Caribbean Airlines Cheap Flights - Flight Deals starting at $239*
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Flight deals and tickets
flight_takeoff
flight_land
New York (JFK)to
Port-of-Spain (POS)03/01/2026 - 03/12/2026
From
$334
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
New York (JFK)02/13/2026 - 03/17/2026
From
$362
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)03/09/2026 - 03/10/2026
From
CAD690
Seen: 19 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)01/25/2026 - 04/25/2026
From
CAD663
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)01/13/2026 - 01/15/2026
From
$317
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)01/21/2026 - 01/28/2026
From
$284
Seen: 9 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)03/11/2026 - 03/13/2026
From
$362
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)03/10/2026 - 03/26/2026
From
$647
Seen: 1 day ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)01/28/2026 - 01/31/2026
From
$292
Seen: 1 hour ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)02/28/2026 - 03/10/2026
From
$358
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)01/17/2026 - 02/24/2026
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)12/13/2025 - 01/14/2026
From
$333
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)03/11/2026 - 03/12/2026
From
$292
Seen: 15 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)03/11/2026 - 04/20/2026
From
$294
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)02/01/2026 - 03/01/2026
From
$328
Seen: 12 hrs ago
Round-trip
Economy
Kingston (KIN)to
Port-of-Spain (POS)02/22/2026 - 03/21/2026
From
$554
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)03/04/2026 - 03/31/2026
From
$627
Seen: 8 hrs ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)12/26/2025 - 03/14/2026
From
$355
Seen: 7 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)01/12/2026 - 01/25/2026
From
$304
Seen: 19 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Kingston (KIN)03/08/2026 - 03/29/2026
From
CAD641
Seen: 9 hrs ago
Round-trip
Economy
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Flight deals and tickets
flight_takeoff
flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/11/2026 - 03/27/2026 | From $334 Seen: 15 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/06/2026 - 03/13/2026 | From $334 Seen: 15 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/01/2026 - 03/06/2026 | From $334 Seen: 15 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/01/2026 - 03/04/2026 | From $334 Seen: 15 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 02/19/2026 - 03/13/2026 | From $334 Seen: 15 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/08/2026 - 04/17/2026 | From $334 Seen: 15 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/13/2026 - 03/17/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/09/2026 - 02/23/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/13/2026 - 03/02/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/01/2026 - 03/13/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/01/2026 - 02/24/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/01/2026 - 03/01/2026 | From $362 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 05/21/2026 - 05/22/2026 | From CAD670 Seen: 19 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 05/07/2026 - 05/08/2026 | From CAD670 Seen: 19 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 05/09/2026 - 05/10/2026 | From CAD670 Seen: 19 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 04/20/2026 - 04/21/2026 | From CAD670 Seen: 19 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 04/25/2026 - 04/26/2026 | From CAD670 Seen: 19 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 04/27/2026 - 04/28/2026 | From CAD670 Seen: 19 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 04/27/2026 - 04/28/2026 | From CAD622 Seen: 8 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 04/26/2026 - 05/03/2026 | From CAD637 Seen: 8 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.