
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)09/18/2025 - 09/23/2025
From
$429
Seen: 1 day ago
Round-trip
Economy

Port-of-Spain (POS)to
Miami (MIA)08/30/2025 - 09/11/2025
From
$316
Seen: 15 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Toronto (YYZ)10/02/2025 - 10/29/2025
From
$705
Seen: 12 hrs ago
Round-trip
Economy

Toronto (YYZ)to
Port-of-Spain (POS)09/23/2025 - 10/02/2025
From
CAD717
Seen: 6 hrs ago
Round-trip
Economy

Toronto (YYZ)to
Georgetown (GEO)10/01/2025 - 10/02/2025
From
CAD769
Seen: 6 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Bridgetown (BGI)10/01/2025 - 10/28/2025
From
$295
Seen: 1 day ago
Round-trip
Economy

New York (JFK)to
Port-of-Spain (POS)08/08/2025 - 09/18/2025
From
$394
Seen: 1 day ago
Round-trip
Economy

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

Port-of-Spain (POS)to
Kingston (KIN)09/13/2025 - 09/15/2025
From
$542
Seen: 20 hrs ago
Round-trip
Economy

Miami (MIA)to
Port-of-Spain (POS)09/08/2025 - 09/16/2025
From
$294
Seen: 7 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Fort Lauderdale (FLL)08/29/2025 - 09/15/2025
From
$328
Seen: 12 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Castries (SLU)09/20/2025 - 10/06/2025
From
$321
Seen: 12 hrs ago
Round-trip
Economy

Georgetown (GEO)to
Toronto (YYZ)10/04/2025 - 10/27/2025
From
$914
Seen: 1 day ago
Round-trip
Economy

Bridgetown (BGI)to
Port-of-Spain (POS)09/11/2025 - 09/12/2025
From
$295
Seen: 1 day ago
Round-trip
Economy

Kingston (KIN)to
New York (JFK)09/11/2025 - 09/16/2025
From
$382
Seen: 17 hrs ago
Round-trip
Economy

Kingston (KIN)to
Fort Lauderdale (FLL)09/04/2025 - 09/25/2025
From
$264
Seen: 9 hrs ago
Round-trip
Economy

Port-of-Spain (POS)to
Georgetown (GEO)09/10/2025 - 09/11/2025
From
$303
Seen: 1 day ago
Round-trip
Economy

New York (JFK)to
Kingston (KIN)09/13/2025 - 10/23/2025
From
$380
Seen: 16 hrs ago
Round-trip
Economy

New York (JFK)to
Georgetown (GEO)10/14/2025 - 11/09/2025
From
$415
Seen: 1 day ago
Round-trip
Economy

Kingston (KIN)to
Bridgetown (BGI)09/16/2025 - 10/21/2025
From
$555
Seen: 2 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 | 09/13/2025 - 10/11/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/13/2025 - 10/14/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/13/2025 - 10/15/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/13/2025 - 10/17/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/13/2025 - 10/19/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/13/2025 - 10/01/2025 | From $429 Seen: 1 day ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 09/13/2025 | From $316 Seen: 15 hrs ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 09/23/2025 | From $316 Seen: 15 hrs ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 09/25/2025 | From $316 Seen: 15 hrs ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 09/27/2025 | From $316 Seen: 15 hrs ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 09/29/2025 | From $316 Seen: 15 hrs ago |
Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/30/2025 - 09/30/2025 | From $316 Seen: 15 hrs ago |
Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/15/2026 - 01/21/2026 | From $622 Seen: 10 hrs ago |
Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/13/2026 - 01/28/2026 | From CAD637 Seen: 6 hrs ago |
Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/13/2026 - 02/09/2026 | From CAD637 Seen: 6 hrs ago |
Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/17/2026 | From CAD637 Seen: 6 hrs ago |
Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/18/2026 | From CAD637 Seen: 6 hrs ago |
Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/21/2026 | From CAD637 Seen: 6 hrs ago |
Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/14/2026 - 01/22/2026 | From CAD637 Seen: 6 hrs ago |
Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/17/2026 - 01/18/2026 | From CAD714 Seen: 6 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
- Port-of-Spain - Toronto
- Toronto - Port-of-Spain
- Toronto - Georgetown
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Bridgetown - Port-of-Spain
- Port-of-Spain - Georgetown
- Georgetown - Toronto
- Miami - Port-of-Spain
- St. George's - Port-of-Spain
- Port-of-Spain - Fort Lauderdale