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 - 03/04/2026
From
$362
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)11/14/2025 - 11/20/2025
From
$317
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)02/07/2026 - 03/10/2026
From
$283
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)11/09/2025 - 11/14/2025
From
$649
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)01/27/2026 - 02/24/2026
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)11/24/2025 - 11/25/2025
From
$292
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)11/17/2025 - 11/17/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)12/13/2025 - 12/14/2025
From
$320
Seen: 8 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
Kingston (KIN)11/22/2025 - 12/25/2025
From
$649
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)01/29/2026 - 03/02/2026
From
$403
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)01/09/2026 - 01/16/2026
From
$572
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)01/18/2026 - 01/20/2026
From
$247
Seen: 10 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Ogle (OGL)12/25/2025 - 01/10/2026
From
$348
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)01/13/2026 - 01/27/2026
From
$311
Seen: 11 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)01/28/2026 - 03/04/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)12/22/2025 - 12/26/2025
From
$267
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Paramaribo (PBM)01/16/2026 - 02/21/2026
From
$305
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)01/20/2026 - 01/27/2026
From
$558
Seen: 17 hrs ago
Round-trip
Economy
Kingstown (SVD)to
New York (JFK)12/10/2025 - 01/07/2026
From
$314
Seen: 10 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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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/03/2026 - 03/12/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/03/2026 - 03/05/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/19/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/04/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/08/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 02/07/2026 - 03/09/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/10/2025 - 01/15/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/28/2026 - 02/28/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/28/2026 - 01/31/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/16/2026 - 01/22/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/12/2026 - 01/16/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/16/2026 - 01/25/2026 | From $317 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 06/30/2026 - 07/01/2026 | From $274 Seen: 10 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/15/2026 - 05/20/2026 | From $283 Seen: 10 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/11/2026 - 04/15/2026 | From $283 Seen: 10 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/11/2026 - 03/17/2026 | From $283 Seen: 10 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/18/2026 - 05/13/2026 | From $283 Seen: 10 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/18/2026 - 04/21/2026 | From $283 Seen: 10 hrs ago |
| Port-of-Spain (POS) | St. George's (GND) | Round-trip / Economy | 04/23/2026 - 05/23/2026 | From $295 Seen: 1 day ago |
| Port-of-Spain (POS) | St. George's (GND) | Round-trip / Economy | 04/23/2026 - 04/28/2026 | From $295 Seen: 1 day ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.