Caribbean Airlines Cheap Flights - Flight Deals starting at $223*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)07/01/2025 - 09/09/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)06/09/2025 - 07/09/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)06/16/2025 - 09/06/2025
From
CAD877
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/06/2025 - 10/16/2025
From
$304
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/05/2025 - 07/07/2025
From
$394
Seen: 13 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)06/16/2025 - 06/22/2025
From
CAD667
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)06/12/2025 - 06/16/2025
From
$622
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)06/26/2025 - 08/04/2025
From
$306
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/04/2025 - 10/06/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/06/2025 - 10/10/2025
From
$425
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)08/08/2025 - 08/11/2025
From
$329
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/05/2025 - 10/10/2025
From
$402
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/04/2025 - 09/05/2025
From
$547
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)09/07/2025 - 10/07/2025
From
$914
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/06/2025 - 09/10/2025
From
$333
Seen: 7 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)06/09/2025 - 06/10/2025
From
$294
Seen: 16 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)06/30/2025 - 07/13/2025
From
$425
Seen: 12 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/06/2025 - 09/25/2025
From
$313
Seen: 22 hrs ago
Round-trip
Economy
Georgetown (GEO)to
New York (JFK)09/07/2025 - 10/04/2025
From
$510
Seen: 1 day ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)08/09/2025 - 08/14/2025
From
$262
Seen: 13 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 | 07/04/2025 - 07/05/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/04/2025 - 07/07/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/04/2025 - 07/09/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/05/2025 - 07/16/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/07/2025 - 07/14/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/07/2025 - 07/16/2025 | From $429 Seen: 17 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/12/2025 - 10/03/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/12/2025 - 10/07/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/13/2025 - 10/10/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/13/2025 - 10/03/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/22/2025 - 10/16/2025 | From $316 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/22/2025 - 10/07/2025 | From $316 Seen: 6 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/24/2026 - 02/13/2026 | From CAD890 Seen: 23 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 01/30/2026 | From CAD911 Seen: 17 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/01/2026 | From CAD911 Seen: 17 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/03/2026 | From CAD911 Seen: 17 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/05/2026 | From CAD911 Seen: 17 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/06/2026 | From CAD911 Seen: 17 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 02/03/2026 - 02/04/2026 | From $274 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/13/2026 - 01/14/2026 | From $274 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
- New York - Port-of-Spain
- Port-of-Spain - Miami
- Toronto - Georgetown
- Toronto - Port-of-Spain
- Port-of-Spain - Toronto
- Port-of-Spain - Bridgetown
- Port-of-Spain - St. George's
- Port-of-Spain - Castries
- Miami - Port-of-Spain
- Port-of-Spain - Fort Lauderdale
- Georgetown - Toronto
- New York - Georgetown
- New York - Kingston
- Kingston - New York