Caribbean Airlines Cheap Flights - Flight Deals starting at $209*
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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 - 03/01/2026
From
$362
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)01/31/2026 - 02/17/2026
From
$513
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)11/12/2025 - 11/26/2025
From
$317
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)01/28/2026 - 02/04/2026
From
$283
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)11/27/2025 - 12/08/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)01/23/2026 - 02/06/2026
From
$249
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)12/11/2025 - 01/15/2026
From
$295
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)12/07/2025 - 12/14/2025
From
$320
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)02/03/2026 - 02/04/2026
From
$209
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)12/15/2025 - 01/23/2026
From
$244
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)01/14/2026 - 01/19/2026
From
$584
Seen: 9 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)12/03/2025 - 12/25/2025
From
$649
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)11/11/2025 - 11/21/2025
From
$403
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)02/02/2026 - 02/06/2026
From
$428
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
San Juan (SJU)11/14/2025 - 11/17/2025
From
$271
Seen: 21 hrs ago
Round-trip
Economy
Curacao (CUR)to
Port-of-Spain (POS)01/06/2026 - 01/13/2026
From
$286
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)12/11/2025 - 01/11/2026
From
$318
Seen: 9 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)12/04/2025 - 12/07/2025
From
$232
Seen: 3 hrs ago
Round-trip
Economy
Nassau (NAS)to
Kingston (KIN)12/01/2025 - 12/17/2025
From
$549
Seen: 19 hrs ago
Round-trip
Economy
Kingstown (SVD)to
New York (JFK)12/24/2025 - 01/28/2026
From
$287
Seen: 6 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 | 12/24/2025 - 03/01/2026 | From $362 Seen: 16 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/21/2026 - 03/01/2026 | From $362 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/21/2026 - 03/02/2026 | From $362 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/23/2026 - 03/03/2026 | From $362 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/23/2026 - 03/04/2026 | From $362 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/27/2026 - 03/29/2026 | From $362 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 02/04/2026 - 02/17/2026 | From $513 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 02/04/2026 - 03/03/2026 | From $513 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 02/05/2026 - 02/17/2026 | From $513 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 03/16/2026 - 04/26/2026 | From $513 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 03/19/2026 - 04/28/2026 | From $513 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 03/20/2026 - 03/24/2026 | From $513 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 05/25/2026 - 05/28/2026 | From $310 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 05/25/2026 - 05/31/2026 | From $310 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 05/28/2026 - 05/31/2026 | From $310 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 05/24/2026 - 05/28/2026 | From $310 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 05/25/2026 - 05/27/2026 | From $310 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 05/26/2026 - 05/27/2026 | From $310 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 06/30/2026 - 07/01/2026 | From $274 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/28/2026 - 02/04/2026 | From $283 Seen: 2 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.