Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
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Flight deals and tickets
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Port-of-Spain (POS)to
Miami (MIA)09/17/2025 - 10/11/2025
From
$316
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
New York (JFK)07/16/2025 - 07/18/2025
From
$429
Seen: 1 hour ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/06/2025 - 09/28/2025
From
CAD661
Seen: 15 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/06/2025 - 10/04/2025
From
CAD897
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/13/2025 - 10/05/2025
From
$304
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)08/10/2025 - 09/11/2025
From
$394
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)06/25/2025 - 08/04/2025
From
$317
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/07/2025 - 09/22/2025
From
$679
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/10/2025 - 09/11/2025
From
$292
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/14/2025 - 10/17/2025
From
$545
Seen: 21 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/11/2025 - 10/11/2025
From
$313
Seen: 17 hrs ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/09/2025 - 09/16/2025
From
$382
Seen: 1 hour ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)06/23/2025 - 06/30/2025
From
$328
Seen: 1 day ago
Round-trip
Economy
Miami (MIA)to
Port-of-Spain (POS)06/19/2025 - 06/22/2025
From
$294
Seen: 20 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/06/2025 - 09/17/2025
From
$333
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)06/25/2025 - 07/02/2025
From
$264
Seen: 5 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. John’s (ANU)07/09/2025 - 07/14/2025
From
$403
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
Bridgetown (BGI)09/11/2025 - 09/16/2025
From
$570
Seen: 1 day ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/13/2025 - 10/14/2025
From
$380
Seen: 23 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/08/2025 - 09/10/2025
From
$272
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) | Miami (MIA) | Round-trip / Economy | 01/16/2026 - 01/27/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/17/2026 - 01/19/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/24/2026 - 01/27/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/17/2026 - 01/26/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/16/2025 - 10/08/2025 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/26/2026 - 03/01/2026 | From $316 Seen: 1 day ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/16/2025 - 07/17/2025 | From $429 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/10/2025 | From $429 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/16/2025 | From $429 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 09/17/2025 | From $429 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/18/2025 | From $429 Seen: 1 hour ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/10/2025 - 10/20/2025 | From $429 Seen: 1 hour ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/10/2026 - 01/24/2026 | From CAD637 Seen: 10 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/10/2026 - 01/22/2026 | From CAD637 Seen: 11 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/22/2026 | From CAD637 Seen: 11 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/17/2026 - 01/24/2026 | From CAD637 Seen: 11 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/26/2026 | From CAD636 Seen: 22 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/15/2026 | From CAD636 Seen: 1 day ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 09/06/2025 - 10/04/2025 | From CAD897 Seen: 15 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 01/29/2026 - 02/02/2026 | From CAD910 Seen: 1 hour 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
- Port-of-Spain - Toronto
- Toronto - Georgetown
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Georgetown
- Kingston - New York
- Port-of-Spain - Castries
- Port-of-Spain - Kingston
- Georgetown - Toronto
- Bridgetown - Port-of-Spain
- Kingston - Fort Lauderdale