Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
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Flight deals and tickets
flight_takeoff
flight_land
Port-of-Spain (POS)to
New York (JFK)07/12/2025 - 07/25/2025
From
$429
Seen: 7 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/06/2025 - 09/25/2025
From
CAD662
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)06/26/2025 - 07/11/2025
From
$316
Seen: 4 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/14/2025 - 07/16/2025
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: 2 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/06/2025 - 10/04/2025
From
CAD897
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/11/2025 - 09/15/2025
From
$678
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)08/14/2025 - 09/11/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)07/09/2025 - 07/10/2025
From
$326
Seen: 16 hrs ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/19/2025 - 10/14/2025
From
$382
Seen: 6 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/18/2025 - 09/27/2025
From
$313
Seen: 19 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/13/2025 - 10/14/2025
From
$380
Seen: 14 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/10/2025 - 09/14/2025
From
$333
Seen: 14 hrs ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)07/17/2025 - 08/24/2025
From
$264
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/14/2025 - 10/10/2025
From
$545
Seen: 7 hrs ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)09/04/2025 - 09/06/2025
From
$905
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)06/26/2025 - 07/17/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)07/09/2025 - 10/05/2025
From
$403
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)09/10/2025 - 09/11/2025
From
$425
Seen: 1 day ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)07/23/2025 - 08/28/2025
From
$294
Seen: 3 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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flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 11/09/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/26/2025 - 11/09/2025 | From $429 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/20/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/01/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/06/2025 | From $429 Seen: 7 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 10/10/2025 | From $429 Seen: 7 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/04/2026 - 02/11/2026 | From CAD637 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/04/2026 - 01/18/2026 | From CAD637 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/04/2026 - 01/19/2026 | From CAD637 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/04/2026 - 01/21/2026 | From CAD637 Seen: 1 day ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/04/2026 - 01/23/2026 | From CAD637 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/26/2026 - 03/01/2026 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/24/2025 - 10/31/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/15/2025 - 10/31/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/15/2025 - 11/05/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/20/2025 - 10/28/2025 | From $316 Seen: 4 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/20/2025 - 10/30/2025 | From $316 Seen: 4 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/29/2026 - 02/11/2026 | From CAD637 Seen: 7 hrs ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/15/2026 - 01/25/2026 | From $623 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 01/18/2026 - 01/21/2026 | From $623 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
- Toronto - Port-of-Spain
- Port-of-Spain - Bridgetown
- Toronto - Georgetown
- Port-of-Spain - Toronto
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Kingston - New York
- Bridgetown - Port-of-Spain
- New York - Kingston
- Port-of-Spain - Castries
- Kingston - Fort Lauderdale
- Port-of-Spain - Kingston
- Georgetown - Toronto