Caribbean Airlines Cheap Flights - Flight Deals starting at $239*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)01/28/2026 - 03/06/2026
From
$362
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)01/28/2026 - 02/20/2026
From
$284
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)12/25/2025 - 01/15/2026
From
$317
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)11/23/2025 - 11/26/2025
From
$593
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)01/18/2026 - 01/18/2026
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)12/10/2025 - 02/01/2026
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)11/26/2025 - 11/27/2025
From
$314
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/29/2025 - 12/12/2025
From
$321
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)02/03/2026 - 02/04/2026
From
$239
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)01/21/2026 - 01/26/2026
From
$584
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)11/24/2025 - 12/04/2025
From
$627
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)01/30/2026 - 02/02/2026
From
$558
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)02/08/2026 - 02/10/2026
From
$247
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Basseterre (SKB)01/30/2026 - 02/24/2026
From
$395
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)01/07/2026 - 01/13/2026
From
$403
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)11/25/2025 - 12/09/2025
From
$283
Seen: 12 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)02/17/2026 - 03/16/2026
From
$267
Seen: 18 hrs ago
Round-trip
Economy
Tortola (EIS)to
Port-of-Spain (POS)11/28/2025 - 12/10/2025
From
$477
Seen: 6 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)02/07/2026 - 02/25/2026
From
$261
Seen: 22 hrs ago
Round-trip
Economy
Nassau (NAS)to
Kingston (KIN)01/23/2026 - 01/26/2026
From
$560
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
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flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/28/2026 - 03/06/2026 | From $362 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/28/2026 - 03/08/2026 | From $362 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/03/2026 - 03/01/2026 | From $362 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/03/2026 - 03/03/2026 | From $362 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/03/2026 - 03/08/2026 | From $362 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/11/2026 | From $362 Seen: 13 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 06/30/2026 - 07/01/2026 | From $274 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/20/2026 - 05/27/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/20/2026 - 06/09/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/02/2026 - 05/19/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/20/2026 - 06/16/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/29/2026 - 05/13/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/15/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/17/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/18/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/19/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/16/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/20/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/30/2026 - 02/15/2026 | From $646 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 02/05/2026 - 02/15/2026 | From $646 Seen: 1 day ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.