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)02/23/2026 - 03/13/2026
From
$334
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
New York (JFK)01/29/2026 - 02/19/2026
From
$362
Seen: 7 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)02/24/2026 - 02/26/2026
From
CAD666
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)01/12/2026 - 01/15/2026
From
$317
Seen: 4 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)03/02/2026 - 03/15/2026
From
CAD638
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)03/01/2026 - 03/13/2026
From
$295
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)02/07/2026 - 02/10/2026
From
$358
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)12/11/2025 - 01/20/2026
From
$621
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)12/08/2025 - 01/16/2026
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)01/24/2026 - 02/13/2026
From
$283
Seen: 18 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)02/14/2026 - 02/17/2026
From
$329
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)01/19/2026 - 02/04/2026
From
$369
Seen: 9 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)01/22/2026 - 01/23/2026
From
$285
Seen: 14 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)01/17/2026 - 02/06/2026
From
$294
Seen: 5 minutes ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)03/04/2026 - 03/22/2026
From
$629
Seen: 12 hrs ago
Round-trip
Economy
Kingston (KIN)to
Port-of-Spain (POS)02/22/2026 - 03/28/2026
From
$553
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)12/22/2025 - 12/31/2025
From
$320
Seen: 49 minutes ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)02/26/2026 - 02/26/2026
From
$272
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)01/27/2026 - 01/28/2026
From
$239
Seen: 21 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)01/15/2026 - 01/18/2026
From
$304
Seen: 1 day 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 | 03/04/2026 - 03/13/2026 | From $334 Seen: 19 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/10/2026 - 04/17/2026 | From $334 Seen: 19 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 02/19/2026 - 03/13/2026 | From $334 Seen: 19 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/06/2026 - 03/13/2026 | From $334 Seen: 19 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/08/2026 - 04/17/2026 | From $334 Seen: 19 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 03/09/2026 - 03/13/2026 | From $334 Seen: 19 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/11/2026 - 02/22/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/11/2026 - 02/23/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/11/2026 - 02/27/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/11/2026 - 03/08/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/13/2026 - 03/11/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/13/2026 - 03/15/2026 | From $362 Seen: 14 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 06/08/2026 - 06/09/2026 | From CAD646 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 05/30/2026 - 05/31/2026 | From CAD646 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 05/25/2026 - 05/26/2026 | From CAD646 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 05/21/2026 - 05/22/2026 | From CAD646 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 04/25/2026 - 04/26/2026 | From CAD646 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 04/16/2026 - 04/17/2026 | From CAD666 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/24/2026 - 01/27/2026 | From $317 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/24/2026 - 01/28/2026 | From $317 Seen: 5 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.