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Flights to Caribbean Islands

$153 Cheap flights to Caribbean Islands

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight to Caribbean Islands departing on 3/24. 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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Recent flights found to popular cities in Caribbean Islands

Find flights to these popular cities in Caribbean Islands from your nearest airport.

Flights to San Juan Luis Munoz Marin Intl Airport

Search all flight deals to San Juan Luis Munoz Marin Intl Airport
Multiple Airlines
Mar 24
BOS
3h 56m
SJU
Apr 2
SJU
4h 16m
BOS
$153
Multiple Airlines
Mar 28
BOS
3h 56m
SJU
Apr 2
SJU
4h 16m
BOS
$154
Multiple Airlines
Mar 29
BOS
3h 56m
SJU
Apr 7
SJU
4h 16m
BOS
$156
Multiple Airlines
Mar 29
BOS
3h 56m
SJU
Apr 9
SJU
4h 16m
BOS
$157
Multiple Airlines
Mar 25
BOS
3h 56m
SJU
Apr 4
SJU
4h 16m
BOS
$158
Multiple Airlines
Mar 28
BOS
3h 56m
SJU
Apr 4
SJU
4h 16m
BOS
$159
Multiple Airlines
May 14
BWI
3h 43m
SJU
May 17
SJU
4h 12m
BWI
$159
Frontier
Apr 28
PHL
3h 50m
SJU
May 4
SJU
4h 09m
PHL
$159
Spirit Airlines
Apr 1
BOS
3h 56m
SJU
Apr 4
SJU
4h 18m
BOS
$160
Frontier
Apr 30
PHL
17h 49m
1 stop
SJU
May 8
SJU
4h 09m
PHL
$160
Multiple Airlines
Mar 28
BOS
3h 56m
SJU
Apr 2
SJU
4h 16m
BOS
$161
Multiple Airlines
Mar 29
BOS
3h 56m
SJU
Apr 4
SJU
4h 16m
BOS
$162

Flights to Punta Cana

Search all flight deals to Punta Cana
Frontier
May 18
FLL
5h 41m
1 stop
PUJ
May 19
PUJ
9h 09m
1 stop
FLL
$270
Frontier
May 28
FLL
17h 09m
1 stop
PUJ
May 29
PUJ
16h 16m
1 stop
FLL
$277
Multiple Airlines
Apr 29
EWR
7h 55m
1 stop
PUJ
May 6
PUJ
9h 30m
1 stop
EWR
$284
Arajet
May 7
EWR
9h 51m
1 stop
PUJ
May 16
PUJ
4h 20m
EWR
$285
Arajet
May 7
EWR
4h 19m
PUJ
May 12
PUJ
4h 20m
EWR
$286
Multiple Airlines
Mar 30
FLL
2h 11m
PUJ
Apr 4
PUJ
8h 48m
1 stop
FLL
$287
Arajet
May 26
EWR
4h 19m
PUJ
Jun 2
PUJ
4h 20m
EWR
$287
Multiple Airlines
Mar 24
FLL
8h 37m
1 stop
PUJ
Mar 30
PUJ
2h 39m
FLL
$288
Arajet
Apr 21
EWR
4h 19m
PUJ
Apr 23
PUJ
4h 20m
EWR
$288
Arajet
Apr 25
EWR
4h 19m
PUJ
May 2
PUJ
4h 20m
EWR
$289
Arajet
May 2
EWR
4h 19m
PUJ
May 9
PUJ
4h 20m
EWR
$290
Frontier
May 11
FLL
5h 41m
1 stop
PUJ
May 12
PUJ
9h 09m
1 stop
FLL
$291

Flights to Santo Domingo

Search all flight deals to Santo Domingo
Arajet
Apr 30
MIA
2h 20m
SDQ
May 7
SDQ
2h 20m
MIA
$212
Arajet
Apr 30
MIA
2h 20m
SDQ
May 3
SDQ
2h 20m
MIA
$213
Arajet
Apr 28
MIA
2h 20m
SDQ
May 3
SDQ
2h 20m
MIA
$214
Arajet
May 15
MIA
2h 20m
SDQ
May 25
SDQ
2h 20m
MIA
$215
Arajet
May 16
MIA
2h 20m
SDQ
May 31
SDQ
2h 20m
MIA
$216
Arajet
May 16
MIA
2h 20m
SDQ
May 25
SDQ
2h 20m
MIA
$217
Arajet
May 28
MIA
2h 20m
SDQ
Jun 1
SDQ
2h 20m
MIA
$218
Arajet
May 7
MIA
2h 20m
SDQ
May 12
SDQ
2h 20m
MIA
$219
Multiple Airlines
Mar 25
MIA
2h 20m
SDQ
Apr 1
SDQ
2h 30m
MIA
$220
Arajet
Apr 30
MIA
2h 20m
SDQ
May 5
SDQ
2h 20m
MIA
$221
Arajet
May 1
MIA
2h 20m
SDQ
May 3
SDQ
2h 20m
MIA
$222
Multiple Airlines
Mar 27
MIA
2h 20m
SDQ
Apr 4
SDQ
2h 30m
MIA
$223

Flights to Montego Bay

Search all flight deals to Montego Bay
Spirit Airlines
Mar 23
FLL
1h 43m
MBJ
Mar 25
MBJ
1h 45m
FLL
$253
Spirit Airlines
Mar 23
FLL
1h 43m
MBJ
Mar 27
MBJ
1h 45m
FLL
$254
Spirit Airlines
May 12
FLL
1h 44m
MBJ
May 19
MBJ
1h 54m
FLL
$257
Spirit Airlines
Apr 23
FLL
1h 44m
MBJ
Apr 26
MBJ
1h 54m
FLL
$258
Spirit Airlines
Mar 31
FLL
1h 43m
MBJ
Apr 21
MBJ
1h 54m
FLL
$259
Spirit Airlines
Apr 16
FLL
1h 44m
MBJ
Apr 23
MBJ
1h 54m
FLL
$261
Spirit Airlines
May 7
FLL
1h 44m
MBJ
May 10
MBJ
1h 54m
FLL
$262
Spirit Airlines
Apr 14
FLL
1h 43m
MBJ
Apr 23
MBJ
1h 54m
FLL
$269
Frontier
Apr 11
ATL
2h 59m
MBJ
Apr 18
MBJ
3h 14m
ATL
$269
Frontier
Apr 13
ATL
2h 59m
MBJ
Apr 18
MBJ
3h 14m
ATL
$270
Spirit Airlines
May 3
FLL
1h 44m
MBJ
May 12
MBJ
1h 54m
FLL
$273
Spirit Airlines
Mar 31
FLL
1h 43m
MBJ
Apr 21
MBJ
1h 54m
FLL
$275

Flights to Oranjestad

Search all flight deals to Oranjestad
Spirit Airlines
Apr 7
ATL
9h 10m
1 stop
AUA
Apr 8
AUA
8h 19m
1 stop
ATL
$283
JetBlue
May 12
JFK
4h 44m
AUA
May 22
AUA
4h 45m
JFK
$292
JetBlue
May 2
BOS
5h 00m
AUA
May 10
AUA
4h 59m
BOS
$295
Spirit Airlines
Mar 31
ATL
9h 10m
1 stop
AUA
Apr 7
AUA
8h 19m
1 stop
ATL
$295
JetBlue
May 1
BOS
4h 49m
AUA
May 7
AUA
4h 59m
BOS
$298
JetBlue
May 30
BOS
4h 51m
AUA
Jun 6
AUA
4h 55m
BOS
$300
United Airlines
May 2
BOS
17h 13m
1 stop
AUA
May 6
AUA
8h 24m
1 stop
BOS
$301
JetBlue
Apr 1
BOS
4h 50m
AUA
Apr 7
AUA
4h 55m
BOS
$302
Spirit Airlines
Mar 31
ATL
5h 28m
1 stop
AUA
Apr 5
AUA
8h 19m
1 stop
ATL
$302
JetBlue
May 1
BOS
4h 49m
AUA
May 7
AUA
4h 59m
BOS
$305
United Airlines
May 2
BOS
17h 30m
2 stops
AUA
May 6
AUA
8h 24m
1 stop
BOS
$306
Delta
Apr 14
BOS
4h 52m
AUA
Apr 20
AUA
5h 04m
BOS
$307

Find the cheapest flights from the United States to Caribbean Islands

Recent round-trip flight deals from the United States to Caribbean Islands

Enter your travel dates to find the best prices.
Frontier Logo
8:39 pm - 12:29 am
PHL
-
SJU
3h 50mnonstop
Frontier Logo
1:59 am - 6:08 am
SJU
-
PHL
4h 09mnonstop
$159Frontier
Tue, Apr 28 - Mon, May 4
Frontier Logo
6:10 am - 11:59 pm
PHL
-
SJU
17h 49m
1 stop
Frontier Logo
1:59 am - 6:08 am
SJU
-
PHL
4h 09mnonstop
$160Frontier
Thu, Apr 30 - Fri, May 8
Spirit Airlines Logo
9:53 am - 11:58 pm
PHL
-
SJU
14h 05m
1 stop
Spirit Airlines Logo
7:54 pm - 8:39 am
SJU
-
PHL
12h 45m
1 stop
$163Spirit Airlines
Tue, Mar 24 - Tue, Apr 7
Frontier Logo
10:38 pm - 9:54 am
PHL
-
SJU
11h 16m
1 stop
Frontier Logo
1:59 am - 6:08 am
SJU
-
PHL
4h 09mnonstop
$164Frontier
Sun, May 3 - Sat, May 9
Frontier Logo
12:45 pm - 12:53 am
MCO
-
SJU
12h 08m
1 stop
Frontier Logo
4:11 pm - 9:59 pm
SJU
-
MCO
29h 48m
1 stop
$165Frontier
Thu, May 7 - Thu, May 14
Spirit Airlines Logo
7:19 pm - 9:59 pm
MCO
-
SJU
2h 40mnonstop
Spirit Airlines Logo
1:45 am - 5:00 am
SJU
-
MCO
3h 15mnonstop
$174Spirit Airlines
Fri, Apr 10 - Sun, Apr 12
Multiple Airlines Logo
6:25 am - 9:16 am
MCO
-
SJU
2h 51mnonstop
Multiple Airlines Logo
6:36 pm - 9:48 pm
SJU
-
MCO
3h 12mnonstop
$179Multiple Airlines
Fri, May 22 - Mon, May 25
Multiple Airlines Logo
3:29 pm - 11:43 pm
MCO
-
SJU
8h 14m
1 stop
Multiple Airlines Logo
9:54 am - 8:03 pm
SJU
-
MCO
10h 09m
1 stop
$180Multiple Airlines
Fri, Apr 24 - Fri, May 1
JetBlue Logo
9:15 am - 1:05 pm
JFK
-
STI
3h 50mnonstop
JetBlue Logo
4:22 pm - 11:59 pm
STI
-
JFK
7h 37m
1 stop
$355JetBlue
Tue, Apr 21 - Tue, Apr 21
JetBlue Logo
9:35 pm - 1:35 am
JFK
-
STI
4h 00mnonstop
JetBlue Logo
4:22 pm - 11:07 pm
STI
-
JFK
6h 45m
1 stop
$360JetBlue
Wed, Apr 29 - Thu, Apr 30

momondo Fare Finder

 
Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 832,500 searches and data was last updated on March 13, 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 4/28

8:39 pm-12:29 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:59 am-6:08 am

Nonstop4h 09m

$159

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Thu 4/30

6:10 am-11:59 pm

1 stop17h 49m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:59 am-6:08 am

Nonstop4h 09m

$160

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 3/24

9:53 am-11:58 pm

1 stop14h 05m

San Juan Luis Munoz Marin Intl

Tue 4/7

7:54 pm-8:39 am

1 stop12h 45m

$163

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sun 5/3

10:38 pm-9:54 am

1 stop11h 16m

San Juan Luis Munoz Marin Intl

Sat 5/9

1:59 am-6:08 am

Nonstop4h 09m

$164

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 5/7

12:45 pm-12:53 am

1 stop12h 08m

San Juan Luis Munoz Marin Intl

Thu 5/14

4:11 pm-9:59 pm

1 stop29h 48m

$165
Quickest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 4/10

7:19 pm-9:59 pm

Nonstop2h 40m

San Juan Luis Munoz Marin Intl

Sun 4/12

1:45 am-5:00 am

Nonstop3h 15m

$174

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 5/22

6:25 am-9:16 am

Nonstop2h 51m

San Juan Luis Munoz Marin Intl

Mon 5/25

6:36 pm-9:48 pm

Nonstop3h 12m

$179

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 4/24

3:29 pm-11:43 pm

1 stop8h 14m

San Juan Luis Munoz Marin Intl

Fri 5/1

9:54 am-8:03 pm

1 stop10h 09m

$180

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Tue 4/21

9:15 am-1:05 pm

Nonstop3h 50m

Santiago de los Caballeros

Tue 4/21

4:22 pm-11:59 pm

1 stop7h 37m

$355

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Wed 4/29

9:35 pm-1:35 am

Nonstop4h 00m

Santiago de los Caballeros

Thu 4/30

4:22 pm-11:07 pm

1 stop6h 45m

$360

Flights are sorted by cheapest round-trip flights first.

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

Caribbean Islands flights insights and trends

Explore insights for your Caribbean Islands flight to craft the best travel plan

See prices from:

Cheapest flights to cities in Caribbean Islands

Click on the cities below to find out when it's cheapest to fly to Caribbean Islands from United States
San Juan
San Juan
Find flights to San Juan

Cheap Caribbean Islands flight deals and tips

Summary info about Caribbean Islands flight prices, duration and airlines

Best One-Way Price

$65

Best Round-Trip Price

$159

Fastest flight time

3h 42m

Popular in

December
The best one-way flight price to Caribbean Islands from United States in the last 72 hours is $65 (Philadelphia to San Juan Luis Munoz Marin Intl).
Search Deals
The best round-trip flight price to Caribbean Islands from United States in the last 72 hours is $159 (Philadelphia to San Juan Luis Munoz Marin Intl).
Search Deals
The fastest flight to Caribbean Islands from United States takes 3h 42m (Philadelphia to San Juan Luis Munoz Marin Intl).
Search Deals
December has the highest demand for flights to Caribbean Islands, with a 4% price increase on average.
Search Deals

Frequently asked questions about flying to Caribbean Islands

What airlines fly to Caribbean Islands?

There are a total of 18 airlines that operate flight routes to Caribbean Islands, with JetBlue being the most popular option. An estimated 37% of those flying into Caribbean Islands choose to fly with JetBlue. If you’re unable to find tickets with JetBlue, then American Airlines and Frontier are also popular airlines to fly with.

When did momondo last update prices for flights to Caribbean Islands?

Prices for flights to Caribbean Islands were last updated today.

How many operators does momondo search for flights to Caribbean Islands?

As of March 2026, there are 65 operators available to choose from for flights to Caribbean Islands.

How old do you have to be to fly 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 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.

Why use momondo?

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

Finding the right flight to Caribbean Islands is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. These options 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 to Caribbean Islands with flexible booking policies on momondo?

Yes. All flights to Caribbean Islands on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights to Caribbean Islands?

momondo provides multiple filters to help you find the best flight to Caribbean Islands. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of 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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