Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
Miami (MIA)09/18/2025 - 09/22/2025
From
$318
Seen: 17 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/23/2025 - 10/02/2025
From
CAD719
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)10/02/2025 - 10/06/2025
From
$680
Seen: 12 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/31/2025 - 08/09/2025
From
$395
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
New York (JFK)08/28/2025 - 10/04/2025
From
$430
Seen: 21 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/25/2025 - 10/25/2025
From
$299
Seen: 38 minutes ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/15/2025 - 10/11/2025
From
CAD947
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)10/02/2025 - 10/06/2025
From
$320
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/27/2025 - 11/04/2025
From
$291
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)09/10/2025 - 10/10/2025
From
$405
Seen: 18 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/02/2025 - 09/03/2025
From
$273
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)07/04/2025 - 07/07/2025
From
$586
Seen: 16 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)07/29/2025 - 08/15/2025
From
$415
Seen: 5 hrs ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)08/07/2025 - 08/15/2025
From
$284
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)07/09/2025 - 08/07/2025
From
$296
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)07/04/2025 - 07/10/2025
From
$329
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
Port-of-Spain (POS)08/25/2025 - 12/21/2025
From
$325
Seen: 9 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)09/07/2025 - 09/22/2025
From
$917
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
New York (JFK)08/08/2025 - 08/24/2025
From
$487
Seen: 15 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)07/24/2025 - 08/31/2025
From
$305
Seen: 2 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 | 10/05/2025 - 10/16/2025 | From $430 Seen: 13 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/16/2025 - 10/17/2025 | From $318 Seen: 18 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/16/2025 - 09/26/2025 | From $318 Seen: 18 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/17/2025 - 10/10/2025 | From $318 Seen: 18 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/17/2025 - 09/22/2025 | From $318 Seen: 18 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/17/2025 - 09/26/2025 | From $318 Seen: 18 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/17/2025 - 10/06/2025 | From $318 Seen: 18 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/28/2026 | From CAD639 Seen: 4 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/29/2026 | From CAD639 Seen: 4 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/31/2026 | From CAD639 Seen: 4 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/26/2026 | From CAD639 Seen: 4 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/30/2026 | From CAD639 Seen: 4 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 02/05/2026 | From CAD639 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/24/2026 - 01/27/2026 | From $624 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/24/2026 - 01/28/2026 | From $624 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/24/2026 - 01/29/2026 | From $624 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/25/2026 - 01/28/2026 | From $624 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/25/2026 - 01/29/2026 | From $624 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/26/2026 - 01/28/2026 | From $624 Seen: 12 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 11/27/2025 - 12/08/2025 | From $395 Seen: 6 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 - Bridgetown
- Port-of-Spain - Miami
- Toronto - Port-of-Spain
- Port-of-Spain - Toronto
- New York - Port-of-Spain
- Toronto - Georgetown
- Port-of-Spain - St. George's
- Bridgetown - Port-of-Spain
- Georgetown - Toronto
- Port-of-Spain - Kingston
- Port-of-Spain - Georgetown
- Port-of-Spain - Castries
- Port-of-Spain - Fort Lauderdale
- Port-of-Spain - St. John’s