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Flights to Caribbean Islands

$94 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 12/8. 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.
Frontier
Dec 8
BOS
4h 05m
SJU
Dec 18
SJU
4h 26m
BOS
Frontier
Dec 11
BOS
6h 30m
1 stop
SJU
Dec 18
SJU
4h 26m
BOS
Frontier
Jan 27
BOS
4h 04m
SJU
Feb 7
SJU
4h 28m
BOS
Frontier
Dec 10
BOS
8h 15m
1 stop
SJU
Dec 18
SJU
4h 26m
BOS
Frontier
Jan 21
BOS
4h 04m
SJU
Jan 28
SJU
4h 28m
BOS
Frontier
Jan 27
BOS
6h 41m
1 stop
SJU
Jan 28
SJU
4h 28m
BOS
Multiple Airlines
Dec 9
BOS
4h 05m
SJU
Dec 19
SJU
4h 26m
BOS
Spirit Airlines
Jan 6
BWI
3h 45m
SJU
Jan 17
SJU
4h 12m
BWI
Frontier
Jan 25
BOS
4h 04m
SJU
Feb 4
SJU
4h 28m
BOS
Frontier
Dec 4
BWI
3h 48m
SJU
Dec 6
SJU
4h 07m
BWI
Frontier
Dec 8
BOS
4h 05m
SJU
Dec 11
SJU
6h 41m
1 stop
BOS
Frontier
Jan 11
BOS
4h 05m
SJU
Jan 18
SJU
13h 08m
1 stop
BOS
Frontier
Jan 7
ORD
4h 29m
PUJ
Jan 14
PUJ
5h 14m
ORD
Frontier
Jan 7
ORD
4h 29m
PUJ
Jan 14
PUJ
5h 14m
ORD
Frontier
Jan 19
ORD
4h 50m
PUJ
Jan 23
PUJ
5h 17m
ORD
Frontier
Jan 27
ORD
4h 50m
PUJ
Feb 4
PUJ
5h 17m
ORD
Frontier
Jan 10
ORD
4h 29m
PUJ
Jan 14
PUJ
5h 14m
ORD
Frontier
Jan 11
ORD
4h 29m
PUJ
Jan 17
PUJ
5h 17m
ORD
Frontier
Dec 6
EWR
11h 30m
1 stop
PUJ
Dec 7
PUJ
7h 10m
1 stop
EWR
Frontier
Feb 25
ORD
4h 50m
PUJ
Mar 4
PUJ
5h 17m
ORD
Frontier
Jan 11
ORD
4h 29m
PUJ
Jan 16
PUJ
5h 17m
ORD
Frontier
Jan 10
ORD
4h 29m
PUJ
Jan 17
PUJ
5h 17m
ORD
Frontier
Dec 6
JFK
22h 41m
1 stop
PUJ
Dec 7
PUJ
7h 04m
1 stop
JFK
Frontier
Feb 26
ORD
4h 50m
PUJ
Mar 5
PUJ
5h 17m
ORD
Frontier
Dec 6
MIA
14h 07m
1 stop
SDQ
Dec 17
SDQ
2h 30m
MIA
Multiple Airlines
Dec 6
FLL
21h 21m
1 stop
SDQ
Dec 17
SDQ
2h 26m
FLL
Frontier
Feb 20
MCO
2h 41m
SDQ
Feb 25
SDQ
2h 52m
MCO
Multiple Airlines
Dec 6
FLL
21h 21m
1 stop
SDQ
Dec 11
SDQ
2h 26m
FLL
Frontier
Jan 26
EWR
6h 26m
1 stop
SDQ
Feb 2
SDQ
22h 15m
1 stop
EWR
Frontier
Dec 9
PHL
15h 12m
1 stop
SDQ
Dec 24
SDQ
10h 19m
1 stop
PHL
Spirit Airlines
Jan 15
MCO
2h 50m
SDQ
Jan 22
SDQ
2h 50m
MCO
Multiple Airlines
Dec 6
FLL
21h 21m
1 stop
SDQ
Dec 9
SDQ
2h 26m
FLL
Frontier
Feb 20
EWR
23h 13m
1 stop
SDQ
Feb 24
SDQ
22h 27m
1 stop
EWR
Frontier
Jan 25
ATL
26h 09m
1 stop
SDQ
Feb 8
SDQ
12h 12m
1 stop
ATL
Frontier
Dec 7
MIA
14h 07m
1 stop
SDQ
Dec 17
SDQ
2h 30m
MIA
Multiple Airlines
Dec 6
FLL
21h 21m
1 stop
SDQ
Dec 10
SDQ
2h 26m
FLL
Spirit Airlines
Dec 2
FLL
1h 43m
MBJ
Dec 6
MBJ
1h 52m
FLL
Spirit Airlines
Dec 2
FLL
1h 43m
MBJ
Dec 18
MBJ
1h 52m
FLL
Spirit Airlines
Dec 8
FLL
1h 48m
MBJ
Dec 15
MBJ
1h 52m
FLL
Spirit Airlines
Jan 7
FLL
1h 43m
MBJ
Jan 9
MBJ
1h 48m
FLL
Spirit Airlines
Dec 1
FLL
1h 43m
MBJ
Dec 5
MBJ
1h 52m
FLL
Spirit Airlines
Dec 1
FLL
1h 43m
MBJ
Dec 6
MBJ
1h 52m
FLL
Spirit Airlines
Dec 2
FLL
1h 43m
MBJ
Dec 4
MBJ
1h 52m
FLL
Spirit Airlines
Dec 8
FLL
1h 48m
MBJ
Dec 15
MBJ
1h 52m
FLL
Spirit Airlines
Jan 8
FLL
1h 43m
MBJ
Jan 22
MBJ
1h 48m
FLL
Spirit Airlines
Dec 2
FLL
1h 43m
MBJ
Dec 5
MBJ
1h 52m
FLL
Spirit Airlines
Dec 8
FLL
1h 48m
MBJ
Dec 15
MBJ
1h 52m
FLL
Spirit Airlines
Jan 6
FLL
1h 43m
MBJ
Jan 13
MBJ
1h 48m
FLL
Spirit Airlines
Dec 8
BOS
9h 40m
1 stop
AUA
Dec 15
AUA
8h 58m
1 stop
BOS
Spirit Airlines
Dec 12
BOS
9h 40m
1 stop
AUA
Dec 17
AUA
8h 58m
1 stop
BOS
Spirit Airlines
Dec 10
BOS
9h 40m
1 stop
AUA
Dec 17
AUA
8h 58m
1 stop
BOS
Spirit Airlines
Dec 8
BOS
9h 40m
1 stop
AUA
Dec 15
AUA
17h 34m
1 stop
BOS
Spirit Airlines
Dec 14
BOS
9h 40m
1 stop
AUA
Dec 21
AUA
8h 10m
1 stop
BOS
Spirit Airlines
Dec 12
BOS
9h 40m
1 stop
AUA
Dec 17
AUA
8h 58m
1 stop
BOS
Spirit Airlines
Dec 15
BOS
9h 40m
1 stop
AUA
Dec 19
AUA
8h 10m
1 stop
BOS
Spirit Airlines
Dec 12
LGA
8h 10m
1 stop
AUA
Dec 17
AUA
7h 50m
1 stop
LGA
Spirit Airlines
Dec 10
BOS
9h 40m
1 stop
AUA
Dec 12
AUA
8h 58m
1 stop
BOS
Spirit Airlines
Dec 12
LGA
8h 10m
1 stop
AUA
Dec 17
AUA
7h 50m
1 stop
LGA
Spirit Airlines
Dec 14
BOS
9h 40m
1 stop
AUA
Dec 21
AUA
8h 10m
1 stop
BOS
Spirit Airlines
Dec 12
BOS
9h 40m
1 stop
AUA
Dec 19
AUA
8h 10m
1 stop
BOS

Find the cheapest flights from the United States to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from the United States to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from the United States to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from the United States to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from theUnited States to Caribbean Islands

Find recent round-trip train or bus tickets from the United States to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
9:52 am - 2:57 pmBOS-SJU
4h 05mnonstop
6:00 am - 9:26 amSJU-BOS
4h 26mnonstop
$94Frontier
Find Deal
Sun, Dec 8 - Wed, Dec 18
12:41 pm - 8:11 pmBOS-SJU
6h 30m1 stop
6:00 am - 9:26 amSJU-BOS
4h 26mnonstop
$95Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$205Delta
Find Deal
Tue, Dec 10 - Sat, Dec 14
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$213Delta
Find Deal
Tue, Dec 10 - Wed, Dec 18
3:57 pm - 12:36 amBOS-SJU
7h 39m1 stop
2:05 am - 2:02 pmSJU-BOS
12h 57m2 stops
$222United Airlines
Find Deal
Sat, Dec 7 - Mon, Dec 16
9:30 am - 12:36 amBOS-SJU
14h 06m2 stops
2:05 am - 10:11 amSJU-BOS
9h 06m1 stop
$226United Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
11:25 am - 4:39 pmBOS-SJU
4h 14mnonstop
5:00 am - 8:17 amSJU-BOS
4h 17mnonstop
$233JetBlue
Find Deal
Sat, Feb 1 - Thu, Feb 6
8:00 am - 3:50 pmJFK-SJU
6h 50m1 stop
8:05 am - 2:59 pmSJU-JFK
7h 54m1 stop
$246American Airlines
Find Deal
Mon, Jan 20 - Thu, Jan 23
7:44 am - 3:45 pmLGA-SJU
7h 01m1 stop
6:00 am - 12:07 pmSJU-LGA
7h 07m1 stop
$246American Airlines
Find Deal
Wed, Feb 26 - Fri, Feb 28
6:00 am - 1:45 pmEWR-SJU
6h 45m1 stop
2:43 pm - 11:57 pmSJU-EWR
10h 14m1 stop
$252JetBlue
Find Deal
Sun, Mar 2 - Tue, Mar 4
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
$40Spirit Airlines
Find Deal
Tue, Jan 7
10:26 am - 3:31 pmBOS-SJU
4h 05mnonstop
$41Frontier
Find Deal
Mon, Jan 13
8:10 am - 1:15 pmBOS-SJU
4h 05mnonstop
$103Delta
Find Deal
Tue, Nov 26
6:49 am - 5:15 pmBOS-SJU
9h 26m1 stop
$107American Airlines
Find Deal
Tue, Nov 26
6:41 am - 3:54 pmBOS-SJU
8h 13m1 stop
$109American Airlines
Find Deal
Fri, Nov 29
8:10 am - 1:17 pmBOS-SJU
4h 07mnonstop
$117Delta
Find Deal
Wed, Jan 22
9:55 pm - 2:45 amJFK-SJU
3h 50mnonstop
$119JetBlue
Find Deal
Mon, Dec 30
5:01 am - 8:53 amMCO-SJU
2h 52mnonstop
$127JetBlue
Find Deal
Thu, Nov 28
11:25 am - 8:55 pmLGA-SJU
8h 30m1 stop
$142United Airlines
Find Deal
Tue, Nov 26
9:00 am - 8:55 pmEWR-SJU
10h 55m1 stop
$142United Airlines
Find Deal
Tue, Nov 26
6:19 am - 10:07 amMCO-SJU
2h 48mnonstop
10:44 pm - 1:04 amSJU-MCO
3h 20mnonstop
$136Spirit Airlines
Find Deal
Fri, Nov 22 - Thu, Dec 5
8:43 pm - 10:07 amBOS-SJU
12h 24m1 stop
5:01 am - 8:27 amSJU-BOS
4h 26mnonstop
Mon, Nov 25 - Sat, Dec 7
10:20 pm - 3:13 amBOS-SJU
3h 53mnonstop
1:26 pm - 4:41 pmSJU-BOS
4h 15mnonstop
$205JetBlue
Find Deal
Sun, Nov 24 - Wed, Nov 27
8:45 am - 8:55 pmBOS-SJU
11h 10m2 stops
2:05 am - 7:43 amSJU-BOS
6h 38m1 stop
$214United Airlines
Find Deal
Mon, Nov 25 - Wed, Nov 27
4:14 pm - 12:36 amBOS-SJU
7h 22m1 stop
2:05 am - 7:43 amSJU-BOS
6h 38m1 stop
$234United Airlines
Find Deal
Mon, Nov 25 - Tue, Nov 26
8:10 am - 1:15 pmBOS-SJU
4h 05mnonstop
2:08 pm - 5:30 pmSJU-BOS
4h 22mnonstop
$239Delta
Find Deal
Sat, Nov 23 - Wed, Dec 4
8:10 am - 1:15 pmBOS-SJU
4h 05mnonstop
2:08 pm - 5:30 pmSJU-BOS
4h 22mnonstop
$245Delta
Find Deal
Sat, Nov 23 - Mon, Nov 25
10:20 pm - 3:13 amBOS-SJU
3h 53mnonstop
6:01 am - 9:10 amSJU-BOS
4h 09mnonstop
$249JetBlue
Find Deal
Mon, Nov 25 - Thu, Nov 28
5:16 am - 9:56 pmBOS-SJU
15h 40m1 stop
9:00 am - 4:58 pmSJU-BOS
8h 58m2 stops
$264American Airlines
Find Deal
Sat, Nov 23 - Mon, Nov 25
6:27 pm - 12:05 pmJFK-SJU
16h 38m1 stop
6:30 am - 2:19 pmSJU-JFK
8h 49m2 stops
$265American Airlines
Find Deal
Sun, Nov 24 - Tue, Dec 10
9:52 am - 2:57 pmBOS-SJU
4h 05mnonstop
5:25 am - 8:51 amSJU-BOS
4h 26mnonstop
$94Frontier
Find Deal
Sun, Dec 8 - Fri, Dec 13
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$96Frontier
Find Deal
Mon, Jan 27 - Fri, Feb 7
10:50 pm - 3:48 amBOS-SJU
3h 58mnonstop
5:00 am - 8:17 amSJU-BOS
4h 17mnonstop
$195JetBlue
Find Deal
Tue, Dec 31 - Fri, Jan 17
1:00 pm - 4:56 pmMCO-SJU
2h 56mnonstop
6:01 am - 8:14 amSJU-MCO
3h 13mnonstop
$205JetBlue
Find Deal
Thu, Dec 12 - Sun, Dec 15
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$213Delta
Find Deal
Tue, Dec 10 - Wed, Dec 11
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$243Delta
Find Deal
Wed, Dec 11 - Fri, Dec 13
8:30 am - 1:17 pmIAD-SJU
3h 47mnonstop
5:50 pm - 8:50 pmSJU-IAD
4h 00mnonstop
$335United Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
8:30 am - 1:17 pmIAD-SJU
3h 47mnonstop
5:50 pm - 8:50 pmSJU-IAD
4h 00mnonstop
$345United Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
11:10 am - 4:05 pmJFK-PUJ
3h 55mnonstop
12:59 pm - 4:09 pmPUJ-JFK
4h 10mnonstop
$362American Airlines
Find Deal
Mon, Jan 6 - Thu, Jan 9
7:00 am - 11:55 amJFK-PUJ
3h 55mnonstop
1:04 pm - 4:14 pmPUJ-JFK
4h 10mnonstop
$396American Airlines
Find Deal
Fri, Jan 10 - Wed, Jan 15

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:

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

The cheapest day to depart from United States 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 $419. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $514. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

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

Cheap Caribbean Islands flight deals and tips

Summary info about Caribbean Islands flight prices, duration and airlines

Best One-Way Price

$40

Best Round-Trip Price

$94

Fastest flight time

3h 51m

Popular in

December
The best one-way flight price to Caribbean Islands from United States in the last 72 hours is $40 (Boston Logan Intl to San Juan Luis Munoz Marin Intl).
The best round-trip flight price to Caribbean Islands from United States in the last 72 hours is $94 (Boston Logan Intl to San Juan Luis Munoz Marin Intl).
The fastest flight to Caribbean Islands from United States takes 3h 51m (New York John F Kennedy Intl to San Juan Luis Munoz Marin Intl).
December has the highest demand for flights to Caribbean Islands, with a 2% price increase on average.

Frequently asked questions about flying to Caribbean Islands

What is the best day of the week to fly to Caribbean Islands?

Consider booking a flight to Caribbean Islands on a Tuesday, which is the cheapest day of the week. You will also find that flying out on a Monday is another low-cost option. Try to avoid booking your flight to Caribbean Islands on Sunday, which tends to be the most expensive day of the week.

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?

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

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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Cheapest flight routes to Caribbean Islands

These routes have the cheapest flights to Caribbean Islands found by momondo users in United States
DepartingDestinationBest TimeBest Price
MiamiSan Juan2h 28m$84
Fort LauderdaleSan Juan2h 25m$86
New OrleansSan Juan3h 45m$95
BostonSan Juan3h 53m$100
BaltimoreSan Juan3h 42m$102
OrlandoSan Juan2h 46m$104
New YorkChristiansted5h 44m$106
West Palm BeachSan Juan7h 52m$114
ChicagoSan Juan4h 32m$117
PhiladelphiaSan Juan3h 38m$119
AtlantaSan Juan3h 25m$120
New YorkSan Juan3h 50m$123
Fort LauderdaleSaint Thomas Island2h 36m$125
TampaSan Juan2h 50m$130
OrlandoSaint Thomas Island2h 52m$131
NewarkSan Juan3h 47m$134