Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)07/20/2025 - 09/18/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/21/2025 - 10/06/2025
From
$316
Seen: 3 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/22/2025 - 10/16/2025
From
CAD926
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/22/2025 - 09/25/2025
From
CAD687
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/31/2025 - 06/24/2026
From
$394
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/05/2025 - 09/15/2025
From
$650
Seen: 7 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/11/2025 - 09/12/2025
From
$296
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)08/14/2025 - 09/06/2025
From
$328
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/17/2025 - 10/16/2025
From
$544
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)09/18/2025 - 10/09/2025
From
$403
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/20/2025 - 09/26/2025
From
$380
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/15/2025 - 10/18/2025
From
$320
Seen: 58 minutes ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/25/2025 - 10/06/2025
From
$328
Seen: 10 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)09/26/2025 - 10/22/2025
From
$294
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)07/26/2025 - 07/27/2025
From
$415
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)07/04/2025 - 07/09/2025
From
$584
Seen: 3 hrs ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)07/13/2025 - 10/25/2025
From
$264
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
Port-of-Spain (POS)09/07/2025 - 10/10/2025
From
$509
Seen: 3 hrs ago
Round-trip
Economy
Kingston (KIN)to
Toronto (YYZ)09/24/2025 - 10/29/2025
From
$482
Seen: 21 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/22/2025 - 09/23/2025
From
$297
Seen: 14 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 | 10/21/2025 - 01/11/2026 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 08/12/2025 - 08/12/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 08/08/2025 - 09/17/2025 | From $429 Seen: 4 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/04/2025 - 10/17/2025 | From $429 Seen: 4 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/25/2025 - 08/14/2025 | From $429 Seen: 3 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/06/2025 - 09/25/2025 | From $429 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/21/2026 - 01/28/2026 | From $622 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/21/2026 - 01/29/2026 | From $622 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/22/2026 - 01/27/2026 | From $622 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/22/2026 - 01/29/2026 | From $622 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/24/2026 - 01/25/2026 | From $622 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/25/2026 - 01/27/2026 | From $622 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/25/2026 - 01/26/2026 | From $316 Seen: 3 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/25/2026 - 01/27/2026 | From $316 Seen: 3 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/25/2026 - 03/01/2026 | From $316 Seen: 3 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/03/2025 - 01/11/2026 | From $316 Seen: 3 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/07/2025 - 01/10/2026 | From $316 Seen: 3 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 12/07/2025 - 01/11/2026 | From $316 Seen: 3 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/13/2026 - 01/24/2026 | From CAD872 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/12/2026 - 01/24/2026 | From CAD872 Seen: 1 day 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
- Toronto - Port-of-Spain
- Toronto - Georgetown
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Port-of-Spain - Castries
- Port-of-Spain - Fort Lauderdale
- Port-of-Spain - Orlando
- Kingston - Port-of-Spain
- Port-of-Spain - Georgetown
- Kingston - Bridgetown