Find Cheap Flights from Cleveland Hopkins Intl to Caribbean

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Cleveland Hopkins Intl to Caribbean

(Round-trip)
Depart: Wed Jan 17 2018 Return: Tue Jan 23 2018 Trip spans 7 days
Multiple Airlines
Multiple Airlines
CLE
SJU
9h 29m
1 stop
SJU
CLE
19h 41m
1 stop
Depart: Thu May 10 2018 Return: Sun May 20 2018 Trip spans 11 days
Spirit Airlines
Spirit Airlines
CLE
SJU
7h 30m
1 stop
SJU
CLE
6h 10m
1 stop
Depart: Sat Jan 13 2018 Return: Sun Jan 21 2018 Trip spans 9 days
Frontier
Frontier
CLE
SJU
9h 29m
1 stop
SJU
CLE
8h 08m
1 stop
Depart: Sat Jan 6 2018 Return: Fri Jan 12 2018 Trip spans 7 days
United
United
CLE
PLS
6h 50m
1 stop
PLS
CLE
9h 29m
1 stop
Depart: Sun Jan 7 2018 Return: Sun Jan 14 2018 Trip spans 8 days
American Airlines
American Airlines
CLE
PLS
6h 04m
1 stop
PLS
CLE
8h 20m
1 stop
Depart: Thu Feb 15 2018 Return: Mon Feb 19 2018 Trip spans 5 days
Delta
Delta
CLE
HAV
5h 55m
1 stop
HAV
CLE
8h 19m
1 stop
Depart: Tue Mar 13 2018 Return: Tue Mar 20 2018 Trip spans 8 days
JetBlue
JetBlue
CLE
AUA
6h 52m
1 stop
AUA
CLE
9h 16m
1 stop
Depart: Sat Jan 13 2018 Return: Sun Jan 21 2018 Trip spans 9 days
Multiple Airlines
Multiple Airlines
CLE
SJU
9h 29m
1 stop
SJU
CLE
19h 41m
1 stop
Depart: Sat May 12 2018 Return: Sat May 19 2018 Trip spans 8 days
Spirit Airlines
Spirit Airlines
CLE
SJU
7h 30m
1 stop
SJU
CLE
6h 10m
1 stop
Depart: Sat Jan 13 2018 Return: Fri Jan 19 2018 Trip spans 7 days
Frontier
Frontier
CLE
SJU
9h 29m
1 stop
SJU
CLE
8h 08m
1 stop
Depart: Sat Apr 14 2018 Return: Fri Apr 20 2018 Trip spans 7 days
Multiple Airlines
Multiple Airlines
CLE
SJU
8h 44m
1 stop
SJU
CLE
6h 10m
1 stop
Depart: Mon Jan 15 2018 Return: Sun Jan 21 2018 Trip spans 7 days
Frontier
Frontier
CLE
SJU
9h 29m
1 stop
SJU
CLE
8h 08m
1 stop
Depart: Fri May 11 2018 Return: Sat May 19 2018 Trip spans 9 days
Spirit Airlines
Spirit Airlines
CLE
SJU
7h 30m
1 stop
SJU
CLE
6h 10m
1 stop
Depart: Sun Apr 15 2018 Return: Fri Apr 20 2018 Trip spans 6 days
Multiple Airlines
Multiple Airlines
CLE
SJU
8h 44m
1 stop
SJU
CLE
6h 10m
1 stop
Depart: Wed Dec 13 2017 Return: Tue Dec 19 2017 Trip spans 7 days
American Airlines
American Airlines
CLE
PLS
7h 22m
1 stop
PLS
CLE
8h 14m
1 stop
Depart: Fri Feb 16 2018 Return: Mon Feb 19 2018 Trip spans 4 days
Delta
Delta
CLE
HAV
5h 55m
1 stop
HAV
CLE
8h 19m
1 stop
Depart: Mon Apr 16 2018 Return: Fri Apr 20 2018 Trip spans 5 days
Multiple Airlines
Multiple Airlines
CLE
SJU
8h 44m
1 stop
SJU
CLE
6h 10m
1 stop
Depart: Sat Jan 27 2018 Return: Sat Feb 3 2018 Trip spans 8 days
United
United
CLE
PLS
7h 56m
1 stop
PLS
CLE
16h 47m
1 stop
Depart: Fri Mar 16 2018 Return: Tue Mar 20 2018 Trip spans 5 days
JetBlue
JetBlue
CLE
AUA
6h 52m
1 stop
AUA
CLE
9h 16m
1 stop
Depart: Fri Feb 9 2018 Return: Mon Feb 12 2018 Trip spans 4 days
Spirit Airlines
Spirit Airlines
CLE
SJU
19h 00m
2 stops
SJU
CLE
18h 15m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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Airports
Origin

Cleveland
$220
Destination

Providenciales
$323
San Juan
$220
Oranjestad
$349
Havana
$340