Cheap flights from Hartford to Caribbean from $101

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 departing on 1/1. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:09 pm - 10:00 pm
BDL
-
SJU
3h 51mnonstop
Frontier Logo
4:36 pm - 7:36 pm
SJU
-
BDL
28h 00m1 stop
$186Frontier
Tue, Jan 13 - Wed, Jan 21
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
7:55 pm - 12:46 am
BDL
-
SJU
3h 51mnonstop
Frontier Logo
3:55 pm - 7:10 pm
SJU
-
BDL
4h 15mnonstop
$188Frontier
Fri, Feb 20 - Fri, Feb 27
Delta Logo
6:00 am - 3:05 pm
BDL
-
STT
8h 05m1 stop
Delta Logo
4:15 pm - 11:55 pm
STT
-
BDL
8h 40m1 stop
$227Delta
Thu, Jan 29 - Tue, Feb 3
American Airlines Logo
7:40 pm - 3:56 pm
BDL
-
STT
19h 16m2 stops
American Airlines Logo
6:39 pm - 11:04 am
STT
-
BDL
17h 25m2 stops
$252American Airlines
Sun, Jan 18 - Fri, Jan 23
American Airlines Logo
7:01 am - 3:06 pm
BDL
-
STT
7h 05m1 stop
American Airlines Logo
5:20 pm - 9:06 am
STT
-
BDL
16h 46m1 stop
$287American Airlines
Sun, Feb 8 - Wed, Feb 18
Delta Logo
6:00 am - 4:20 pm
BDL
-
STT
9h 20m1 stop
Delta Logo
4:15 pm - 11:56 pm
STT
-
BDL
8h 41m1 stop
$296Delta
Mon, Feb 9 - Wed, Feb 18
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
$326Avelo Airlines
Thu, Jan 15 - Sun, Jan 18
JetBlue Logo
6:00 am - 12:35 pm
BDL
-
NAS
6h 35m1 stop
JetBlue Logo
2:57 pm - 10:48 pm
NAS
-
BDL
7h 51m1 stop
$329JetBlue
Mon, Feb 9 - Fri, Feb 13
JetBlue Logo
6:00 am - 1:25 pm
BDL
-
MBJ
7h 25m1 stop
JetBlue Logo
2:08 pm - 11:41 pm
MBJ
-
BDL
9h 33m1 stop
$335JetBlue
Mon, Jan 19 - Thu, Jan 22

Frontier flights from Hartford to Caribbean

Our best Frontier deals on Hartford to Caribbean flight tickets
Frontier
Jan 13
BDL5:09 pmHartford Bradley Intl
3h 51m
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Jan 21
SJU4:36 pmSan Juan Luis Munoz Marin Intl
28h 00m
1 stop
BDL7:36 pmHartford Bradley Intl
Frontier
Jan 5
BDL4:30 pmHartford Bradley Intl
9h 09m
1 stop
SJU2:39 amSan Juan Luis Munoz Marin Intl
Jan 15
SJU9:04 pmSan Juan Luis Munoz Marin Intl
21h 07m
1 stop
BDL5:11 pmHartford Bradley Intl
Frontier
Feb 20
BDL7:55 pmHartford Bradley Intl
3h 51m
SJU12:46 amSan Juan Luis Munoz Marin Intl
Feb 27
SJU3:55 pmSan Juan Luis Munoz Marin Intl
4h 15m
BDL7:10 pmHartford Bradley Intl

JetBlue flights from Hartford to Caribbean

Our best JetBlue deals on Hartford to Caribbean flight tickets
JetBlue
Dec 23
BDL7:00 amHartford Bradley Intl
3h 50m
SJU11:50 amSan Juan Luis Munoz Marin Intl
Dec 31
SJU3:12 pmSan Juan Luis Munoz Marin Intl
4h 03m
BDL6:15 pmHartford Bradley Intl
JetBlue
Feb 9
BDL6:00 amHartford Bradley Intl
6h 35m
1 stop
NAS12:35 pmNassau Intl
Feb 13
NAS2:57 pmNassau Intl
7h 51m
1 stop
BDL10:48 pmHartford Bradley Intl
JetBlue
Jan 19
BDL6:00 amHartford Bradley Intl
7h 25m
1 stop
MBJ1:25 pmMontego Bay Sangster Intl
Jan 22
MBJ2:08 pmMontego Bay Sangster Intl
9h 33m
1 stop
BDL11:41 pmHartford Bradley Intl

momondo Fare Finder

 
Customize your flight search to find flights from Hartford 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 December 11, 2025.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 1/13

5:09 pm-10:00 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Wed 1/21

4:36 pm-7:36 pm

1 stop28h 00m

$186

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 2/20

7:55 pm-12:46 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Fri 2/27

3:55 pm-7:10 pm

Nonstop4h 15m

$188

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Thu 1/29

6:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

Tue 2/3

4:15 pm-11:55 pm

1 stop8h 40m

$227

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 1/18

7:40 pm-3:56 pm

2 stops19h 16m

Saint Thomas Island Cyril E King

Fri 1/23

6:39 pm-11:04 am

2 stops17h 25m

$252

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Sun 2/8

7:01 am-3:06 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Wed 2/18

5:20 pm-9:06 am

1 stop16h 46m

$287

HartfordSaint Thomas Island

BDL - STT

BDLSTT

Hartford Bradley Intl

Mon 2/9

6:00 am-4:20 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Wed 2/18

4:15 pm-11:56 pm

1 stop8h 41m

$296

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Thu 1/15

6:30 am-10:43 am

Nonstop4h 13m

Montego Bay Sangster Intl

Sun 1/18

11:43 am-3:38 pm

Nonstop3h 55m

$326

HartfordNassau

BDL - NAS

BDLNAS

Hartford Bradley Intl

Mon 2/9

6:00 am-12:35 pm

1 stop6h 35m

Nassau Intl

Fri 2/13

2:57 pm-10:48 pm

1 stop7h 51m

$329

HartfordMontego Bay

BDL - MBJ

BDLMBJ

Hartford Bradley Intl

Mon 1/19

6:00 am-1:25 pm

1 stop7h 25m

Montego Bay Sangster Intl

Thu 1/22

2:08 pm-11:41 pm

1 stop9h 33m

$335

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 Hartford 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 Hartford to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $250. If you don’t want to visit Caribbean in January, then you should wait until March to fly from Hartford, when ticket prices are also cheap, with an average price of $264.

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

The cheapest day to depart from Hartford to Caribbean is on a Tuesday when prices can be found for as low as $316. 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.

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 Hartford to Caribbean when you can find flight prices for as low as $280. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $391.

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

Fly from Hartford Bradley Intl to San Juan Luis Munoz Marin Intl for the best Hartford Bradley Intl - Caribbean flight prices

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

You are more likely to see cheaper flights to Caribbean from Hartford when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $327 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Hartford for as low as $279 on momondo.

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

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

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

Cheap Hartford to Caribbean flight deals and tips

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

Best Price Found

$99

Fastest flight time

3h 48m

Direct flights

Every day

Airports in Caribbean

195 airports
The best one-way flight to Caribbean from Hartford in the past 72 hours is $99. The best round-trip flight deal from Hartford to Caribbean found on momondo in the last 72 hours is $243.
The fastest flight from Hartford to Caribbean takes 3h 48m
Direct flights go from Hartford to Caribbean every day.
There are 195 airports in Caribbean. From Hartford there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
  • When did momondo last update prices for flights from Hartford Bradley Intl Airport to Caribbean?

    Prices for flights from Hartford Bradley Intl Airport to Caribbean were last updated today.

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

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

    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.

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

    The necessary travel and health documents for your Caribbean 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?

Best airlines flying from Hartford to Caribbean

Compare and see reviews for airlines that fly from Hartford to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,180 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $110Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
FrontierPriceFrom $111Free CancellationRating
5.8
3,084 reviews
Search Frontier flights
Avelo AirlinesPriceFrom $116Free CancellationRating
7.5
84 reviews
Search Avelo Airlines flights
DeltaPriceFrom $197Free CancellationRating
7.9
8,007 reviews
Search Delta flights
JetBluePriceFrom $218Free CancellationRating
7.2
2,899 reviews
Search JetBlue flights
SouthwestPriceFrom $262Free CancellationRating
7.9
4,253 reviews
Search Southwest flights
American AirlinesPriceFrom $263Free CancellationRating
7.2
11,049 reviews
Search American Airlines flights

Why use momondo?

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

Finding the right flight to Caribbean 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 quick and easy, saving you time and money.

Can I find flights from Hartford to Caribbean with flexible booking policies on momondo?

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

How can momondo help me find flights from Hartford to Caribbean?

momondo helps you find the best flight between Hartford and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Caribbean from Hartford. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices 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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1 adult
Sat 1/10
Sat 1/17

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