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)10/01/2025 - 10/14/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/08/2025 - 09/23/2025
From
$295
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/08/2025 - 09/13/2025
From
$316
Seen: 15 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)10/08/2025 - 10/09/2025
From
CAD744
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)10/05/2025 - 10/15/2025
From
$706
Seen: 7 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)10/10/2025 - 10/26/2025
From
CAD747
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)08/14/2025 - 09/11/2025
From
$340
Seen: 8 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: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/21/2025 - 10/05/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/26/2025 - 10/11/2025
From
$320
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/17/2025 - 10/16/2025
From
$542
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)10/16/2025 - 11/12/2025
From
$880
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/14/2025 - 10/31/2025
From
$415
Seen: 14 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/10/2025 - 09/12/2025
From
$375
Seen: 5 hrs ago
Round-trip
Economy
Georgetown (GEO)to
New York (JFK)09/18/2025 - 10/17/2025
From
$487
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/30/2025 - 10/01/2025
From
$261
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
Toronto (YYZ)10/12/2025 - 11/16/2025
From
$482
Seen: 1 day ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)08/07/2025 - 08/14/2025
From
$282
Seen: 9 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)08/25/2025 - 10/03/2025
From
$584
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 | 11/05/2025 - 11/27/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/05/2025 - 11/29/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/05/2025 - 11/07/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/16/2025 - 11/12/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/16/2025 - 10/18/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 01/29/2026 | From $294 Seen: 1 hour ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 02/01/2026 | From $294 Seen: 1 hour ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 02/04/2026 | From $294 Seen: 1 hour ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/13/2026 - 01/14/2026 | From $294 Seen: 1 hour ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/13/2026 - 02/16/2026 | From $294 Seen: 1 hour ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/13/2026 - 02/18/2026 | From $294 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/15/2025 - 01/12/2026 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 10/08/2025 | From $316 Seen: 19 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/06/2025 - 11/03/2025 | From $316 Seen: 19 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/11/2025 - 10/29/2025 | From $316 Seen: 19 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/11/2025 - 11/01/2025 | From $316 Seen: 19 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/11/2025 - 09/15/2025 | From $316 Seen: 13 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/22/2025 - 10/26/2025 | From $316 Seen: 13 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 02/14/2026 - 02/15/2026 | From CAD714 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/17/2026 - 01/18/2026 | From CAD714 Seen: 15 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