Find Cheap Flights from Houston Hobby & other airports 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 Houston Hobby & other airports to Caribbean

(Round-trip)
Depart: Fri Jan 19 2018 Return: Mon Feb 5 2018 Trip spans 18 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Thu Mar 8 2018 Return: Fri Mar 16 2018 Trip spans 8 days
Aeromexico
Aeromexico
HOU
HAV
6h 55m
1 stop
HAV
HOU
7h 20m
1 stop
Depart: Thu Dec 14 2017 Return: Sun Dec 31 2017 Trip spans 18 days
Multiple Airlines
Multiple Airlines
HOU
SJU
29h 49m
2 stops
SJU
HOU
4h 55m
nonstop
Depart: Mon Feb 26 2018 Return: Tue Mar 6 2018 Trip spans 9 days
American Airlines
American Airlines
HOU
SDQ
6h 19m
1 stop
SDQ
HOU
8h 32m
1 stop
Depart: Tue Apr 17 2018 Return: Wed Apr 25 2018 Trip spans 9 days
Spirit Airlines
Spirit Airlines
HOU
SJU
18h 09m
2 stops
SJU
HOU
7h 58m
1 stop
Depart: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
United
United
HOU
MBJ
3h 15m
nonstop
MBJ
HOU
3h 35m
nonstop
Depart: Wed Jan 17 2018 Return: Wed Jan 24 2018 Trip spans 8 days
Delta
Delta
HOU
MBJ
13h 00m
1 stop
MBJ
HOU
9h 05m
1 stop
Depart: Sat Jan 6 2018 Return: Sat Jan 13 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
HOU
MBJ
8h 39m
1 stop
MBJ
HOU
7h 21m
1 stop
Depart: Tue Jan 16 2018 Return: Tue Jan 23 2018 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Wed Jan 17 2018 Return: Tue Jan 23 2018 Trip spans 7 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Thu Jan 18 2018 Return: Tue Feb 6 2018 Trip spans 20 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Fri Jan 19 2018 Return: Tue Feb 6 2018 Trip spans 19 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Wed Dec 13 2017 Return: Sun Dec 17 2017 Trip spans 5 days
Aeromexico
Aeromexico
HOU
HAV
15h 15m
1 stop
HAV
HOU
12h 13m
1 stop
Depart: Tue Jan 23 2018 Return: Wed Jan 31 2018 Trip spans 9 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Wed Dec 13 2017 Return: Sun Dec 31 2017 Trip spans 19 days
Multiple Airlines
Multiple Airlines
HOU
SJU
20h 48m
2 stops
SJU
HOU
4h 55m
nonstop
Depart: Mon Feb 19 2018 Return: Mon Mar 5 2018 Trip spans 15 days
Aeromexico
Aeromexico
HOU
HAV
6h 55m
1 stop
HAV
HOU
12h 13m
1 stop
Depart: Fri Feb 9 2018 Return: Mon Feb 12 2018 Trip spans 4 days
Spirit Airlines
Spirit Airlines
HOU
SJU
6h 44m
1 stop
SJU
HOU
7h 05m
1 stop
Depart: Sat May 12 2018 Return: Thu May 24 2018 Trip spans 13 days
Aeromexico
Aeromexico
HOU
HAV
8h 40m
1 stop
HAV
HOU
17h 10m
1 stop
Depart: Tue Mar 27 2018 Return: Fri Apr 27 2018 Trip spans 32 days
American Airlines
American Airlines
HOU
SDQ
8h 14m
1 stop
SDQ
HOU
9h 13m
1 stop
Depart: Sat Apr 14 2018 Return: Wed Apr 25 2018 Trip spans 12 days
Multiple Airlines
Multiple Airlines
HOU
SJU
4h 30m
nonstop
SJU
HOU
28h 58m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

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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

Houston
$188
Destination

Santo Domingo
$370
San Juan
$188
Montego Bay
$380
Havana
$263