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)09/20/2025 - 11/14/2025
From
$429
Seen: 16 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)10/28/2025 - 10/30/2025
From
CAD745
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/26/2025 - 10/22/2025
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/11/2025 - 09/13/2025
From
$316
Seen: 16 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/13/2025 - 09/21/2025
From
CAD717
Seen: 16 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/15/2025 - 09/27/2025
From
$394
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)10/18/2025 - 01/11/2026
From
$684
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)10/25/2025 - 10/27/2025
From
$542
Seen: 6 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)10/23/2025 - 10/23/2025
From
$272
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/05/2025 - 09/22/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)10/30/2025 - 12/05/2025
From
$320
Seen: 9 minutes ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/20/2025 - 09/21/2025
From
$303
Seen: 1 minutes ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/02/2025 - 10/23/2025
From
$415
Seen: 1 day ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)09/11/2025 - 10/10/2025
From
$294
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)10/01/2025 - 10/29/2025
From
$584
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)10/27/2025 - 11/18/2025
From
$403
Seen: 7 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Montego Bay (MBJ)08/16/2025 - 08/21/2025
From
$276
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)10/19/2025 - 11/09/2025
From
$304
Seen: 12 hrs ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)10/02/2025 - 11/08/2025
From
$252
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)10/14/2025 - 11/14/2025
From
$339
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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flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 09/24/2025 | From $429 Seen: 10 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/11/2025 - 11/19/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/18/2025 - 09/29/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/26/2025 - 11/29/2025 | From $429 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/17/2025 - 10/30/2025 | From $429 Seen: 10 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/25/2025 - 11/29/2025 | From $429 Seen: 10 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 02/14/2026 - 02/15/2026 | From CAD715 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/25/2026 - 01/26/2026 | From CAD715 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 02/09/2026 - 02/10/2026 | From CAD715 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/27/2026 - 01/29/2026 | From CAD715 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 01/30/2026 | From CAD715 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/31/2026 - 02/01/2026 | From CAD715 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 10/03/2025 - 10/10/2025 | From $295 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 11/26/2025 - 12/03/2025 | From $295 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 06/18/2026 - 06/21/2026 | From $295 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/27/2026 - 04/06/2026 | From $295 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/15/2025 - 09/19/2025 | From $316 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/27/2025 - 10/11/2025 | From $316 Seen: 16 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/18/2025 - 09/24/2025 | From $316 Seen: 16 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/25/2025 - 10/16/2025 | From $316 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
- Toronto - Georgetown
- Port-of-Spain - Miami
- Port-of-Spain - Bridgetown
- Toronto - Port-of-Spain
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Port-of-Spain - St. George's
- Port-of-Spain - Castries
- Port-of-Spain - Georgetown
- Miami - Port-of-Spain
- New York - Georgetown
- Port-of-Spain - Orlando