Flights To Cayman Islands - Cheap Flights Starting at CA $168

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Seven Mile Beach

Flights
Seven Mile Beach

North Side

Flights
North Side

How Much Does it Cost To Fly To Cayman Islands?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jan 15 - Thu, Jan 29
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $386 Roundtrip, just found
CA $386
Roundtrip
just found
Select Air Transat flight, departing Thu, Jan 15 from Pearson Intl. to Owen Roberts Intl., returning Thu, Jan 29, priced at CA $386 just found
Thu, Dec 11 - Sun, Dec 21
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $401 Roundtrip, found 2 days ago
CA $401
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Dec 11 from Pearson Intl. to Owen Roberts Intl., returning Sun, Dec 21, priced at CA $401 found 2 days ago
Tue, Feb 10 - Tue, Feb 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $401 Roundtrip, just found
CA $401
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Feb 10 from Pearson Intl. to Owen Roberts Intl., returning Tue, Feb 17, priced at CA $401 just found
Sun, Jan 25 - Sun, Feb 1
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $439 Roundtrip, found 2 days ago
CA $439
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Sun, Jan 25 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sun, Feb 1, priced at CA $439 found 2 days ago
Tue, Jan 13 - Thu, Jan 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $443 Roundtrip, found 5 days ago
CA $443
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jan 13 from Pearson Intl. to Owen Roberts Intl., returning Thu, Jan 22, priced at CA $443 found 5 days ago
Wed, Dec 17 - Mon, Dec 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $458 Roundtrip, found 3 days ago
CA $458
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 17 from Pearson Intl. to Owen Roberts Intl., returning Mon, Dec 22, priced at CA $458 found 3 days ago
Thu, Jan 29 - Wed, Feb 4
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $463 Roundtrip, found 2 days ago
CA $463
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jan 29 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Wed, Feb 4, priced at CA $463 found 2 days ago
Thu, Jan 8 - Thu, Jan 15
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $466 Roundtrip, found 3 days ago
CA $466
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Jan 8 from John C. Munro Hamilton Intl. to Owen Roberts Intl., returning Thu, Jan 15, priced at CA $466 found 3 days ago
OriginDestinationTravel datesFlights from*
ORDGeorge TownDecember 6 to December 13CA $357
YYZGeorge TownJanuary 8 to January 22CA $386
JFKGeorge TownJanuary 19 to January 26CA $396
YULGeorge TownJanuary 8 to January 24CA $450
BOSGeorge TownMarch 1 to March 9CA $674
YYZWest EndJanuary 8 to January 12CA $1,343
LHRGeorge TownDecember 4 to December 18CA $2,036
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownNovember 22 to January 15CA $461
YULGeorge TownNovember 22 to November 26CA $603
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
4.0-star property

Ocean Paradise

Jan 28 - Feb 4

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Hamilton (YHM)

United • Non-stop • Coach
Price was CA $4,151, price is now CA $2,406 per person
CA $2,406
per person
found 1 day ago
Cayman Luxury Rentals at Sunset Cove
3.5-star property

Cayman Luxury Rentals at Sunset Cove

Jan 28 - Feb 4

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Hamilton (YHM)

United • Non-stop • Coach
Price was CA $10,854, price is now CA $5,991 per person
CA $5,991
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Jan 9 - Jan 16

7 night stay

Ottawa (YOW) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Ottawa (YOW)

United • Non-stop • Coach
Price was CA $19,969, price is now CA $11,264 per person
CA $11,264
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
9.4/10 Exceptional! (994 reviews)
Very clean, staff was wonderful, conveniently located.

Reviewed on Nov 11, 2025

Opens in a new windowThe Locale Hotel Grand Cayman
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,002 reviews)
Top notch experience. Amazing staff the stand out factor. So friendly, so obviously happy to meet everyone’s needs. This feel good factor is so much harder to achieve than a great location or great facilities but it made the experience so much more enjoyable

Reviewed on Nov 13, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (433 reviews)
All was an excellent experience

Reviewed on Nov 17, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
8.8/10 Excellent! (1,003 reviews)
Very nice staff. Everyone extremely helpful. Great time

Reviewed on Nov 13, 2025

Opens in a new windowGrand Cayman Marriott Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Destinations in Cayman Islands

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.