
Cheap Flights to Cayman Islands from $113 (2025/2026)
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Seven Mile Beach
Flights

West Bay
Flights
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.
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$317 Roundtrip, found 15 hours ago
$317
Roundtrip
found 15 hours ago
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$325 Roundtrip, just found
$325
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$329 Roundtrip, found 2 days ago
$329
Roundtrip
found 2 days ago
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$329 Roundtrip, found 2 hours ago
$329
Roundtrip
found 2 hours ago
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
LGA
LaGuardia
GCM
Owen Roberts Intl.
$344 Roundtrip, found 4 hours ago
$344
Roundtrip
found 4 hours ago
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 3 days ago
$348
Roundtrip
found 3 days ago
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
YYZ | George Town | September 13 to September 20 | $296 |
ORD | George Town | December 3 to December 7 | $315 |
BOS | George Town | November 15 to November 22 | $317 |
JFK | George Town | October 4 to October 11 | $329 |
YUL | George Town | October 28 to November 3 | $407 |
JFK | Little Cayman | September 14 to September 20 | $447 |
JFK | West End | September 21 to September 27 | $453 |
LHR | George Town | October 29 to November 8 | $897 |
FCO | George Town | September 13 to September 17 | $1,437 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
YYZ | George Town | September 5 to September 8 | $336 |
BOS | George Town | September 5 to September 12 | $344 |
EWR | George Town | September 6 to September 8 | $344 |
YUL | George Town | September 6 to September 13 | $351 |
ORD | George Town | September 7 to September 15 | $457 |
LHR | George Town | September 7 to September 11 | $1,432 |
Best Cayman Islands Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.


4.0-star property
Cayman Luxury Rentals at One Canal Point
Nov 21 - Nov 28
7 night stay
Dallas (DFW) to George Town (GCM)
United • Non-stop • Coach
George Town (GCM) to Dallas (DFW)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $4,390, price is now $3,369 per person
$3,369
per person
found 1 day ago

2.0-star property
Enjoy Sunsets at Fully Equipped Condo at the Beach
Nov 21 - Nov 28
7 night stay
Dallas (DFW) to George Town (GCM)
United • Non-stop • Coach
George Town (GCM) to Dallas (DFW)
Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $4,885, price is now $3,957 per person
$3,957
per person
found 1 day ago
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See all available trips from Philadelphia to Cayman Islands
View all tripsTravelers ❤️ These Cayman Islands 🏨

Kimpton Seafire Resort + Spa by IHG
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Hotel Indigo Grand Cayman by IHG
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.

The Ritz-Carlton, Grand Cayman
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.
Save an average of 15% on thousands of hotels when you're signed in

Grand Cayman Marriott Resort
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.
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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