Caribbean Airlines Cheap Flights - Flight Deals starting at $239*
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Flight deals and tickets
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flight_land
Port-of-Spain (POS)to
New York (JFK)09/26/2025 - 10/05/2025
From
$384
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Miami (MIA)09/18/2025 - 10/17/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)11/19/2025 - 12/03/2025
From
$283
Seen: 18 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/22/2025 - 10/05/2025
From
$620
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)10/28/2025 - 10/30/2025
From
$283
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)12/09/2025 - 12/15/2025
From
$318
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)09/29/2025 - 10/31/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)10/23/2025 - 10/26/2025
From
$542
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)10/17/2025 - 10/20/2025
From
$320
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)11/18/2025 - 11/19/2025
From
$239
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)11/17/2025 - 11/28/2025
From
$584
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)10/21/2025 - 11/18/2025
From
$403
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Curacao (CUR)09/16/2025 - 10/10/2025
From
$282
Seen: 13 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Basseterre (SKB)11/21/2025 - 12/16/2025
From
$395
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Saint Martin (SXM)11/14/2025 - 12/09/2025
From
$558
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Ogle (OGL)11/02/2025 - 11/15/2025
From
$318
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
San Juan (SJU)09/25/2025 - 10/06/2025
From
$270
Seen: 1 day ago
Round-trip
Economy
Kingstown (SVD)to
Port-of-Spain (POS)12/13/2025 - 01/10/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
Kingstown (SVD)to
Bridgetown (BGI)10/06/2025 - 10/07/2025
From
$261
Seen: 1 day ago
Round-trip
Economy
Montego Bay (MBJ)to
Fort Lauderdale (FLL)09/19/2025 - 10/20/2025
From
$240
Seen: 1 day 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 | 10/28/2025 - 11/01/2025 | From $384 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/29/2025 - 11/19/2025 | From $384 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/30/2025 - 11/02/2025 | From $384 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/31/2025 - 11/02/2025 | From $384 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/18/2025 - 10/27/2025 | From $384 Seen: 12 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 10/17/2025 - 10/27/2025 | From $384 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/10/2025 - 10/28/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/10/2025 - 11/05/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/10/2025 - 11/07/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/10/2025 - 11/08/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/11/2025 - 11/10/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 10/11/2025 - 10/29/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 03/14/2026 - 03/17/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/31/2026 - 03/10/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/07/2026 - 02/04/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 02/11/2026 - 03/11/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 02/14/2026 - 03/11/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 04/01/2026 - 04/07/2026 | From $283 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 11/26/2025 - 12/08/2025 | From $655 Seen: 1 day ago |
| Port-of-Spain (POS) | Toronto (YYZ) | Round-trip / Economy | 11/26/2025 - 12/07/2025 | From $662 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
- Port-of-Spain - Toronto
- Port-of-Spain - Bridgetown
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Kingston
- Port-of-Spain - Fort Lauderdale
- Miami - Port-of-Spain
- Port-of-Spain - Castries
- New York - Kingston
- Port-of-Spain - St. John’s
- Port-of-Spain - Georgetown
- Port-of-Spain - Kingstown
- Fort Lauderdale - Port-of-Spain