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)10/22/2025 - 11/11/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/11/2025 - 09/25/2025
From
CAD717
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)10/01/2025 - 11/04/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)10/25/2025 - 10/27/2025
From
$542
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)10/30/2025 - 11/01/2025
From
CAD720
Seen: 6 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/09/2025 - 09/30/2025
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/01/2025 - 01/14/2026
From
$672
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)09/01/2025 - 09/25/2025
From
$272
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/11/2025 - 10/11/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/11/2025 - 10/10/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)10/05/2025 - 10/05/2025
From
$297
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)10/03/2025 - 10/15/2025
From
$320
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)11/04/2025 - 11/05/2025
From
$250
Seen: 18 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)09/12/2025 - 09/15/2025
From
$294
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/30/2025 - 11/15/2025
From
$415
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)08/27/2025 - 09/24/2025
From
$584
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)10/28/2025 - 11/06/2025
From
$375
Seen: 6 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Kingston (KIN)10/29/2025 - 11/12/2025
From
CAD579
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)09/23/2025 - 10/24/2025
From
$339
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)09/03/2025 - 10/03/2025
From
$403
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 | 11/26/2025 - 12/31/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 12/05/2025 - 12/31/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 12/08/2025 - 12/31/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 12/14/2025 - 12/31/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 12/17/2025 - 01/20/2026 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 12/23/2025 - 01/20/2026 | From $429 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 02/10/2026 | From CAD637 Seen: 1 hour ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 02/12/2026 | From CAD637 Seen: 1 hour ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 02/14/2026 | From CAD637 Seen: 1 hour ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 01/27/2026 | From CAD637 Seen: 1 hour ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 01/29/2026 | From CAD637 Seen: 1 hour ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 02/01/2026 | From CAD637 Seen: 1 hour ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/01/2025 - 11/04/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/14/2025 - 09/23/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/24/2025 - 10/31/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/14/2025 - 10/19/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/14/2025 - 10/28/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/23/2025 - 10/11/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Kingston (KIN) | Round-trip / Economy | 10/25/2025 - 10/30/2025 | From $542 Seen: 1 day ago |
| Port-of-Spain (POS) | Kingston (KIN) | Round-trip / Economy | 10/26/2025 - 10/30/2025 | From $542 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 - Bridgetown
- Port-of-Spain - Miami
- Toronto - Port-of-Spain
- Port-of-Spain - Kingston
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Toronto - Georgetown
- Port-of-Spain - St. George's
- Port-of-Spain - Fort Lauderdale
- Port-of-Spain - Georgetown
- Port-of-Spain - Castries
- Port-of-Spain - Orlando
- Miami - Port-of-Spain
- Port-of-Spain - Kingstown