Caribbean Airlines Cheap Flights - Flight Deals starting at $261*
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Flight deals and tickets
flight_takeoff
flight_land
Port-of-Spain (POS)to
New York (JFK)01/21/2026 - 02/18/2026
From
$362
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)11/18/2025 - 11/26/2025
From
$317
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)11/19/2025 - 12/05/2025
From
$283
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)10/25/2025 - 10/29/2025
From
$565
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)12/08/2025 - 12/09/2025
From
$292
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)10/26/2025 - 11/27/2025
From
$272
Seen: 22 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)11/26/2025 - 12/25/2025
From
$607
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)11/17/2025 - 11/20/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/15/2025 - 11/16/2025
From
$320
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)01/21/2026 - 01/23/2026
From
$584
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)11/29/2025 - 12/10/2025
From
$283
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)01/15/2026 - 01/22/2026
From
$403
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)12/05/2025 - 12/09/2025
From
$558
Seen: 2 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)11/26/2025 - 11/29/2025
From
$261
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)12/02/2025 - 01/06/2026
From
$311
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)01/15/2026 - 02/17/2026
From
$318
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort-de-France (FDF)12/02/2025 - 12/12/2025
From
$396
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
San Juan (SJU)11/14/2025 - 11/22/2025
From
$271
Seen: 18 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)01/13/2026 - 01/31/2026
From
$267
Seen: 10 hrs ago
Round-trip
Economy
Kingstown (SVD)to
New York (JFK)12/24/2025 - 01/10/2026
From
$287
Seen: 14 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 |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/11/2026 - 03/16/2026 | From $362 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/11/2026 - 03/20/2026 | From $362 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/11/2026 - 03/22/2026 | From $362 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/14/2026 - 03/18/2026 | From $362 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/14/2026 - 03/01/2026 | From $362 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/21/2026 - 02/18/2026 | From $362 Seen: 17 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 11/18/2025 - 11/26/2025 | From $317 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 11/18/2025 - 12/05/2025 | From $317 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 11/22/2025 - 11/24/2025 | From $317 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 11/22/2025 - 12/05/2025 | From $317 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/09/2025 - 01/12/2026 | From $317 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/09/2025 - 01/13/2026 | From $317 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 06/30/2026 - 07/01/2026 | From $274 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/01/2026 - 05/08/2026 | From $283 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 12/03/2025 - 12/05/2025 | From $283 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/29/2026 - 05/22/2026 | From $283 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/29/2026 - 05/08/2026 | From $283 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/29/2026 - 06/02/2026 | From $283 Seen: 20 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 09/07/2026 - 09/14/2026 | From $598 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 11/18/2025 - 11/27/2025 | From $649 Seen: 21 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.