Caribbean Airlines Cheap Flights - Flight Deals starting at $215*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)10/22/2025 - 10/26/2025
From
$429
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/10/2025 - 09/16/2025
From
$295
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/14/2025 - 10/15/2025
From
$740
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/14/2025 - 10/16/2025
From
$542
Seen: 12 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/08/2025 - 09/12/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)10/26/2025 - 10/29/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/05/2025 - 09/12/2025
From
$328
Seen: 6 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)09/15/2025 - 10/08/2025
From
$272
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)08/31/2025 - 09/23/2025
From
$285
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/01/2025 - 12/10/2025
From
$320
Seen: 1 hour ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)11/06/2025 - 12/05/2025
From
$304
Seen: 16 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)10/06/2025 - 10/16/2025
From
$294
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)11/11/2025 - 11/12/2025
From
$250
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)11/12/2025 - 11/21/2025
From
$584
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)10/28/2025 - 11/03/2025
From
$403
Seen: 10 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)11/11/2025 - 11/13/2025
From
$375
Seen: 1 day ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)08/22/2025 - 08/30/2025
From
$215
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)09/16/2025 - 10/20/2025
From
$558
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)09/16/2025 - 10/10/2025
From
$339
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)09/11/2025 - 10/17/2025
From
$415
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 | 10/22/2025 - 10/26/2025 | From $429 Seen: 5 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/24/2025 - 09/28/2025 | From $429 Seen: 4 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/07/2025 - 10/19/2025 | From $429 Seen: 4 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/26/2025 - 11/29/2025 | From $429 Seen: 4 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 11/22/2025 - 11/29/2025 | From $429 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/01/2026 - 04/05/2026 | From $283 Seen: 10 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 01/19/2026 - 01/19/2026 | From $429 Seen: 21 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/24/2026 - 01/28/2026 | From $289 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/10/2026 - 01/15/2026 | From $294 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/07/2026 - 02/16/2026 | From $294 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/07/2026 - 01/08/2026 | From $294 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/07/2026 - 02/01/2026 | From $294 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/21/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/20/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/21/2026 - 01/22/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/22/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/25/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/21/2026 - 01/25/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Kingston (KIN) | Round-trip / Economy | 09/14/2025 - 10/16/2025 | From $542 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Kingston (KIN) | Round-trip / Economy | 09/14/2025 - 10/19/2025 | From $542 Seen: 12 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
- New York - Port-of-Spain
- Port-of-Spain - Miami
- Port-of-Spain - Toronto
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Port-of-Spain - St. George's
- Port-of-Spain - Georgetown
- Fort Lauderdale - Port-of-Spain
- Miami - Port-of-Spain
- Port-of-Spain - Castries
- Port-of-Spain - Kingstown
- Port-of-Spain - Orlando
- Port-of-Spain - St. John’s