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)09/18/2025 - 10/28/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/15/2025 - 10/02/2025
From
CAD687
Seen: 17 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/15/2025 - 09/27/2025
From
CAD923
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/10/2025 - 10/07/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/11/2025 - 09/12/2025
From
$296
Seen: 17 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)08/01/2025 - 09/11/2025
From
$394
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/25/2025 - 10/14/2025
From
$678
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)07/01/2025 - 08/05/2025
From
$306
Seen: 9 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/18/2025 - 10/11/2025
From
$313
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/21/2025 - 09/21/2025
From
$314
Seen: 13 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)09/13/2025 - 10/14/2025
From
$887
Seen: 3 hrs ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/26/2025 - 10/14/2025
From
$382
Seen: 9 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/17/2025 - 10/06/2025
From
$544
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/12/2025 - 10/05/2025
From
$320
Seen: 8 hrs ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)07/01/2025 - 07/03/2025
From
$294
Seen: 7 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/13/2025 - 09/16/2025
From
$380
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/02/2025 - 09/03/2025
From
$272
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)08/31/2025 - 10/10/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)09/10/2025 - 09/11/2025
From
$425
Seen: 22 hrs ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Montego Bay (MBJ)08/25/2025 - 10/01/2025
From
$276
Seen: 1 hour 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 | 10/07/2025 - 10/20/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/07/2025 - 10/21/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/07/2025 - 10/31/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/07/2025 - 11/02/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/21/2025 - 10/26/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/21/2025 - 11/28/2025 | From $429 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 02/14/2026 | From CAD637 Seen: 40 minutes ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 02/15/2026 | From CAD637 Seen: 40 minutes ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 01/21/2026 | From CAD637 Seen: 40 minutes ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 01/23/2026 | From CAD637 Seen: 40 minutes ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 01/26/2026 | From CAD637 Seen: 40 minutes ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/11/2026 - 01/27/2026 | From CAD637 Seen: 40 minutes ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 01/30/2026 | From CAD911 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 02/02/2026 | From CAD911 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 02/10/2026 | From CAD911 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 02/15/2026 | From CAD911 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 01/29/2026 | From CAD911 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/08/2026 - 02/01/2026 | From CAD911 Seen: 15 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/10/2025 - 10/07/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/14/2026 - 01/23/2026 | From $316 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
- Toronto - Port-of-Spain
- Toronto - Georgetown
- Port-of-Spain - Miami
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Port-of-Spain - Toronto
- Port-of-Spain - St. George's
- Bridgetown - Port-of-Spain
- Port-of-Spain - Georgetown
- Georgetown - Toronto
- Kingston - New York
- Port-of-Spain - Kingston
- Port-of-Spain - Castries
- Miami - Port-of-Spain