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Popular flights to Cayman Islands

CAD
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*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. Additional bag and optional fees for products and services may apply.

Fly to Cayman Islands with American Airlines

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Find deals on flights to Cayman Islands

CAD
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*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

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Discover best flight deals to Cayman Islands

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From
To
Fare type
Travel dates
Price
Québec (YQB)Grand Cayman (GCM)Round trip
I
Economy		05/25/2026 - 06/01/2026

from

559CADFare subject to changes

Updated: 14 hours ago

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CAD
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From
To
Fare type
Travel dates
Price
Booking
Toronto (YYZ)London (LHR)Round trip
I
Premium Economy		05/11/2026 - 05/22/2026

from

2,702CADFare subject to changes

Updated: 2 hours ago

Montreal (YUL)Milan (MXP)Round trip
I
Premium Economy		03/30/2026 - 04/07/2026

from

2,510CADFare subject to changes

Updated: 2 minutes ago

 

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CAD
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From
To
Fare type
Travel dates
Price
Miami (MIA)Havana (HAV)Round trip
I
Economy		03/20/2026 - 04/20/2026

from

527CADFare subject to changes

Updated: 1 hour ago

Dallas (DFW)Indianapolis (IND)Round trip
I
Economy		04/30/2026 - 05/09/2026

from

448CADFare subject to changes

Updated: 2 hours ago

Philadelphia (PHL)Charlotte (CLT)Round trip
I
Economy		04/27/2026 - 04/30/2026

from

1,087CADFare subject to changes

Updated: 2 hours ago

Miami (MIA)Santiago (SCL)Round trip
I
Economy		03/22/2026 - 03/24/2026

from

1,293CADFare subject to changes

Updated: 41 minutes ago

New York (JFK)Delhi (DEL)Round trip
I
Economy		03/06/2026 - 03/15/2026

from

1,874CADFare subject to changes

Updated: 2 hours ago

Dallas (DFW)El Paso (ELP)Round trip
I
Economy		03/13/2026 - 03/16/2026

from

771CADFare subject to changes

Updated: 1 hour ago

Buffalo (BUF)Dallas (DFW)Round trip
I
Economy		04/22/2026 - 04/24/2026

from

578CADFare subject to changes

Updated: 40 minutes ago

Medellin (MDE)Miami (MIA)Round trip
I
Economy		06/03/2026 - 07/04/2026

from

935CADFare subject to changes

Updated: 1 hour ago

Charlotte (CLT)Memphis (MEM)Round trip
I
Economy		03/10/2026 - 03/14/2026

from

580CADFare subject to changes

Updated: 1 hour ago

New York (NYC)Buenos Aires (EZE)Round trip
I
Economy		04/04/2026 - 11/04/2026

from

1,839CADFare subject to changes

Updated: 18 minutes ago

Miami (MIA)Tortola (EIS)Round trip
I
Economy		05/01/2026 - 05/09/2026

from

1,604CADFare subject to changes

Updated: 1 hour ago

Toronto (YYZ)Dallas (DFW)Round trip
I
Economy		05/02/2026 - 05/17/2026

from

602CADFare subject to changes

Updated: 1 hour ago

Toronto (YYZ)Miami (MIA)Round trip
I
Economy		03/13/2026 - 03/21/2026

from

781CADFare subject to changes

Updated: 2 hours ago

Grand Cayman (GCM)Miami (MIA)Round trip
I
Economy		04/28/2026 - 04/30/2026

from

404CADFare subject to changes

Updated: 2 hours ago

Calgary (YYC)Dallas (DFW)Round trip
I
Economy		04/18/2026 - 04/19/2026

from

441CADFare subject to changes

Updated: 45 minutes ago

Detroit (DTW)Charlotte (CLT)Round trip
I
Economy		04/28/2026 - 05/04/2026

from

413CADFare subject to changes

Updated: 1 hour ago

Vancouver (YVR)Los Angeles (LAX)Round trip
I
Economy		06/07/2026 - 06/14/2026

from

757CADFare subject to changes

Updated: 52 minutes ago

Toronto (YYZ)Charlotte (CLT)Round trip
I
Economy		04/15/2026 - 04/22/2026

from

592CADFare subject to changes

Updated: 9 minutes ago

Montreal (YUL)New York (LGA)Round trip
I
Economy		06/09/2026 - 06/16/2026

from

395CADFare subject to changes

Updated: 1 hour ago

Montreal (YUL)Miami (MIA)Round trip
I
Economy		04/14/2026 - 04/21/2026

from

451CADFare subject to changes

Updated: 15 minutes ago

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CAD

Miami (MIA)to

Havana (HAV)
03/20/2026 - 04/20/2026

Round trip

Economy

from
527CADFare subject to changes
Updated: 1 hour ago

Dallas (DFW)to

Indianapolis (IND)
04/30/2026 - 05/09/2026

Round trip

Economy

from
448CADFare subject to changes
Updated: 2 hours ago

Philadelphia (PHL)to

Charlotte (CLT)
04/27/2026 - 04/30/2026

Round trip

Economy

from
1,087CADFare subject to changes
Updated: 2 hours ago

Miami (MIA)to

Santiago (SCL)
03/22/2026 - 03/24/2026

Round trip

Economy

from
1,293CADFare subject to changes
Updated: 41 minutes ago

New York (JFK)to

Delhi (DEL)
03/06/2026 - 03/15/2026

Round trip

Economy

from
1,874CADFare subject to changes
Updated: 2 hours ago

Dallas (DFW)to

El Paso (ELP)
03/13/2026 - 03/16/2026

Round trip

Economy

from
771CADFare subject to changes
Updated: 1 hour ago

Buffalo (BUF)to

Dallas (DFW)
04/22/2026 - 04/24/2026

Round trip

Economy

from
578CADFare subject to changes
Updated: 40 minutes ago

Medellin (MDE)to

Miami (MIA)
06/03/2026 - 07/04/2026

Round trip

Economy

from
935CADFare subject to changes
Updated: 1 hour ago

Charlotte (CLT)to

Memphis (MEM)
03/10/2026 - 03/14/2026

Round trip

Economy

from
580CADFare subject to changes
Updated: 1 hour ago

New York (NYC)to

Buenos Aires (EZE)
04/04/2026 - 11/04/2026

Round trip

Economy

from
1,839CADFare subject to changes
Updated: 18 minutes ago

Miami (MIA)to

Tortola (EIS)
05/01/2026 - 05/09/2026

Round trip

Economy

from
1,604CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

Dallas (DFW)
05/02/2026 - 05/17/2026

Round trip

Economy

from
602CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

Miami (MIA)
03/13/2026 - 03/21/2026

Round trip

Economy

from
781CADFare subject to changes
Updated: 2 hours ago

Grand Cayman (GCM)to

Miami (MIA)
04/28/2026 - 04/30/2026

Round trip

Economy

from
404CADFare subject to changes
Updated: 2 hours ago

Calgary (YYC)to

Dallas (DFW)
04/18/2026 - 04/19/2026

Round trip

Economy

from
441CADFare subject to changes
Updated: 45 minutes ago

Detroit (DTW)to

Charlotte (CLT)
04/28/2026 - 05/04/2026

Round trip

Economy

from
413CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

Charlotte (CLT)
03/25/2026 - 04/01/2026

Round trip

Economy

from
592CADFare subject to changes
Updated: 9 minutes ago

Montreal (YUL)to

New York (LGA)
05/30/2026 - 06/06/2026

Round trip

Economy

from
421CADFare subject to changes
Updated: 1 hour ago

Montreal (YUL)to

Miami (MIA)
05/19/2026 - 05/26/2026

Round trip

Economy

from
451CADFare subject to changes
Updated: 15 minutes ago

Hamilton, Bermuda (BDA)to

New York (JFK)
04/24/2026 - 04/29/2026

Round trip

Economy

from
577CADFare subject to changes
Updated: 17 minutes ago

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