
Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
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Flight deals and tickets
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Port-of-Spain (POS)to
New York (JFK)09/16/2025 - 09/24/2025
From
$429
Seen: 1 day ago
Round-trip
Economy

Port-of-Spain (POS)to
Bridgetown (BGI)09/30/2025 - 10/22/2025
From
$295
Seen: 1 day ago
Round-trip
Economy

Port-of-Spain (POS)to
Miami (MIA)10/14/2025 - 10/28/2025
From
$316
Seen: 53 minutes ago
Round-trip
Economy

Port-of-Spain (POS)to
Toronto (YYZ)09/05/2025 - 10/06/2025
From
$650
Seen: 8 hrs ago
Round-trip
Economy

New York (JFK)to
Port-of-Spain (POS)10/14/2025 - 10/16/2025
From
$394
Seen: 1 day ago
Round-trip
Economy

Port-of-Spain (POS)to
St. George's (GND)08/15/2025 - 09/12/2025
From
$328
Seen: 1 day ago
Round-trip
Economy

Toronto (YYZ)to
Georgetown (GEO)10/08/2025 - 10/09/2025
From
CAD720
Seen: 6 hrs ago
Round-trip
Economy

Toronto (YYZ)to
Port-of-Spain (POS)09/24/2025 - 10/05/2025
From
CAD687
Seen: 10 hrs ago
Round-trip
Economy

Kingston (KIN)to
Port-of-Spain (POS)09/21/2025 - 10/26/2025
From
$476
Seen: 1 day ago
Round-trip
Economy

Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/19/2025 - 10/05/2025
From
$328
Seen: 4 hrs ago
Round-trip
Economy

Kingston (KIN)to
Fort Lauderdale (FLL)09/24/2025 - 09/29/2025
From
$264
Seen: 1 day ago
Round-trip
Economy

Kingston (KIN)to
Bridgetown (BGI)10/07/2025 - 10/14/2025
From
$555
Seen: 22 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Kingston (KIN)09/14/2025 - 10/09/2025
From
$542
Seen: 3 hrs ago
Round-trip
Economy

Kingston (KIN)to
New York (JFK)09/16/2025 - 10/14/2025
From
$382
Seen: 21 hrs ago
Round-trip
Economy

Bridgetown (BGI)to
Port-of-Spain (POS)09/25/2025 - 09/26/2025
From
$284
Seen: 13 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Orlando (MCO)09/24/2025 - 11/03/2025
From
$584
Seen: 1 day ago
Round-trip
Economy

Port-of-Spain (POS)to
Castries (SLU)10/12/2025 - 10/17/2025
From
$320
Seen: 1 hour ago
Round-trip
Economy

Port-of-Spain (POS)to
Georgetown (GEO)09/20/2025 - 09/21/2025
From
$303
Seen: 17 hrs ago
Round-trip
Economy

New York (JFK)to
Kingston (KIN)09/24/2025 - 09/26/2025
From
$375
Seen: 3 hrs ago
Round-trip
Economy

Fort Lauderdale (FLL)to
Kingston (KIN)08/19/2025 - 08/25/2025
From
$301
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 | 09/24/2025 - 09/29/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/23/2025 - 10/26/2025 | From $429 Seen: 23 hrs ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/20/2025 - 10/03/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/05/2025 - 10/15/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/05/2025 - 10/18/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/05/2025 - 10/20/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 04/13/2026 | From $289 Seen: 1 day ago |
Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 03/15/2026 | From $289 Seen: 1 day ago |
Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 03/16/2026 | From $289 Seen: 1 day ago |
Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 03/17/2026 | From $289 Seen: 1 day ago |
Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 04/17/2026 | From $289 Seen: 1 day ago |
Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 04/19/2026 | From $289 Seen: 1 day ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/27/2025 - 11/03/2025 | From $316 Seen: 19 minutes ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/14/2025 - 10/28/2025 | From $316 Seen: 53 minutes ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/02/2025 - 10/05/2025 | From $316 Seen: 51 minutes ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/12/2026 - 01/28/2026 | From $316 Seen: 58 minutes ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/07/2025 - 09/25/2025 | From $316 Seen: 14 hrs ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/07/2025 - 09/11/2025 | From $316 Seen: 13 hrs ago |
Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/15/2026 - 01/18/2026 | From $622 Seen: 8 hrs ago |
Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/15/2026 - 01/21/2026 | From $622 Seen: 8 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
- Toronto - Georgetown
- Toronto - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Fort Lauderdale
- Port-of-Spain - Kingston
- Kingston - Bridgetown
- Kingston - Fort Lauderdale
- Bridgetown - Port-of-Spain
- Port-of-Spain - Castries
- Port-of-Spain - Georgetown