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
New York (JFK)09/06/2025 - 10/10/2025
From
$429
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/04/2025 - 09/23/2025
From
$316
Seen: 6 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/30/2025 - 01/16/2026
From
$684
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/27/2025 - 10/12/2025
From
$289
Seen: 8 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/22/2025 - 10/02/2025
From
CAD716
Seen: 2 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/17/2025 - 10/01/2025
From
CAD947
Seen: 9 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/17/2025 - 10/16/2025
From
$394
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)08/15/2025 - 09/09/2025
From
$339
Seen: 30 minutes ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/13/2025 - 09/19/2025
From
$542
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)08/28/2025 - 09/15/2025
From
$328
Seen: 8 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/25/2025 - 10/11/2025
From
$298
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/07/2025 - 10/11/2025
From
$320
Seen: 8 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/28/2025 - 09/28/2025
From
$303
Seen: 11 hrs ago
Round-trip
Economy
Kingston (KIN)to
Bridgetown (BGI)09/16/2025 - 10/21/2025
From
$555
Seen: 11 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)10/05/2025 - 10/29/2025
From
$917
Seen: 10 hrs ago
Round-trip
Economy
Kingston (KIN)to
Port-of-Spain (POS)09/25/2025 - 09/28/2025
From
$476
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/30/2025 - 10/01/2025
From
$261
Seen: 15 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)09/15/2025 - 10/13/2025
From
$304
Seen: 5 hrs ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/09/2025 - 09/16/2025
From
$382
Seen: 10 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)09/30/2025 - 10/13/2025
From
$415
Seen: 23 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 | 10/11/2025 - 10/16/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/11/2025 - 10/17/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/11/2025 - 11/05/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/11/2025 - 11/07/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/12/2025 - 11/10/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/12/2025 - 11/14/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/28/2025 - 10/16/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/28/2025 - 10/17/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/28/2025 - 10/06/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/28/2025 - 10/07/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/29/2025 - 10/17/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/29/2025 - 10/28/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 01/22/2026 | From $289 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 02/24/2026 | From $289 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 02/26/2026 | From $289 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 01/27/2026 | From $289 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 01/28/2026 | From $289 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 02/03/2026 | From $289 Seen: 8 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 02/15/2026 | From CAD636 Seen: 10 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/20/2026 - 02/02/2026 | From CAD636 Seen: 7 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
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Port-of-Spain - Bridgetown
- Toronto - Port-of-Spain
- Toronto - Georgetown
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Bridgetown - Port-of-Spain
- Port-of-Spain - Castries
- Port-of-Spain - Georgetown
- Kingston - Bridgetown
- Georgetown - Toronto