Cheap Flights to Cayman Islands from $68 (2025/2026)

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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.

OriginDestinationTravel DatesFlights From*
LGAGeorge TownDecember 6 to December 13$228
BOSGeorge TownJanuary 2 to January 10$252
ORDGeorge TownJanuary 8 to January 15$253
YYZGeorge TownDecember 18 to December 25$315
YULGeorge TownJanuary 6 to January 20$378
JFKLittle CaymanDecember 11 to December 21$392
JFKWest EndJanuary 11 to January 16$398
YYZLittle CaymanFebruary 9 to February 13$759
BOSLittle CaymanFebruary 21 to February 27$778
LHRGeorge TownJanuary 7 to April 23$855
ORDWest EndFebruary 21 to February 27$949
BKKGeorge TownDecember 31 to January 18$1,414
SINGeorge TownJanuary 24 to January 30$1,608
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRGeorge TownNovember 22 to December 6$296
BOSGeorge TownNovember 23 to November 29$380
ORDGeorge TownNovember 22 to December 5$488
LHRGeorge TownNovember 21 to December 1$1,428
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at The Grove
Kimpton Seafire Resort + Spa by IHG
Hotel Indigo Grand Cayman by IHG
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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
Stay at this 3.5-star 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! (993 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, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. 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
Stay at this 4.5-star 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! (432 reviews)
Rooms were clean, staff was very friendly and they keep the resort clean.

Reviewed on Nov 9, 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, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star 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.

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