Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
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Flight deals and tickets
flight_takeoff
flight_land
Port-of-Spain (POS)to
New York (JFK)10/10/2025 - 11/29/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)10/04/2025 - 10/14/2025
From
$295
Seen: 15 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/23/2025 - 10/02/2025
From
CAD717
Seen: 6 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)08/30/2025 - 10/30/2025
From
$316
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)10/02/2025 - 10/08/2025
From
$705
Seen: 17 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)10/02/2025 - 10/31/2025
From
$394
Seen: 1 hour ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)10/08/2025 - 10/09/2025
From
CAD769
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)08/15/2025 - 09/10/2025
From
$328
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/20/2025 - 09/26/2025
From
$542
Seen: 13 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/25/2025 - 09/26/2025
From
$295
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/15/2025 - 09/18/2025
From
$328
Seen: 2 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)09/24/2025 - 10/01/2025
From
$294
Seen: 2 hrs ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/09/2025 - 09/30/2025
From
$382
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/03/2025 - 09/04/2025
From
$303
Seen: 23 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)10/09/2025 - 11/11/2025
From
$932
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)10/12/2025 - 10/19/2025
From
$321
Seen: 7 hrs ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)08/29/2025 - 09/21/2025
From
$264
Seen: 26 minutes ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)08/07/2025 - 08/14/2025
From
$292
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)09/19/2025 - 10/22/2025
From
$584
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)09/19/2025 - 09/23/2025
From
$404
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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flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/10/2025 - 11/29/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/04/2025 - 11/10/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/04/2025 - 10/11/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/04/2025 - 11/11/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/04/2025 - 10/12/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/04/2025 - 10/18/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 02/07/2026 - 03/12/2026 | From $289 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/24/2026 - 02/22/2026 | From $289 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/24/2026 - 01/25/2026 | From $289 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/31/2026 - 03/11/2026 | From $289 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/31/2026 - 03/12/2026 | From $289 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/31/2026 - 02/26/2026 | From $289 Seen: 15 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/25/2026 | From CAD637 Seen: 6 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/26/2026 | From CAD637 Seen: 6 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/27/2026 | From CAD637 Seen: 6 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/30/2026 | From CAD637 Seen: 6 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/31/2026 | From CAD637 Seen: 6 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 02/05/2026 | From CAD637 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 10/30/2025 | From $316 Seen: 17 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/09/2025 - 10/28/2025 | From $316 Seen: 11 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
- Toronto - Georgetown
- Toronto - Port-of-Spain
- Port-of-Spain - Miami
- Port-of-Spain - Toronto
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Georgetown - Toronto
- Port-of-Spain - Georgetown
- Bridgetown - Port-of-Spain
- Port-of-Spain - Fort Lauderdale
- Miami - Port-of-Spain
- Kingston - New York