 pm

Nonstop3h 52m

$238

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 5/25

8:00 am-11:50 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Fri 5/29

12:58 pm-4:50 pm

Nonstop3h 52m

$240

New HavenPunta Cana

HVN - PUJ

HVNPUJ

Tweed-New Haven

Mon 3/23

7:00 am-3:35 pm

2 stops32h 35m

Punta Cana

Mon 3/30

5:01 pm-2:00 pm

2 stops20h 59m

$500

New HavenPunta Cana

HVN - PUJ

HVNPUJ

Tweed-New Haven

Mon 3/23

7:00 am-3:35 pm

2 stops32h 35m

Punta Cana

Mon 3/30

5:01 pm-2:00 pm

3 stops20h 59m

$511

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 October is, on average, the cheapest month to fly to Caribbean Islands from New Haven, with most prices found around $196. The month of November is another great option to travel to Caribbean Islands, with average flight prices from New Haven averaging around $229.

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 $208. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $310. 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 New Haven to Caribbean Islands at noon for as low as $208. 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 morning because they tend to be around $290. 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 $304 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 $213 on momondo.

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

There is only 1 cabin class 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

Fastest flight time

3h 50m

Direct flights

Tue, Thu, Sat and Sun

Airports in Caribbean Islands

99 airports
The fastest flight from New Haven to Caribbean Islands takes 3h 50m
Direct flights go from New Haven to Caribbean Islands on Tuesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.
There are 99 airports in Caribbean Islands. From New Haven there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
  • 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 $116Free CancellationRating
5.7
3,041 reviews
Search Frontier flights
Avelo AirlinesPriceFrom $163Free CancellationRating
7.6
88 reviews
Search Avelo Airlines flights
JetBluePriceFrom $205Free CancellationRating
7.2
2,897 reviews
Search JetBlue 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.

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1 adult
Thu 4/2
Thu 4/9

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Popular cities in Caribbean Islands

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