Caribbean Airlines Cheap Flights - Flight Deals starting at $237*
expand_more
1 Passenger
expand_morePromo Code
expand_moretoday
today
Flight deals and tickets
flight_takeoff
flight_land
Port-of-Spain (POS)to
Miami (MIA)09/16/2025 - 10/08/2025
From
$316
Seen: 12 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
New York (JFK)07/10/2025 - 07/11/2025
From
$429
Seen: 23 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Port-of-Spain (POS)09/06/2025 - 09/28/2025
From
CAD661
Seen: 2 hrs ago
Round-trip
Economy
Toronto (YYZ)to
Georgetown (GEO)09/06/2025 - 10/04/2025
From
CAD897
Seen: 2 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Bridgetown (BGI)09/13/2025 - 10/12/2025
From
$304
Seen: 21 hrs ago
Round-trip
Economy
New York (JFK)to
Port-of-Spain (POS)07/13/2025 - 07/18/2025
From
$394
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Toronto (YYZ)09/14/2025 - 10/06/2025
From
$678
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Georgetown (GEO)09/10/2025 - 09/11/2025
From
$292
Seen: 15 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
St. George's (GND)06/28/2025 - 08/07/2025
From
$317
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingston (KIN)09/14/2025 - 10/10/2025
From
$545
Seen: 8 hrs ago
Round-trip
Economy
Bridgetown (BGI)to
Port-of-Spain (POS)09/11/2025 - 10/11/2025
From
$313
Seen: 4 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Fort Lauderdale (FLL)06/30/2025 - 07/11/2025
From
$328
Seen: 11 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Castries (SLU)09/07/2025 - 10/10/2025
From
$333
Seen: 11 hrs ago
Round-trip
Economy
Kingston (KIN)to
Fort Lauderdale (FLL)09/11/2025 - 09/17/2025
From
$265
Seen: 14 hrs ago
Round-trip
Economy
New York (JFK)to
Kingston (KIN)09/13/2025 - 09/16/2025
From
$380
Seen: 10 hrs ago
Round-trip
Economy
Port-of-Spain (POS)to
Kingstown (SVD)09/08/2025 - 09/10/2025
From
$272
Seen: 19 hrs ago
Round-trip
Economy
Kingston (KIN)to
Bridgetown (BGI)09/11/2025 - 09/23/2025
From
$570
Seen: 1 day ago
Round-trip
Economy
Kingston (KIN)to
New York (JFK)09/16/2025 - 09/23/2025
From
$383
Seen: 1 day ago
Round-trip
Economy
Georgetown (GEO)to
Toronto (YYZ)09/13/2025 - 10/14/2025
From
$887
Seen: 1 day ago
Round-trip
Economy
Port-of-Spain (POS)to
Orlando (MCO)09/05/2025 - 09/17/2025
From
$584
Seen: 11 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
flight_takeoff
flight_land
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/16/2026 - 01/27/2026 | From $316 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/17/2026 - 01/19/2026 | From $316 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/24/2026 - 01/27/2026 | From $316 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/24/2026 - 01/28/2026 | From $316 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 01/17/2026 - 01/26/2026 | From $316 Seen: 12 hrs ago |
| Port-of-Spain (POS) | Miami (MIA) | Round-trip / Economy | 09/16/2025 - 10/08/2025 | From $316 Seen: 12 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 07/18/2025 - 07/19/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 10/10/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 10/11/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 10/12/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 10/13/2025 | From $429 Seen: 23 hrs ago |
| Port-of-Spain (POS) | New York (JFK) | Round-trip / Economy | 09/11/2025 - 10/15/2025 | From $429 Seen: 23 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/26/2026 | From CAD636 Seen: 9 hrs ago |
| Toronto (YYZ) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/15/2026 | From CAD636 Seen: 13 hrs ago |
| Toronto (YYZ) | Georgetown (GEO) | Round-trip / Economy | 09/06/2025 - 10/04/2025 | From CAD897 Seen: 2 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 02/03/2026 - 02/04/2026 | From $274 Seen: 21 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/20/2026 - 01/21/2026 | From $274 Seen: 21 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/27/2026 - 01/28/2026 | From $274 Seen: 21 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 01/13/2026 - 01/14/2026 | From $274 Seen: 21 hrs ago |
| Port-of-Spain (POS) | Bridgetown (BGI) | Round-trip / Economy | 11/18/2025 - 11/19/2025 | From $274 Seen: 21 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
- Port-of-Spain - Bridgetown
- Toronto - Port-of-Spain
- Toronto - Georgetown
- Port-of-Spain - Toronto
- New York - Port-of-Spain
- Port-of-Spain - St. George's
- Port-of-Spain - Georgetown
- Port-of-Spain - Kingston
- Bridgetown - Port-of-Spain
- Georgetown - Toronto
- Port-of-Spain - Fort Lauderdale
- Miami - Port-of-Spain
- Kingston - New York