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)01/23/2026 - 03/02/2026
From
$362
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)12/01/2025 - 01/09/2026
From
$317
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)12/05/2025 - 12/23/2025
From
$283
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)11/17/2025 - 11/18/2025
From
$565
Seen: 18 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)02/05/2026 - 03/11/2026
From
$294
Seen: 9 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)12/01/2025 - 12/02/2025
From
$314
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)11/17/2025 - 11/24/2025
From
$328
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/15/2025 - 12/12/2025
From
$320
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)02/10/2026 - 03/21/2026
From
$638
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)11/17/2025 - 11/26/2025
From
$584
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)02/10/2026 - 03/13/2026
From
$403
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)02/03/2026 - 02/04/2026
From
$239
Seen: 10 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)02/02/2026 - 02/03/2026
From
$245
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)02/08/2026 - 02/10/2026
From
$318
Seen: 1 day ago
Round-trip
Economy
Nassau (NAS)to
Kingston (KIN)12/10/2025 - 12/17/2025
From
$549
Seen: 9 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)01/12/2026 - 01/20/2026
From
$558
Seen: 23 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)01/21/2026 - 02/11/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)11/25/2025 - 12/09/2025
From
$282
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
San Juan (SJU)12/25/2025 - 01/18/2026
From
$281
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Paramaribo (PBM)01/16/2026 - 01/24/2026
From
$305
Seen: 13 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
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flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/23/2026 - 03/03/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/23/2026 - 03/04/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/03/2026 - 03/05/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/10/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/17/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/13/2026 - 03/20/2026 | From $362 Seen: 14 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/18/2025 - 01/13/2026 | From $317 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/18/2025 - 01/21/2026 | From $317 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/18/2025 - 01/25/2026 | From $317 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/18/2025 - 01/26/2026 | From $317 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/18/2025 - 01/27/2026 | From $317 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/12/2026 | From $317 Seen: 11 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 | 04/15/2026 - 04/24/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/15/2026 - 04/28/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/15/2026 - 05/01/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/11/2026 - 03/17/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/11/2026 - 03/25/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 02/11/2026 - 02/15/2026 | From $635 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 02/04/2026 - 02/15/2026 | From $635 Seen: 8 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.