
Cheap Flights to Caribbean from $85 (2025/2026)
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Santo Domingo
Flights
How Much Does it Cost To Fly To Caribbean?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$126 Roundtrip, just found
$126
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$191 Roundtrip, just found
$191
Roundtrip
just found
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$196 Roundtrip, found 4 hours ago
$196
Roundtrip
found 4 hours ago
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$231 Roundtrip, just found
$231
Roundtrip
just found
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$249 Roundtrip, found 2 hours ago
$249
Roundtrip
found 2 hours ago
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
STI
Cibao Intl.
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, just found
$281
Roundtrip
just found
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | Santo Domingo | September 22 to September 26 | $231 |
EWR | Montego Bay | September 22 to October 1 | $247 |
EWR | Santiago de los Caballeros | September 26 to September 30 | $255 |
JFK | Santiago de los Caballeros | November 3 to November 4 | $260 |
JFK | Punta Cana | September 27 to October 3 | $280 |
JFK | Oranjestad | October 6 to October 15 | $281 |
JFK | Santo Domingo | October 11 to October 13 | $282 |
EWR | Kingston | November 24 to December 8 | $309 |
JFK | Nassau | September 28 to October 2 | $310 |
JFK | Nassau | September 28 to October 2 | $310 |
EWR | Nassau | November 30 to December 3 | $310 |
JFK | Piarco | November 10 to November 18 | $336 |
JFK | Kingston | September 20 to September 25 | $391 |
JFK | West End | September 21 to September 27 | $453 |
JFK | West End | September 21 to September 27 | $453 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | San Juan | September 14 to September 18 | $148 |
EWR | San Juan | September 14 to September 18 | $148 |
JFK | San Juan | September 14 to September 18 | $168 |
EWR | Punta Cana | September 14 to September 25 | $286 |
LGA | Santo Domingo | September 13 to September 20 | $298 |
JFK | Santiago de los Caballeros | September 14 to September 19 | $316 |
JFK | Santiago de los Caballeros | September 14 to September 19 | $316 |
JFK | Santo Domingo | September 13 to September 20 | $316 |
EWR | Piarco | September 13 to September 20 | $333 |
LGA | Oranjestad | September 13 to September 27 | $344 |
EWR | Nassau | September 14 to September 15 | $385 |
JFK | Nassau | September 12 to September 15 | $385 |
EWR | Oranjestad | September 13 to September 15 | $403 |
JFK | Oranjestad | September 12 to September 21 | $408 |
JFK | Piarco | September 14 to September 16 | $433 |
Best Caribbean Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



Travelers ❤️ These Caribbean 🏨

Hotel El Convento
100 Cristo St, San Juan
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.

British Colonial - Nassau
Number One Bay St, Nassau
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
Save an average of 15% on thousands of hotels when you're signed in

The Reef at Atlantis
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
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