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)06/25/2025 - 07/10/2025
From
$429
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)06/22/2025 - 07/07/2025
From
$316
Seen: 11 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)06/11/2025 - 09/27/2025
From
CAD898
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/03/2025 - 07/04/2025
From
$394
Seen: 19 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)06/16/2025 - 06/28/2025
From
$310
Seen: 1 day ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)05/31/2025 - 06/15/2025
From
CAD637
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)06/08/2025 - 06/12/2025
From
$650
Seen: 17 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)06/28/2025 - 08/07/2025
From
$294
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)06/08/2025 - 07/11/2025
From
$536
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)06/07/2025 - 06/11/2025
From
$871
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)08/28/2025 - 10/06/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)06/13/2025 - 09/16/2025
From
$417
Seen: 1 day ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)06/07/2025 - 06/22/2025
From
$294
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)05/31/2025 - 06/15/2025
From
$333
Seen: 1 day ago
Round-trip
Economy
Fort Lauderdale (FLL)to
Port-of-Spain (POS)07/14/2025 - 08/21/2025
From
$304
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)06/20/2025 - 06/21/2025
From
$425
Seen: 1 day ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)06/06/2025 - 06/28/2025
From
$307
Seen: 4 hrs ago
Round-trip
Economy
New York (JFK)to
Georgetown (GEO)06/20/2025 - 06/21/2025
From
$425
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
New York (JFK)06/05/2025 - 06/12/2025
From
$510
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)06/23/2025 - 06/25/2025
From
$272
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) | New York (JFK) | Round-trip / Economy | 06/25/2025 - 07/16/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/01/2025 - 10/11/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/01/2025 - 10/22/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/17/2025 - 11/10/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/01/2025 - 10/03/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/22/2025 - 11/19/2025 | From $429 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/22/2026 - 03/01/2026 | From $316 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/24/2026 - 01/26/2026 | From $316 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/15/2026 - 01/17/2026 | From $316 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/15/2026 - 01/22/2026 | From $316 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/16/2026 - 01/24/2026 | From $316 Seen: 11 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/16/2026 - 01/26/2026 | From $316 Seen: 11 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/16/2026 - 01/23/2026 | From CAD891 Seen: 10 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/10/2026 - 01/23/2026 | From CAD891 Seen: 10 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/12/2026 - 01/23/2026 | From CAD891 Seen: 10 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/15/2026 - 01/23/2026 | From CAD891 Seen: 10 hrs ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 11/21/2025 - 11/29/2025 | From $394 Seen: 13 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/09/2026 - 01/24/2026 | From CAD873 Seen: 22 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/20/2026 - 01/31/2026 | From CAD873 Seen: 1 day ago |
| New York (JFK) | Port-of-Spain (POS) | Round-trip / Economy | 10/12/2025 - 11/07/2025 | From $394 Seen: 19 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
- Port-of-Spain - Miami
- Toronto - Georgetown
- New York - Port-of-Spain
- Toronto - Port-of-Spain
- Port-of-Spain - Bridgetown
- Port-of-Spain - Toronto
- Port-of-Spain - St. George's
- Kingston - New York
- Georgetown - Toronto
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Miami - Port-of-Spain
- New York - Kingston
- Fort Lauderdale - Port-of-Spain