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)10/19/2025 - 10/27/2025
From
$429
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/18/2025 - 10/05/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)11/25/2025 - 12/03/2025
From
$394
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/20/2025 - 10/13/2025
From
$678
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)11/26/2025 - 12/02/2025
From
$295
Seen: 1 day ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)10/09/2025 - 10/12/2025
From
$294
Seen: 9 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)10/14/2025 - 11/05/2025
From
$272
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/24/2025 - 10/17/2025
From
$542
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)10/24/2025 - 11/07/2025
From
$328
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/22/2025 - 09/23/2025
From
$297
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)10/14/2025 - 11/14/2025
From
$415
Seen: 22 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)11/26/2025 - 12/11/2025
From
$320
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)09/18/2025 - 09/26/2025
From
$304
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/26/2025 - 09/27/2025
From
$250
Seen: 23 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Montego Bay (MBJ)10/01/2025 - 10/17/2025
From
$276
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)11/04/2025 - 11/18/2025
From
$375
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)10/20/2025 - 11/14/2025
From
$584
Seen: 16 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Kingston (KIN)09/26/2025 - 09/29/2025
From
$301
Seen: 13 hrs ago
Round-trip
Economy
New York (JFK)to
Scarborough (TAB)10/09/2025 - 10/24/2025
From
$430
Seen: 1 day ago
Round-trip
Economy
St. George's (GND)to
Port-of-Spain (POS)10/29/2025 - 11/05/2025
From
$252
Seen: 15 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 | 10/13/2025 - 10/31/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/13/2025 - 11/03/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/14/2025 - 11/13/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/14/2025 - 11/20/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/14/2025 - 10/29/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/14/2025 - 10/31/2025 | From $429 Seen: 13 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/09/2025 - 01/12/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/20/2026 - 01/25/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/21/2026 - 01/23/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/21/2026 - 01/28/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/22/2026 - 01/23/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/22/2026 - 03/01/2026 | From $316 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 11/04/2025 - 12/04/2025 | From $394 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 11/04/2025 - 12/06/2025 | From $394 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 11/05/2025 - 11/13/2025 | From $394 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 11/05/2025 - 11/15/2025 | From $394 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 10/10/2025 - 10/15/2025 | From $394 Seen: 10 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 09/30/2025 - 10/09/2025 | From $394 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/21/2026 | From $622 Seen: 9 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/20/2026 | From $648 Seen: 9 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 - Miami
- Port-of-Spain - Toronto
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Miami - Port-of-Spain
- Port-of-Spain - Castries
- New York - Kingston
- Port-of-Spain - St. John’s
- Port-of-Spain - Georgetown
- Port-of-Spain - Kingstown
- Fort Lauderdale - Port-of-Spain