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)10/01/2025 - 11/22/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/25/2025 - 10/23/2025
From
CAD747
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)10/20/2025 - 11/04/2025
From
$295
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)10/14/2025 - 10/26/2025
From
$316
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/25/2025 - 10/08/2025
From
$706
Seen: 6 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/18/2025 - 09/27/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)10/30/2025 - 11/01/2025
From
CAD719
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/21/2025 - 10/09/2025
From
$542
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)11/06/2025 - 11/07/2025
From
$297
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/11/2025 - 09/29/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)09/17/2025 - 10/09/2025
From
$272
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/05/2025 - 11/09/2025
From
$320
Seen: 20 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)08/09/2025 - 09/18/2025
From
$294
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)11/04/2025 - 11/05/2025
From
$250
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)08/25/2025 - 09/24/2025
From
$584
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)11/02/2025 - 11/10/2025
From
$403
Seen: 16 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/14/2025 - 10/18/2025
From
$415
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)08/11/2025 - 08/29/2025
From
$304
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)10/28/2025 - 11/11/2025
From
$375
Seen: 22 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Montego Bay (MBJ)09/05/2025 - 09/11/2025
From
$276
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 | 09/14/2025 - 10/04/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/14/2025 - 11/01/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/21/2025 - 09/21/2025 | From $429 Seen: 10 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/04/2025 - 09/26/2025 | From $429 Seen: 11 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/25/2025 - 11/12/2025 | From $429 Seen: 14 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/25/2025 - 11/13/2025 | From $429 Seen: 14 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/27/2026 - 02/10/2026 | From CAD662 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/27/2026 - 02/14/2026 | From CAD662 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/27/2026 - 01/31/2026 | From CAD662 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/27/2026 - 02/02/2026 | From CAD662 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/27/2026 - 02/04/2026 | From CAD662 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/27/2026 - 02/05/2026 | From CAD662 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/28/2026 - 03/31/2026 | From $289 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/27/2026 - 03/29/2026 | From $289 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/20/2026 - 01/25/2026 | From $294 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/28/2026 - 03/08/2026 | From $294 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/28/2026 - 03/06/2026 | From $294 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/28/2026 - 03/09/2026 | From $294 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/29/2025 - 10/05/2025 | From $316 Seen: 16 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/29/2025 - 10/07/2025 | From $316 Seen: 16 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
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Toronto - Port-of-Spain
- Toronto - Georgetown
- 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
- Fort Lauderdale - Port-of-Spain
- Port-of-Spain - Kingstown