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)10/16/2025 - 11/12/2025
From
$429
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)10/06/2025 - 10/08/2025
From
$316
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/19/2025 - 09/26/2025
From
$295
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)10/08/2025 - 10/09/2025
From
CAD744
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)10/05/2025 - 10/15/2025
From
$705
Seen: 22 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/23/2025 - 10/05/2025
From
CAD717
Seen: 23 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)10/01/2025 - 10/10/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/18/2025 - 09/19/2025
From
$284
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/21/2025 - 09/21/2025
From
$328
Seen: 18 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)08/14/2025 - 09/12/2025
From
$340
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/17/2025 - 09/24/2025
From
$320
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/17/2025 - 10/16/2025
From
$542
Seen: 14 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)10/16/2025 - 11/12/2025
From
$880
Seen: 12 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/14/2025 - 10/31/2025
From
$415
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/30/2025 - 10/01/2025
From
$261
Seen: 16 hrs ago
Round-trip
Economy
Kingston (KIN)to
Toronto (YYZ)10/12/2025 - 11/16/2025
From
$482
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
Bridgetown (BGI)09/18/2025 - 10/07/2025
From
$555
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)08/25/2025 - 09/24/2025
From
$584
Seen: 17 hrs ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)08/19/2025 - 08/19/2025
From
$264
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)09/09/2025 - 09/12/2025
From
$339
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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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/22/2025 - 10/27/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/02/2025 - 11/09/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/22/2025 - 11/27/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/03/2025 - 11/10/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/12/2025 - 11/12/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/14/2025 - 01/12/2026 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/16/2025 | From $316 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/17/2025 | From $316 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/19/2025 | From $316 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/28/2025 | From $316 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/29/2025 | From $316 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/30/2025 | From $316 Seen: 7 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 02/14/2026 - 02/15/2026 | From CAD714 Seen: 3 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/17/2026 - 01/18/2026 | From CAD714 Seen: 3 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/31/2026 - 02/01/2026 | From CAD714 Seen: 3 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/27/2026 - 01/29/2026 | From CAD714 Seen: 3 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 01/30/2026 | From CAD714 Seen: 3 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 02/09/2026 - 02/10/2026 | From CAD714 Seen: 3 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/15/2026 - 01/25/2026 | From $622 Seen: 22 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/21/2026 | From $622 Seen: 22 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 - Georgetown
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Toronto - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Fort Lauderdale
- Bridgetown - Port-of-Spain
- Port-of-Spain - Kingston
- Port-of-Spain - Georgetown
- Port-of-Spain - Castries
- Kingston - Fort Lauderdale
- New York - Georgetown