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Cheap flights from Hartford to Caribbean Islands from $84

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hartford to Caribbean Islands departing on 2/1. 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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Find the cheapest flights from Hartford to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:30 pm - 2:39 am
BDL
-
SJU
9h 09m1 stop
Frontier Logo
9:04 pm - 5:11 pm
SJU
-
BDL
21h 07m1 stop
$187Frontier
Mon, Jan 5 - Thu, Jan 15
Frontier Logo
7:03 pm - 11:59 pm
BDL
-
SJU
3h 56mnonstop
Frontier Logo
12:59 pm - 4:14 pm
SJU
-
BDL
4h 15mnonstop
$188Frontier
Fri, Jan 9 - Tue, Jan 13
Frontier Logo
7:03 pm - 11:59 pm
BDL
-
SJU
3h 56mnonstop
Frontier Logo
3:01 pm - 6:16 pm
SJU
-
BDL
4h 15mnonstop
$190Frontier
Thu, Jan 8 - Thu, Jan 15
American Airlines Logo
7:50 am - 3:49 pm
BDL
-
STT
6h 59m1 stop
American Airlines Logo
4:42 pm - 10:44 am
STT
-
BDL
18h 02m1 stop
$227American Airlines
Sun, Mar 1 - Mon, Mar 9
American Airlines Logo
5:53 am - 4:52 pm
BDL
-
STT
9h 59m1 stop
American Airlines Logo
5:32 pm - 10:37 am
STT
-
BDL
18h 05m1 stop
$252American Airlines
Mon, Feb 16 - Mon, Feb 23
Delta Logo
6:00 am - 4:10 pm
BDL
-
STT
9h 10m1 stop
Delta Logo
4:15 pm - 11:55 pm
STT
-
BDL
8h 40m1 stop
$257Delta
Sun, Jan 18 - Wed, Jan 21
JetBlue Logo
6:00 am - 2:28 pm
BDL
-
SXM
7h 28m1 stop
JetBlue Logo
3:43 pm - 11:48 pm
SXM
-
BDL
9h 05m1 stop
$261JetBlue
Fri, Jan 30 - Wed, Feb 4
JetBlue Logo
6:00 am - 4:21 pm
BDL
-
SXM
9h 21m1 stop
JetBlue Logo
3:43 pm - 11:48 pm
SXM
-
BDL
9h 05m1 stop
$273JetBlue
Fri, Feb 6 - Wed, Feb 11
Delta Logo
6:00 am - 4:10 pm
BDL
-
STT
9h 10m1 stop
Delta Logo
1:52 pm - 11:55 pm
STT
-
BDL
11h 03m1 stop
$296Delta
Mon, Jan 12 - Thu, Jan 22
Avelo Airlines Logo
6:30 am - 10:43 am
BDL
-
MBJ
4h 13mnonstop
Avelo Airlines Logo
11:43 am - 3:38 pm
MBJ
-
BDL
3h 55mnonstop
$383Avelo Airlines
Thu, Jan 8 - Sun, Jan 18

Frontier flights from Hartford to Caribbean Islands

Our best Frontier deals on Hartford to Caribbean Islands flight tickets
Frontier
Jan 9
BDL7:03 pmHartford Bradley Intl
3h 56m
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Jan 13
SJU12:59 pmSan Juan Luis Munoz Marin Intl
4h 15m
BDL4:14 pmHartford Bradley Intl
$188
Find similar
Frontier
Mar 3
BDL12:19 pmHartford Bradley Intl
11h 24m
1 stop
SJU12:43 amSan Juan Luis Munoz Marin Intl
Mar 10
SJU6:00 amSan Juan Luis Munoz Marin Intl
4h 15m
BDL10:15 amHartford Bradley Intl
$190
Find similar
Frontier
Jan 10
BDL7:03 pmHartford Bradley Intl
3h 56m
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU1:07 pmSan Juan Luis Munoz Marin Intl
4h 15m
BDL4:22 pmHartford Bradley Intl
$191
Find similar

American Airlines flights from Hartford to Caribbean Islands

Our best American Airlines deals on Hartford to Caribbean Islands flight tickets
American Airlines
Mar 1
BDL5:35 pmHartford Bradley Intl
17h 35m
1 stop
STT12:10 pmSaint Thomas Island Cyril E King
Mar 9
STT4:42 pmSaint Thomas Island Cyril E King
18h 02m
1 stop
BDL10:44 amHartford Bradley Intl
$227
Find similar
American Airlines
Feb 16
BDL5:53 amHartford Bradley Intl
9h 59m
1 stop
STT4:52 pmSaint Thomas Island Cyril E King
Feb 23
STT5:32 pmSaint Thomas Island Cyril E King
18h 05m
1 stop
BDL10:37 amHartford Bradley Intl
$252
Find similar
American Airlines
Jan 23
BDL5:03 pmHartford Bradley Intl
18h 55m
2 stops
SXM12:58 pmSimpson Bay Princess Juliana
Jan 30
SXM2:03 pmSimpson Bay Princess Juliana
10h 41m
2 stops
BDL11:44 pmHartford Bradley Intl
$262
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hartford 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 December 18, 2025.
Use the filters below to find and compare flights from Hartford to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 1/5

4:30 pm-2:39 am

1 stop9h 09m

San Juan Luis Munoz Marin Intl

Thu 1/15

9:04 pm-5:11 pm

1 stop21h 07m

$187

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 1/9

7:03 pm-11:59 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Tue 1/13

12:59 pm-4:14 pm

Nonstop4h 15m

$188

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 1/8

7:03 pm-11:59 pm

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Thu 1/15

3:01 pm-6:16 pm

Nonstop4h 15m

$190

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 3/1

7:50 am-3:49 pm

1 stop6h 59m

Saint Thomas Island Cyril E King

Mon 3/9

4:42 pm-10:44 am

1 stop18h 02m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/16

5:53 am-4:52 pm

1 stop9h 59m

Saint Thomas Island Cyril E King

Mon 2/23

5:32 pm-10:37 am

1 stop18h 05m

$252

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 1/18

6:00 am-4:10 pm

1 stop9h 10m

Saint Thomas Island Cyril E King

Wed 1/21

4:15 pm-11:55 pm

1 stop8h 40m

$257

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 1/30

6:00 am-2:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

Wed 2/4

3:43 pm-11:48 pm

1 stop9h 05m

$261

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 2/6

6:00 am-4:21 pm

1 stop9h 21m

Simpson Bay Princess Juliana

Wed 2/11

3:43 pm-11:48 pm

1 stop9h 05m

$273

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 1/12

6:00 am-4:10 pm

1 stop9h 10m

Saint Thomas Island Cyril E King

Thu 1/22

1:52 pm-11:55 pm

1 stop11h 03m

$296

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Thu 1/8

6:30 am-10:43 am

Nonstop4h 13m

Montego Bay Sangster Intl

Sun 1/18

11:43 am-3:38 pm

Nonstop3h 55m

$383

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 Hartford 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 January is, on average, the cheapest month to fly to Caribbean Islands from Hartford, with most prices found around $251. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Hartford averaging around $265.

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

The cheapest day to depart from Hartford to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets 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 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 Hartford to Caribbean Islands in the afternoon for as low as $281. 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 $394. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Hartford Bradley Intl to Caribbean Islands flight route?

Fly from Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Hartford Bradley Intl - 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 Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $326 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Hartford for as low as $279 on momondo.

What cabin class options are available on Hartford Bradley Intl to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Hartford Bradley Intl 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 Hartford to Caribbean Islands flights?

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

Cheap Hartford to Caribbean Islands flight deals and tips

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

Fastest flight time

3h 48m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Hartford to Caribbean Islands takes 3h 48m
Direct flights go from Hartford to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From Hartford there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

  • When did momondo last update prices for flights from Hartford Bradley Intl Airport to Caribbean Islands?

    Prices for flights from Hartford Bradley Intl Airport to Caribbean Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Hartford Bradley Intl Airport to Caribbean Islands?

  • How old do you have to be to fly from Hartford Bradley Intl Airport to Caribbean Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hartford Bradley Intl Airport to Caribbean Islands.

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

    The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Hartford to Caribbean Islands?

Best airlines flying from Hartford to Caribbean Islands

Compare and see reviews for airlines that fly from Hartford to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,188 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $110Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
FrontierPriceFrom $112Free CancellationRating
5.8
3,082 reviews
Search Frontier flights
Avelo AirlinesPriceFrom $116Free CancellationRating
7.5
85 reviews
Search Avelo Airlines flights
DeltaPriceFrom $214Free CancellationRating
7.9
8,006 reviews
Search Delta flights
JetBluePriceFrom $219Free CancellationRating
7.2
2,895 reviews
Search JetBlue flights
SouthwestPriceFrom $262Free CancellationRating
7.9
4,249 reviews
Search Southwest flights
American AirlinesPriceFrom $263Free CancellationRating
7.2
11,053 reviews
Search American Airlines flights

Why use momondo?

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

Finding the right flight to Caribbean Islands from Hartford 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 Hartford to Caribbean Islands with flexible booking policies on momondo?

All flight searches from Hartford to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Hartford 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 Hartford to Caribbean Islands.

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

Of course. momondo tracks the price of Hartford 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

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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