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)09/25/2025 - 10/15/2025
From
$429
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/08/2025 - 10/08/2025
From
$706
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)10/19/2025 - 10/24/2025
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/16/2025 - 10/31/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)10/05/2025 - 10/10/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)10/25/2025 - 11/10/2025
From
$542
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)09/28/2025 - 10/16/2025
From
$272
Seen: 8 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)10/07/2025 - 11/09/2025
From
$294
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)10/08/2025 - 10/09/2025
From
$286
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)10/09/2025 - 10/20/2025
From
$328
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/15/2025 - 12/10/2025
From
$321
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)09/25/2025 - 10/02/2025
From
$304
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)11/04/2025 - 11/05/2025
From
$250
Seen: 1 day ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)10/29/2025 - 11/10/2025
From
$252
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)10/27/2025 - 11/10/2025
From
$584
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)10/03/2025 - 11/06/2025
From
$404
Seen: 3 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)11/11/2025 - 11/13/2025
From
$375
Seen: 7 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)11/10/2025 - 11/11/2025
From
$415
Seen: 3 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Montego Bay (MBJ)09/02/2025 - 09/12/2025
From
$276
Seen: 1 day ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)11/07/2025 - 12/10/2025
From
$282
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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flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/18/2025 - 09/23/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/17/2025 - 09/22/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/03/2025 - 10/10/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/16/2025 - 10/02/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/25/2025 - 10/15/2025 | From $429 Seen: 15 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/19/2025 - 09/21/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/24/2026 - 01/28/2026 | From $289 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/16/2026 - 04/20/2026 | From $289 Seen: 23 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/29/2026 - 04/02/2026 | From $289 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/21/2026 - 01/25/2026 | From $622 Seen: 1 hour ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/22/2026 - 01/25/2026 | From $622 Seen: 1 hour ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/25/2026 | From $622 Seen: 1 hour ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/21/2026 | From $622 Seen: 1 hour ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/21/2026 - 01/22/2026 | From $648 Seen: 1 hour ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 07/13/2026 - 07/27/2026 | From $647 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 06/18/2026 - 06/22/2026 | From $289 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 12/19/2025 - 12/22/2025 | From $295 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 12/10/2025 - 12/17/2025 | From $289 Seen: 4 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 09/22/2025 - 09/27/2025 | From $394 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 09/23/2025 - 10/15/2025 | From $394 Seen: 1 day 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