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)01/21/2026 - 03/01/2026
From
$362
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)11/16/2025 - 12/10/2025
From
$317
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)01/31/2026 - 02/04/2026
From
$283
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)02/05/2026 - 03/11/2026
From
$294
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)11/17/2025 - 11/24/2025
From
$565
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)11/24/2025 - 11/25/2025
From
$303
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)12/01/2025 - 12/07/2025
From
$320
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)12/01/2025 - 12/08/2025
From
$328
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)01/20/2026 - 01/21/2026
From
$239
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)02/08/2026 - 02/22/2026
From
$638
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)11/17/2025 - 11/19/2025
From
$584
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)01/25/2026 - 02/10/2026
From
$318
Seen: 19 hrs ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)02/02/2026 - 02/03/2026
From
$245
Seen: 1 day ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)01/24/2026 - 02/07/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
Nassau (NAS)to
Kingston (KIN)01/28/2026 - 02/18/2026
From
$560
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)12/03/2025 - 12/09/2025
From
$403
Seen: 44 minutes ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)11/25/2025 - 12/09/2025
From
$282
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)01/19/2026 - 02/14/2026
From
$558
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
San Juan (SJU)11/27/2025 - 12/11/2025
From
$281
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Paramaribo (PBM)01/22/2026 - 01/25/2026
From
$305
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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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/11/2026 - 03/23/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/11/2026 - 03/24/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/25/2026 - 03/30/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/13/2026 - 03/15/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 03/13/2026 - 03/23/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/23/2026 - 03/01/2026 | From $362 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 02/09/2026 - 03/03/2026 | From $317 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/18/2025 - 01/15/2026 | From $317 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/15/2026 | From $317 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/17/2026 | From $317 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/19/2026 | From $317 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/25/2025 - 01/24/2026 | From $317 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/25/2026 - 04/29/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/06/2026 - 05/27/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/23/2026 - 06/30/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/21/2026 - 04/14/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/21/2026 - 04/21/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 05/16/2026 - 06/09/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Georgetown (GEO) | Round-trip / Economy | 01/22/2026 - 01/28/2026 | From $318 Seen: 1 day ago |
| Port-of-Spain (POS) | Georgetown (GEO) | Round-trip / Economy | 01/20/2026 - 01/28/2026 | From $318 Seen: 1 day ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.