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Cheap flights from Hartford to Caribbean Islands from $73

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 2/20. 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.
Multiple Airlines Logo
7:55 pm - 12:46 am
BDL
-
SJU
3h 51mnonstop
Multiple Airlines Logo
8:05 pm - 9:23 am
SJU
-
BDL
14h 18m
1 stop
$189Multiple Airlines
Mon, Feb 23 - Tue, Mar 3
Frontier Logo
11:10 am - 3:01 pm
BDL
-
SJU
3h 51mnonstop
Frontier Logo
12:59 am - 5:05 am
SJU
-
BDL
4h 06mnonstop
$191Frontier
Tue, Mar 31 - Sun, Apr 5
United Airlines Logo
6:00 am - 2:57 pm
BDL
-
SXM
8h 57m
1 stop
United Airlines Logo
3:55 pm - 9:32 am
SXM
-
BDL
17h 37m
1 stop
$265United Airlines
Sun, Mar 8 - Thu, Mar 12
United Airlines Logo
6:00 am - 2:57 pm
BDL
-
SXM
8h 57m
1 stop
United Airlines Logo
1:52 pm - 9:32 am
SXM
-
BDL
19h 40m
2 stops
$270United Airlines
Sun, Mar 8 - Thu, Mar 12
American Airlines Logo
8:25 am - 3:00 pm
BDL
-
SXM
6h 35m
1 stop
American Airlines Logo
4:35 pm - 1:55 pm
SXM
-
BDL
21h 20m
1 stop
$272American Airlines
Tue, Mar 31 - Tue, Apr 7
American Airlines Logo
7:15 pm - 3:59 pm
BDL
-
SXM
19h 44m
2 stops
American Airlines Logo
5:01 pm - 8:13 pm
SXM
-
BDL
28h 12m
1 stop
$275American Airlines
Fri, Feb 27 - Mon, Mar 2
JetBlue Logo
6:00 am - 1:44 pm
BDL
-
SXM
7h 44m
1 stop
JetBlue Logo
2:50 pm - 11:57 pm
SXM
-
BDL
9h 07m
1 stop
$295JetBlue
Tue, Mar 24 - Tue, Mar 31
JetBlue Logo
1:30 pm - 7:46 pm
BDL
-
SDQ
6h 16m
1 stop
JetBlue Logo
8:45 am - 8:37 pm
SDQ
-
BDL
11h 52m
1 stop
$299JetBlue
Tue, Mar 24 - Tue, Apr 7
Delta Logo
6:00 am - 2:50 pm
BDL
-
SXM
7h 50m
1 stop
Delta Logo
1:38 pm - 9:30 pm
SXM
-
BDL
8h 52m
1 stop
$305Delta
Sat, Feb 28 - Tue, Mar 3
Delta Logo
6:00 am - 2:17 pm
BDL
-
SDQ
7h 17m
1 stop
Delta Logo
3:42 pm - 11:56 pm
SDQ
-
BDL
9h 14m
1 stop
$315Delta
Sun, Feb 22 - Wed, Feb 25

American Airlines flights from Hartford to Caribbean Islands

Our best American Airlines deals on Hartford to Caribbean Islands flight tickets
American Airlines
Feb 26
BDL8:25 amHartford Bradley Intl
6h 35m
1 stop
SXM4:00 pmSimpson Bay Princess Juliana
Mar 2
SXM5:01 pmSimpson Bay Princess Juliana
28h 12m
1 stop
BDL8:13 pmHartford Bradley Intl
$271
American Airlines
Mar 3
BDL8:25 amHartford Bradley Intl
6h 35m
1 stop
SXM4:00 pmSimpson Bay Princess Juliana
Mar 8
SXM4:01 pmSimpson Bay Princess Juliana
27h 51m
1 stop
BDL7:52 pmHartford Bradley Intl
$276
American Airlines
Feb 16
BDL8:25 amHartford Bradley Intl
14h 15m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU8:40 amSan Juan Luis Munoz Marin Intl
15h 37m
1 stop
BDL11:17 pmHartford Bradley Intl
$277

Frontier flights from Hartford to Caribbean Islands

Our best Frontier deals on Hartford to Caribbean Islands flight tickets
Frontier
Feb 23
BDL10:52 amHartford Bradley Intl
15h 01m
1 stop
SJU2:53 amSan Juan Luis Munoz Marin Intl
Feb 26
SJU5:25 pmSan Juan Luis Munoz Marin Intl
17h 23m
1 stop
BDL9:48 amHartford Bradley Intl
$190
Frontier
Mar 31
BDL11:10 amHartford Bradley Intl
3h 51m
SJU3:01 pmSan Juan Luis Munoz Marin Intl
Apr 5
SJU12:59 amSan Juan Luis Munoz Marin Intl
4h 06m
BDL5:05 amHartford Bradley Intl
$191
Frontier
Apr 1
BDL6:34 pmHartford Bradley Intl
7h 27m
1 stop
SJU2:01 amSan Juan Luis Munoz Marin Intl
Apr 8
SJU6:30 amSan Juan Luis Munoz Marin Intl
11h 09m
1 stop
BDL5:39 pmHartford Bradley Intl
$192

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 February 2, 2026.
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 2/23

7:55 pm-12:46 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Tue 3/3

8:05 pm-9:23 am

1 stop14h 18m

$189

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 3/31

11:10 am-3:01 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sun 4/5

12:59 am-5:05 am

Nonstop4h 06m

$191

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Thu 3/12

3:55 pm-9:32 am

1 stop17h 37m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Thu 3/12

1:52 pm-9:32 am

2 stops19h 40m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 3/31

8:25 am-3:00 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Tue 4/7

4:35 pm-1:55 pm

1 stop21h 20m

$272

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 2/27

7:15 pm-3:59 pm

2 stops19h 44m

Simpson Bay Princess Juliana

Mon 3/2

5:01 pm-8:13 pm

1 stop28h 12m

$275

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 3/24

6:00 am-1:44 pm

1 stop7h 44m

Simpson Bay Princess Juliana

Tue 3/31

2:50 pm-11:57 pm

1 stop9h 07m

$295

HartfordSanto Domingo

BDL - SDQ

BDLSDQ

Hartford Bradley Intl

Tue 3/24

1:30 pm-7:46 pm

1 stop6h 16m

Santo Domingo Las Americas

Tue 4/7

8:45 am-8:37 pm

1 stop11h 52m

$299

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 2/28

6:00 am-2:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Tue 3/3

1:38 pm-9:30 pm

1 stop8h 52m

$305

HartfordSanto Domingo

BDL - SDQ

BDLSDQ

Hartford Bradley Intl

Sun 2/22

6:00 am-2:17 pm

1 stop7h 17m

Santo Domingo Las Americas

Wed 2/25

3:42 pm-11:56 pm

1 stop9h 14m

$315

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 March is, on average, the cheapest month to fly to Caribbean Islands from Hartford, with most prices found around $271. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Hartford averaging around $281.

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 Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $326. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $376. 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 $313. 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 $416. 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 $333 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 $288 on momondo.

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

There are 2 cabin classes 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 49m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from Hartford to Caribbean Islands takes 3h 49m
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 $93Free CancellationRating
6.3
8,399 reviews
Search Spirit Airlines flights
FrontierPriceFrom $105Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
United AirlinesPriceFrom $110Free CancellationRating
7.4
9,231 reviews
Search United Airlines flights
Avelo AirlinesPriceFrom $116Free CancellationRating
7.6
88 reviews
Search Avelo Airlines flights
DeltaPriceFrom $150Free CancellationRating
7.9
8,135 reviews
Search Delta flights
JetBluePriceFrom $191Free CancellationRating
7.2
2,892 reviews
Search JetBlue flights
SouthwestPriceFrom $262Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
American AirlinesPriceFrom $263Free CancellationRating
7.2
11,212 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

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