Find cheap flights to Caribbean

Find cheap flights to Caribbean

Round-trip
Economy
Myrtle Beach (MYR)
Caribbean
Fri 7/3
Fri 7/10
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Caribbean

Latest Caribbean Flight Deals

San Juan
Nonstop from $207
Nonstop from $128
Santo Domingo
Nonstop from $247
Nonstop from $267
Santiago de los Caballeros
Nonstop from $297
Nonstop from $300
Montego Bay
1 stop from $310
1 stop from $326
Punta Cana
Nonstop from $349
Nonstop from $341
Oranjestad
Nonstop from $338
1 stop from $380

Good to know

Low season

September Best time to beat the crowds with an average 4% drop in price.

High season

December Most popular time to fly with an average 7% increase in price.

Average price of a round-trip

$505 (avg. price over the last 2 weeks)

Good deal for a round-trip

$196 or less

Top tips for finding cheap flights to Caribbean

  • Looking for cheap airfare to Caribbean? 25% of our users found round-trip tickets to Caribbean for the following prices or less: From Miami $174, from Chicago $305, from Los Angeles $341
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to Caribbean is September.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean flight deals.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Caribbean flights

How long is the flight to Caribbean?

What is the cheapest flight to Caribbean?

Which airlines fly to Caribbean?

What are the most popular destinations in Caribbean?

How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

Top 5 airlines flying to Caribbean

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,171 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights to Caribbean (Round-trip)

Airports
Origin
New York
$150
only
$150
$51
only
$51
Destination
Santo Domingo
$150
only
$150
San Juan
$51
only
$51
Montego Bay
$214
only
$214
Punta Cana
$343
only
$343
Mon, Jul 27
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 17m
Wed, Aug 5
SJU
San Juan Airport
EWR
Newark Liberty Airport
4h 11m
Trip: 10 days
Based on null reviews
Mon, Jul 20
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 25m
Wed, Jul 22
SJU
San Juan Airport
EWR
Newark Liberty Airport
10h 43m
Trip: 3 days
Based on null reviews
Mon, Jul 13
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 17m
Sat, Jul 18
SJU
San Juan Airport
EWR
Newark Liberty Airport
10h 43m
Trip: 6 days
Based on null reviews
Mon, Jul 27
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 17m
Tue, Aug 4
SJU
San Juan Airport
EWR
Newark Liberty Airport
8h 33m
Trip: 9 days
Based on null reviews
Mon, Oct 19
JFK
New York John F Kennedy Airport
SDQ
Las Americas Airport
27h 25m
Tue, Oct 27
SDQ
Las Americas Airport
JFK
New York John F Kennedy Airport
16h 09m
Trip: 9 days
Based on null reviews
Sat, Jul 25
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 17m
Sun, Jul 26
SJU
San Juan Airport
EWR
Newark Liberty Airport
8h 47m
Trip: 2 days
Based on null reviews
Thu, Dec 3
JFK
New York John F Kennedy Airport
MBJ
Montego Bay Airport
3h 55m
Mon, Dec 7
MBJ
Montego Bay Airport
JFK
New York John F Kennedy Airport
3h 40m
Trip: 5 days
Based on null reviews
Wed, Jul 15
EWR
Newark Liberty Airport
SJU
San Juan Airport
12h 54m
Wed, Jul 22
SJU
San Juan Airport
EWR
Newark Liberty Airport
10h 43m
Trip: 8 days
Based on null reviews
Mon, Jul 20
EWR
Newark Liberty Airport
SJU
San Juan Airport
7h 09m
Wed, Jul 22
SJU
San Juan Airport
EWR
Newark Liberty Airport
10h 43m
Trip: 3 days
Based on null reviews
Mon, Jul 20
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 25m
Sat, Jul 25
SJU
San Juan Airport
EWR
Newark Liberty Airport
10h 43m
Trip: 6 days
Based on null reviews
Mon, Jul 27
JFK
New York John F Kennedy Airport
SJU
San Juan Airport
7h 44m
Wed, Aug 5
SJU
San Juan Airport
JFK
New York John F Kennedy Airport
6h 27m
Trip: 10 days
Based on null reviews
Sat, Jul 18
JFK
New York John F Kennedy Airport
SJU
San Juan Airport
22h 34m
Sat, Jul 25
SJU
San Juan Airport
JFK
New York John F Kennedy Airport
14h 00m
Trip: 8 days
Based on null reviews
Sat, Jul 4
EWR
Newark Liberty Airport
SJU
San Juan Airport
9h 24m
Fri, Jul 17
SJU
San Juan Airport
EWR
Newark Liberty Airport
8h 47m
Trip: 14 days
Based on null reviews
Sat, Aug 1
JFK
New York John F Kennedy Airport
SJU
San Juan Airport
4h 09m
Sat, Aug 8
SJU
San Juan Airport
JFK
New York John F Kennedy Airport
4h 01m
Trip: 8 days
Based on null reviews
Fri, Jul 10
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 25m
Wed, Aug 5
SJU
San Juan Airport
EWR
Newark Liberty Airport
4h 11m
Trip: 27 days
Based on null reviews
Sat, Jul 11
EWR
Newark Liberty Airport
SJU
San Juan Airport
7h 09m
Mon, Jul 13
SJU
San Juan Airport
EWR
Newark Liberty Airport
10h 43m
Trip: 3 days
Based on null reviews
Sat, Oct 24
JFK
New York John F Kennedy Airport
SDQ
Las Americas Airport
12h 05m
Sat, Nov 7
SDQ
Las Americas Airport
JFK
New York John F Kennedy Airport
31h 29m
Trip: 15 days
Based on null reviews
Wed, Aug 5
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 17m
Wed, Aug 26
SJU
San Juan Airport
EWR
Newark Liberty Airport
4h 31m
Trip: 22 days
Based on null reviews
Wed, Jul 29
JFK
New York John F Kennedy Airport
SDQ
Las Americas Airport
28h 10m
Tue, Sep 1
SDQ
Las Americas Airport
JFK
New York John F Kennedy Airport
29h 19m
Trip: 35 days
Based on null reviews
Tue, Aug 11
JFK
New York John F Kennedy Airport
PUJ
Punta Cana Airport
8h 24m
Mon, Aug 17
PUJ
Punta Cana Airport
JFK
New York John F Kennedy Airport
21h 18m
Trip: 7 days
Based on null reviews

Book cheap flights to Caribbean (One-way)

Airports
Origin
New York
$111
only
$111
$25
only
$25
Destination
Santo Domingo
$190
only
$190
Nassau
$111
only
$111
San Juan
$25
only
$25
Tue, Aug 11
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 00m
Based on null reviews
Sat, Jul 4
EWR
Newark Liberty Airport
SJU
San Juan Airport
8h 39m
Based on null reviews
Tue, Aug 4
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 00m
Based on null reviews
Sat, Jul 25
EWR
Newark Liberty Airport
SJU
San Juan Airport
30h 21m
Based on null reviews
Tue, Aug 4
EWR
Newark Liberty Airport
SJU
San Juan Airport
4h 00m
Based on null reviews
Thu, Sep 10
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
11h 10m
Based on null reviews
Mon, Jul 13
EWR
Newark Liberty Airport
SJU
San Juan Airport
7h 09m
Based on null reviews
Fri, Sep 4
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
3h 01m
Based on null reviews
Fri, Jul 17
JFK
New York John F Kennedy Airport
SJU
San Juan Airport
10h 08m
Based on null reviews
Fri, Jul 24
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
4h 52m
Based on null reviews
Fri, Sep 11
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
12h 09m
Based on null reviews
Fri, Sep 11
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
3h 01m
Based on null reviews
Sat, Jul 11
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
20h 24m
Based on null reviews
Mon, Jul 20
EWR
Newark Liberty Airport
SJU
San Juan Airport
7h 09m
Based on null reviews
Mon, Jul 27
EWR
Newark Liberty Airport
SJU
San Juan Airport
35h 49m
Based on null reviews
Sat, Aug 29
JFK
New York John F Kennedy Airport
NAS
Nassau Intl
18h 18m
Based on null reviews
Sat, Jul 11
JFK
New York John F Kennedy Airport
SDQ
Las Americas Airport
12h 30m
Based on null reviews
Tue, Jul 21
EWR
Newark Liberty Airport
SJU
San Juan Airport
35h 49m
Based on null reviews
Sat, Aug 1
EWR
Newark Liberty Airport
SJU
San Juan Airport
30h 21m
Based on null reviews
Thu, Aug 13
EWR
Newark Liberty Airport
SJU
San Juan Airport
11h 11m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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