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Flights to Caribbean Islands

$166 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 5/10. 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
Frontier
May 10
MCO
2h 49m
SJU
May 13
SJU
13h 25m
1 stop
MCO
$166
Frontier
May 11
MCO
2h 51m
SJU
May 13
SJU
14h 23m
1 stop
MCO
$167
Frontier
May 8
MCO
18h 06m
1 stop
SJU
May 14
SJU
17h 14m
1 stop
MCO
$168
Frontier
May 11
MCO
2h 48m
SJU
Jun 2
SJU
11h 29m
1 stop
MCO
$169
Frontier
May 12
MCO
22h 44m
1 stop
SJU
May 15
SJU
3h 07m
MCO
$170
Multiple Airlines
May 2
MCO
2h 49m
SJU
May 9
SJU
13h 25m
1 stop
MCO
$171
Frontier
May 31
MCO
9h 47m
1 stop
SJU
Jun 6
SJU
3h 17m
MCO
$172
Multiple Airlines
May 2
MCO
17h 54m
1 stop
SJU
May 4
SJU
3h 07m
MCO
$173
Multiple Airlines
May 2
MCO
17h 54m
1 stop
SJU
May 3
SJU
3h 09m
MCO
$174
Multiple Airlines
May 1
MCO
10h 25m
1 stop
SJU
May 2
SJU
3h 09m
MCO
$175
Multiple Airlines
May 15
MCO
2h 48m
SJU
Jun 6
SJU
3h 03m
MCO
$176
Frontier
May 5
MCO
2h 48m
SJU
May 16
SJU
13h 25m
1 stop
MCO
$177

Flights to Punta Cana

Search all flight deals to Punta Cana
Frontier
May 9
MCO
11h 15m
1 stop
PUJ
May 16
PUJ
3h 05m
MCO
$250
Frontier
May 16
MCO
5h 20m
1 stop
PUJ
May 23
PUJ
11h 48m
1 stop
MCO
$252
Frontier
May 12
MCO
11h 15m
1 stop
PUJ
May 16
PUJ
3h 05m
MCO
$256
Frontier
May 9
MCO
2h 48m
PUJ
May 14
PUJ
11h 37m
1 stop
MCO
$258
Frontier
May 10
MCO
9h 02m
1 stop
PUJ
May 19
PUJ
12h 47m
1 stop
MCO
$262
Frontier
May 12
MCO
11h 15m
1 stop
PUJ
May 19
PUJ
12h 47m
1 stop
MCO
$268
Frontier
May 14
MCO
16h 45m
1 stop
PUJ
May 19
PUJ
12h 47m
1 stop
MCO
$269
Frontier
May 9
MCO
17h 06m
1 stop
PUJ
May 16
PUJ
3h 05m
MCO
$270
Frontier
May 10
MCO
15h 04m
1 stop
PUJ
May 17
PUJ
15h 05m
1 stop
MCO
$272
Frontier
May 9
MCO
2h 48m
PUJ
May 17
PUJ
15h 05m
1 stop
MCO
$278
Frontier
May 9
MCO
17h 06m
1 stop
PUJ
May 16
PUJ
3h 05m
MCO
$280
Frontier
May 11
MCO
11h 15m
1 stop
PUJ
May 16
PUJ
3h 05m
MCO
$281

Flights to Santo Domingo

Search all flight deals to Santo Domingo
Arajet
May 26
MIA
2h 20m
SDQ
Jun 3
SDQ
2h 20m
MIA
$239
Arajet
Sep 12
MIA
2h 20m
SDQ
Sep 24
SDQ
2h 20m
MIA
$244
Arajet
Sep 8
MIA
2h 20m
SDQ
Sep 15
SDQ
2h 20m
MIA
$249
Arajet
Sep 18
EWR
4h 30m
SDQ
Oct 9
SDQ
4h 20m
EWR
$253
Arajet
May 28
MIA
2h 20m
SDQ
May 31
SDQ
2h 20m
MIA
$253
Multiple Airlines
May 14
MIA
13h 27m
1 stop
SDQ
May 18
SDQ
2h 20m
MIA
$254
Arajet
Sep 4
MIA
2h 20m
SDQ
Sep 14
SDQ
2h 20m
MIA
$255
Arajet
May 12
MIA
2h 20m
SDQ
May 23
SDQ
2h 20m
MIA
$256
Multiple Airlines
May 23
MIA
16h 01m
1 stop
SDQ
May 27
SDQ
2h 20m
MIA
$257
Arajet
Sep 18
EWR
4h 30m
SDQ
Sep 21
SDQ
4h 20m
EWR
$258
Arajet
May 25
MIA
2h 20m
SDQ
Jun 1
SDQ
2h 20m
MIA
$258
Arajet
Oct 14
EWR
4h 30m
SDQ
Oct 23
SDQ
4h 20m
EWR
$259

Flights to Montego Bay

Search all flight deals to Montego Bay
Multiple Airlines
May 17
FLL
15h 09m
1 stop
MBJ
May 19
MBJ
1h 54m
FLL
$263
Frontier
May 8
FLL
7h 06m
1 stop
MBJ
May 11
MBJ
10h 28m
1 stop
FLL
$264
Multiple Airlines
May 14
FLL
15h 09m
1 stop
MBJ
May 19
MBJ
1h 54m
FLL
$265
Spirit Airlines
Jun 9
FLL
1h 44m
MBJ
Jun 14
MBJ
1h 54m
FLL
$266
Multiple Airlines
May 19
FLL
7h 06m
1 stop
MBJ
May 26
MBJ
1h 54m
FLL
$267
Multiple Airlines
May 10
FLL
1h 44m
MBJ
May 16
MBJ
1h 44m
FLL
$270
Frontier
May 10
FLL
7h 06m
1 stop
MBJ
May 14
MBJ
10h 28m
1 stop
FLL
$273
Frontier
May 12
BWI
6h 26m
1 stop
MBJ
May 14
MBJ
8h 41m
1 stop
BWI
$274
Frontier
May 17
FLL
15h 09m
1 stop
MBJ
May 20
MBJ
10h 28m
1 stop
FLL
$274
Multiple Airlines
May 9
FLL
1h 41m
MBJ
May 12
MBJ
1h 54m
FLL
$276
Multiple Airlines
May 14
FLL
15h 09m
1 stop
MBJ
May 19
MBJ
1h 54m
FLL
$277
Multiple Airlines
May 11
FLL
1h 41m
MBJ
Jun 9
MBJ
1h 54m
FLL
$278

Flights to Oranjestad

Search all flight deals to Oranjestad
Spirit Airlines
May 24
ATL
17h 15m
1 stop
AUA
May 29
AUA
17h 18m
1 stop
ATL
$291
Spirit Airlines
May 28
ATL
17h 15m
1 stop
AUA
Jun 1
AUA
17h 18m
1 stop
ATL
$302
Spirit Airlines
May 25
ATL
9h 16m
1 stop
AUA
May 30
AUA
17h 18m
1 stop
ATL
$304
Spirit Airlines
May 25
BWI
8h 06m
1 stop
AUA
May 29
AUA
16h 54m
1 stop
BWI
$313
Multiple Airlines
May 22
ATL
15h 48m
1 stop
AUA
Jun 1
AUA
16h 33m
1 stop
ATL
$319
Spirit Airlines
Jul 20
ATL
9h 02m
1 stop
AUA
Jul 24
AUA
17h 19m
1 stop
ATL
$325
Spirit Airlines
May 16
EWR
8h 36m
1 stop
AUA
May 22
AUA
17h 18m
1 stop
EWR
$327
Multiple Airlines
May 11
ATL
9h 16m
1 stop
AUA
May 15
AUA
20h 03m
2 stops
ATL
$328
Spirit Airlines
May 18
BWI
8h 06m
1 stop
AUA
May 23
AUA
7h 48m
1 stop
BWI
$334
Spirit Airlines
May 25
BOS
8h 51m
1 stop
AUA
May 30
AUA
8h 13m
1 stop
BOS
$335
JetBlue
Jun 1
JFK
4h 53m
AUA
Jun 9
AUA
4h 47m
JFK
$336
Spirit Airlines
May 11
BOS
8h 51m
1 stop
AUA
May 15
AUA
8h 13m
1 stop
BOS
$338

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
5:15 am - 8:04 am
MCO
-
SJU
2h 49mnonstop
Frontier Logo
5:15 pm - 6:40 am
SJU
-
MCO
13h 25m
1 stop
$166Frontier
Sun, May 10 - Wed, May 13
Frontier Logo
7:52 pm - 10:43 pm
MCO
-
SJU
2h 51mnonstop
Frontier Logo
7:30 am - 9:53 pm
SJU
-
MCO
14h 23m
1 stop
$167Frontier
Mon, May 11 - Wed, May 13
Spirit Airlines Logo
6:00 am - 6:59 pm
EWR
-
SJU
12h 59m
1 stop
Spirit Airlines Logo
12:59 am - 5:06 am
SJU
-
EWR
4h 07mnonstop
$216Spirit Airlines
Sun, May 17 - Wed, May 27
Spirit Airlines Logo
6:42 pm - 10:42 pm
EWR
-
SJU
4h 00mnonstop
Spirit Airlines Logo
4:28 pm - 8:45 pm
SJU
-
EWR
4h 17mnonstop
$218Spirit Airlines
Wed, May 27 - Wed, Jun 3
JetBlue Logo
6:40 pm - 10:53 pm
JFK
-
SJU
4h 13mnonstop
JetBlue Logo
7:50 pm - 11:54 pm
SJU
-
JFK
4h 04mnonstop
$262JetBlue
Tue, Jun 2 - Tue, Jun 16
American Airlines Logo
8:30 pm - 2:38 pm
JFK
-
SJU
18h 08m
1 stop
American Airlines Logo
10:33 am - 9:30 pm
SJU
-
JFK
10h 57m
1 stop
$266American Airlines
Mon, Aug 17 - Wed, Aug 19
JetBlue Logo
1:50 pm - 5:51 pm
JFK
-
SJU
4h 01mnonstop
JetBlue Logo
5:07 am - 9:00 am
SJU
-
JFK
3h 53mnonstop
$267JetBlue
Tue, Jun 9 - Wed, Jun 17
American Airlines Logo
8:00 am - 11:59 pm
JFK
-
SJU
15h 59m
1 stop
American Airlines Logo
7:14 pm - 9:14 am
SJU
-
JFK
14h 00m
1 stop
$271American Airlines
Wed, Aug 19 - Wed, Aug 26
Delta Logo
9:00 pm - 12:59 am
JFK
-
STI
3h 59mnonstop
Delta Logo
6:00 am - 9:46 am
STI
-
JFK
3h 46mnonstop
$417Delta
Thu, Jun 4 - Sat, Jun 13
Delta Logo
9:00 pm - 12:59 am
JFK
-
STI
3h 59mnonstop
Delta Logo
6:00 am - 9:46 am
STI
-
JFK
3h 46mnonstop
$425Delta
Sat, Jun 6 - Mon, Jun 15

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 April 28, 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

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sun 5/10

5:15 am-8:04 am

Nonstop2h 49m

San Juan Luis Munoz Marin Intl

Wed 5/13

5:15 pm-6:40 am

1 stop13h 25m

$166

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Mon 5/11

7:52 pm-10:43 pm

Nonstop2h 51m

San Juan Luis Munoz Marin Intl

Wed 5/13

7:30 am-9:53 pm

1 stop14h 23m

$167

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 5/17

6:00 am-6:59 pm

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Wed 5/27

12:59 am-5:06 am

Nonstop4h 07m

$216

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 5/27

6:42 pm-10:42 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Wed 6/3

4:28 pm-8:45 pm

Nonstop4h 17m

$218

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/2

6:40 pm-10:53 pm

Nonstop4h 13m

San Juan Luis Munoz Marin Intl

Tue 6/16

7:50 pm-11:54 pm

Nonstop4h 04m

$262

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 8/17

8:30 pm-2:38 pm

1 stop18h 08m

San Juan Luis Munoz Marin Intl

Wed 8/19

10:33 am-9:30 pm

1 stop10h 57m

$266

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/9

1:50 pm-5:51 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 6/17

5:07 am-9:00 am

Nonstop3h 53m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 8/19

8:00 am-11:59 pm

1 stop15h 59m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:14 pm-9:14 am

1 stop14h 00m

$271
Quickest round-trip

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Thu 6/4

9:00 pm-12:59 am

Nonstop3h 59m

Santiago de los Caballeros

Sat 6/13

6:00 am-9:46 am

Nonstop3h 46m

$417

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Sat 6/6

9:00 pm-12:59 am

Nonstop3h 59m

Santiago de los Caballeros

Mon 6/15

6:00 am-9:46 am

Nonstop3h 46m

$425

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

$79

Best Round-Trip Price

$166

Fastest flight time

3h 59m

Popular in

December
The best one-way flight price to Caribbean Islands from United States in the last 72 hours is $79 (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 $166 (Orlando to San Juan Luis Munoz Marin Intl).
Search Deals
The fastest flight to Caribbean Islands from United States takes 3h 59m (New York John F Kennedy Intl to Santiago de los Caballeros).
Search Deals
December has the highest demand for flights to Caribbean Islands, with a 3% 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 38% 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 April 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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