Caribbean Airlines Cheap Flights - Flight Deals starting at $223*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)07/05/2025 - 09/24/2025
From
$429
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/10/2025 - 10/03/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)06/16/2025 - 06/20/2025
From
CAD915
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/31/2025 - 09/05/2025
From
$394
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
Toronto (YYZ)06/22/2025 - 01/14/2026
From
$622
Seen: 20 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)06/13/2025 - 06/22/2025
From
CAD637
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)06/26/2025 - 08/04/2025
From
$317
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/08/2025 - 10/16/2025
From
$328
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/07/2025 - 09/20/2025
From
$333
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)06/20/2025 - 06/22/2025
From
$886
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)07/21/2025 - 08/04/2025
From
$329
Seen: 1 day ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/11/2025 - 09/13/2025
From
$313
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/11/2025 - 09/12/2025
From
$547
Seen: 1 day ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)06/27/2025 - 07/01/2025
From
$294
Seen: 17 minutes ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/11/2025 - 09/16/2025
From
$382
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/05/2025 - 09/06/2025
From
$405
Seen: 10 hrs ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)07/19/2025 - 08/19/2025
From
$264
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)09/11/2025 - 10/10/2025
From
$353
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)07/08/2025 - 07/12/2025
From
$415
Seen: 15 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) | Miami (MIA) | Round-trip / Economy | 10/20/2025 - 10/31/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/07/2025 - 10/08/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/08/2025 - 10/30/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/08/2025 - 11/01/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/23/2025 - 10/27/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/15/2025 - 11/12/2025 | From $429 Seen: 8 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/20/2025 - 11/02/2025 | From $429 Seen: 6 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/10/2025 - 10/03/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/10/2025 - 10/06/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/11/2025 - 10/10/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/11/2025 - 10/17/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 08/31/2025 - 10/03/2025 | From $316 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 01/30/2026 | From CAD911 Seen: 8 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/01/2026 | From CAD911 Seen: 8 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/03/2026 | From CAD911 Seen: 8 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/05/2026 | From CAD911 Seen: 8 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/06/2026 | From CAD911 Seen: 8 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/08/2026 | From CAD911 Seen: 8 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/25/2026 - 01/27/2026 | From $622 Seen: 5 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/28/2026 - 01/29/2026 | From $622 Seen: 5 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 - Miami
- Toronto - Georgetown
- Port-of-Spain - New York
- Port-of-Spain - Toronto
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Toronto - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Fort Lauderdale
- Georgetown - Toronto
- Kingston - New York
- Bridgetown - Port-of-Spain
- Miami - Port-of-Spain
- Port-of-Spain - Kingston
- New York - Kingston