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Popular flights to Cayman Islands

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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

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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
Santo Domingo (SDQ)Miami (MIA)Round trip
I
Economy		02/08/2026 - 02/16/2026

from

461CADFare subject to changes

Updated: 2 hours ago

Dallas (DFW)Calgary (YYC)Round trip
I
Economy		02/25/2026 - 02/28/2026

from

879CADFare subject to changes

Updated: 2 hours ago

Toronto (YYZ)Dallas (DFW)Round trip
I
Economy		03/13/2026 - 03/17/2026

from

741CADFare subject to changes

Updated: 2 hours ago

Vancouver (YVR)Dallas (DFW)Round trip
I
Economy		02/03/2026 - 02/10/2026

from

592CADFare subject to changes

Updated: 2 hours ago

Montreal (YUL)New York (LGA)Round trip
I
Economy		04/07/2026 - 04/14/2026

from

613CADFare subject to changes

Updated: 26 minutes ago

Calgary (YYC)Dallas (DFW)Round trip
I
Economy		03/04/2026 - 03/11/2026

from

605CADFare subject to changes

Updated: 1 hour ago

Toronto (YYZ)Philadelphia (PHL)Round trip
I
Economy		04/07/2026 - 04/14/2026

from

679CADFare subject to changes

Updated: 1 hour ago

Vancouver (YVR)Tokyo (TYO)Round trip
I
Economy		02/20/2026 - 02/27/2026

from

1,149CADFare subject to changes

Updated: 21 minutes ago

Montreal (YUL)Chicago (ORD)Round trip
I
Economy		02/07/2026 - 02/14/2026

from

283CADFare subject to changes

Updated: 26 minutes ago

Calgary (YYC)Chicago (ORD)Round trip
I
Economy		04/14/2026 - 04/21/2026

from

264CADFare subject to changes

Updated: 30 minutes ago

Toronto (YYZ)Charlotte (CLT)Round trip
I
Economy		02/07/2026 - 02/14/2026

from

559CADFare subject to changes

Updated: 32 minutes ago

Toronto (YYZ)New York (JFK)Round trip
I
Economy		03/12/2026 - 03/19/2026

from

628CADFare subject to changes

Updated: 1 hour ago

Toronto (YYZ)San Juan (SJU)Round trip
I
Economy		03/13/2026 - 03/21/2026

from

1,217CADFare subject to changes

Updated: 2 hours ago

Vancouver (YVR)Boston (BOS)Round trip
I
Economy		02/18/2026 - 02/25/2026

from

385CADFare subject to changes

Updated: 1 hour ago

Toronto (YYZ)Delhi (DEL)Round trip
I
Economy		04/15/2026 - 04/22/2026

from

1,235CADFare subject to changes

Updated: 1 hour ago

Toronto (YYZ)Las Vegas (LAS)Round trip
I
Economy		02/20/2026 - 02/27/2026

from

326CADFare subject to changes

Updated: 1 hour ago

Houston (IAH)Columbus (CMH)Round trip
I
Economy		01/26/2026 - 01/30/2026

from

861CADFare subject to changes

Updated: 7 minutes ago

Orlando (MCO)Belize City (BZE)Round trip
I
Economy		02/08/2026 - 02/18/2026

from

475CADFare subject to changes

Updated: 1 hour ago

Vancouver (YVR)Sydney (SYD)Round trip
I
Economy		02/08/2026 - 02/15/2026

from

2,271CADFare subject to changes

Updated: 30 minutes ago

Toronto (YYZ)Tokyo (HND)Round trip
I
Economy		01/18/2026 - 01/25/2026

from

1,125CADFare subject to changes

Updated: 1 hour ago

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CAD

Santo Domingo (SDQ)to

Miami (MIA)
02/08/2026 - 02/16/2026

Round trip

Economy

from
461CADFare subject to changes
Updated: 2 hours ago

Dallas (DFW)to

Calgary (YYC)
02/25/2026 - 02/28/2026

Round trip

Economy

from
879CADFare subject to changes
Updated: 2 hours ago

Toronto (YYZ)to

Dallas (DFW)
03/13/2026 - 03/17/2026

Round trip

Economy

from
741CADFare subject to changes
Updated: 2 hours ago

Vancouver (YVR)to

Dallas (DFW)
02/03/2026 - 02/10/2026

Round trip

Economy

from
592CADFare subject to changes
Updated: 2 hours ago

Montreal (YUL)to

New York (LGA)
04/07/2026 - 04/14/2026

Round trip

Economy

from
613CADFare subject to changes
Updated: 26 minutes ago

Calgary (YYC)to

Dallas (DFW)
03/04/2026 - 03/11/2026

Round trip

Economy

from
605CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

Philadelphia (PHL)
04/07/2026 - 04/14/2026

Round trip

Economy

from
679CADFare subject to changes
Updated: 1 hour ago

Vancouver (YVR)to

Tokyo (TYO)
02/20/2026 - 02/27/2026

Round trip

Economy

from
1,149CADFare subject to changes
Updated: 21 minutes ago

Montreal (YUL)to

Chicago (ORD)
02/07/2026 - 02/14/2026

Round trip

Economy

from
283CADFare subject to changes
Updated: 26 minutes ago

Calgary (YYC)to

Chicago (ORD)
04/14/2026 - 04/21/2026

Round trip

Economy

from
264CADFare subject to changes
Updated: 30 minutes ago

Toronto (YYZ)to

Charlotte (CLT)
02/07/2026 - 02/14/2026

Round trip

Economy

from
559CADFare subject to changes
Updated: 32 minutes ago

Toronto (YYZ)to

New York (JFK)
03/12/2026 - 03/19/2026

Round trip

Economy

from
628CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

San Juan (SJU)
03/13/2026 - 03/21/2026

Round trip

Economy

from
1,217CADFare subject to changes
Updated: 2 hours ago

Vancouver (YVR)to

Boston (BOS)
02/18/2026 - 02/25/2026

Round trip

Economy

from
385CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

Delhi (DEL)
04/15/2026 - 04/22/2026

Round trip

Economy

from
1,235CADFare subject to changes
Updated: 1 hour ago

Toronto (YYZ)to

Las Vegas (LAS)
02/20/2026 - 02/27/2026

Round trip

Economy

from
326CADFare subject to changes
Updated: 1 hour ago

Houston (IAH)to

Columbus (CMH)
01/26/2026 - 01/30/2026

Round trip

Economy

from
861CADFare subject to changes
Updated: 7 minutes ago

Orlando (MCO)to

Belize City (BZE)
02/08/2026 - 02/18/2026

Round trip

Economy

from
475CADFare subject to changes
Updated: 1 hour ago

Vancouver (YVR)to

Sydney (SYD)
02/08/2026 - 02/15/2026

Round trip

Economy

from
2,271CADFare subject to changes
Updated: 30 minutes ago

Toronto (YYZ)to

Tokyo (HND)
01/18/2026 - 01/25/2026

Round trip

Economy

from
1,125CADFare subject to changes
Updated: 1 hour ago

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