Caribbean Airlines Cheap Flights - Flight Deals starting at $225*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)10/01/2025 - 10/13/2025
From
$429
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)11/14/2025 - 12/08/2025
From
$295
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)08/24/2025 - 09/15/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/18/2025 - 10/08/2025
From
$706
Seen: 8 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/13/2025 - 09/16/2025
From
$394
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)10/04/2025 - 10/27/2025
From
$542
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)11/10/2025 - 11/12/2025
From
$272
Seen: 9 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)09/12/2025 - 10/13/2025
From
$294
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)10/08/2025 - 10/09/2025
From
$286
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/12/2025 - 09/18/2025
From
$328
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)10/24/2025 - 10/26/2025
From
$321
Seen: 5 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)09/12/2025 - 10/16/2025
From
$304
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)09/29/2025 - 10/03/2025
From
$404
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)11/04/2025 - 11/06/2025
From
$375
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)09/26/2025 - 10/10/2025
From
$584
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/26/2025 - 09/27/2025
From
$250
Seen: 5 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/05/2025 - 10/06/2025
From
$415
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)11/11/2025 - 11/28/2025
From
$339
Seen: 5 hrs ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)10/15/2025 - 11/10/2025
From
$252
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Kingston (KIN)09/23/2025 - 10/19/2025
From
$301
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 | 11/15/2025 - 11/21/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/21/2025 - 11/05/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/15/2025 - 11/25/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/21/2025 - 11/09/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/15/2025 - 11/26/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/13/2025 - 10/13/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/27/2026 - 02/20/2026 | From $294 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/27/2026 - 02/02/2026 | From $294 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/29/2026 - 02/09/2026 | From $294 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/30/2026 - 03/11/2026 | From $294 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/28/2026 - 02/18/2026 | From $294 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/28/2026 - 02/24/2026 | From $294 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/08/2025 - 10/19/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/30/2025 - 11/08/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/30/2025 - 11/09/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/10/2025 - 11/05/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/10/2025 - 11/08/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/11/2025 - 10/29/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/21/2026 | From $621 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/24/2026 | From $648 Seen: 8 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Go Anywhere with Caribbean Airlines - Flights to All of Our Destinations
Popular flights from Caribbean Airlines
- Port-of-Spain - New York
- Port-of-Spain - Miami
- Port-of-Spain - Toronto
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Miami - Port-of-Spain
- Port-of-Spain - Castries
- New York - Kingston
- Port-of-Spain - St. John’s
- Port-of-Spain - Georgetown
- Port-of-Spain - Kingstown
- Fort Lauderdale - Port-of-Spain