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)09/11/2025 - 11/24/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/15/2025 - 09/24/2025
From
CAD923
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)08/28/2025 - 10/07/2025
From
$316
Seen: 2 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/15/2025 - 09/28/2025
From
CAD687
Seen: 1 hour ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)09/17/2025 - 10/12/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/11/2025 - 09/12/2025
From
$296
Seen: 3 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/11/2025 - 09/15/2025
From
$678
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)06/28/2025 - 08/05/2025
From
$295
Seen: 19 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)09/07/2025 - 10/07/2025
From
$914
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/02/2025 - 09/22/2025
From
$329
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/14/2025 - 09/19/2025
From
$333
Seen: 16 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/14/2025 - 10/17/2025
From
$545
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/09/2025 - 10/14/2025
From
$382
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)06/26/2025 - 07/18/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
San Juan (SJU)06/27/2025 - 07/06/2025
From
$271
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)08/25/2025 - 09/17/2025
From
$264
Seen: 5 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/11/2025 - 09/13/2025
From
$313
Seen: 12 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/13/2025 - 09/16/2025
From
$380
Seen: 5 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Kingston (KIN)09/02/2025 - 09/13/2025
From
$301
Seen: 9 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)06/26/2025 - 06/29/2025
From
$294
Seen: 16 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 | 09/22/2025 - 10/11/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/22/2025 - 10/12/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/22/2025 - 10/17/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/22/2025 - 10/18/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/22/2025 - 10/20/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/22/2025 - 10/24/2025 | From $429 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 01/30/2026 | From CAD911 Seen: 30 minutes ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/01/2026 | From CAD911 Seen: 30 minutes ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/03/2026 | From CAD911 Seen: 30 minutes ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/12/2026 - 02/14/2026 | From CAD873 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 03/16/2026 | From CAD901 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/19/2026 - 03/16/2026 | From CAD901 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/18/2025 - 10/08/2025 | From $316 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/09/2025 - 10/27/2025 | From $316 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/13/2025 - 10/29/2025 | From $316 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/13/2025 - 11/03/2025 | From $316 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/14/2025 - 10/16/2025 | From $316 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/14/2025 - 10/27/2025 | From $316 Seen: 2 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 02/15/2026 | From CAD637 Seen: 2 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/29/2026 - 02/10/2026 | From CAD637 Seen: 2 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
- Toronto - Georgetown
- Port-of-Spain - Miami
- Toronto - Port-of-Spain
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Georgetown - Toronto
- Port-of-Spain - St. George's
- Kingston - New York
- Port-of-Spain - Kingston
- Kingston - Fort Lauderdale
- Bridgetown - Port-of-Spain
- New York - Kingston
- Port-of-Spain - Castries