Cheap Flights to Cayman Islands from $113 (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.
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$315 Roundtrip, just found
$315
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$317 Roundtrip, found 23 hours ago
$317
Roundtrip
found 23 hours ago
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$317 Roundtrip, just found
$317
Roundtrip
just found
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$325 Roundtrip, just found
$325
Roundtrip
just found
LGA
LaGuardia
GCM
Owen Roberts Intl.
$332 Roundtrip, found 1 hour ago
$332
Roundtrip
found 1 hour ago
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 14 hours ago
$348
Roundtrip
found 14 hours ago
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$395 Roundtrip, just found
$395
Roundtrip
just found
MIA
Miami Intl.
LYB
Edward Bodden Airfield
$402 Roundtrip, found 2 days ago
$402
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | George Town | October 4 to October 18 | $327 |
| EWR | George Town | July 13 to July 16 | $332 |
| BOS | George Town | July 21 to July 24 | $332 |
| ORD | George Town | September 7 to September 15 | $496 |
| YUL | George Town | August 16 to August 23 | $512 |
| JFK | Little Cayman | July 13 to July 23 | $637 |
| JFK | West End | July 24 to August 15 | $638 |
| LHR | George Town | September 3 to September 18 | $768 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | George Town | June 27 to July 10 | $487 |
| EWR | George Town | June 28 to July 8 | $493 |
| YYZ | George Town | June 28 to July 1 | $679 |
| ORD | George Town | June 27 to July 1 | $905 |
| YUL | George Town | June 29 to July 5 | $1,059 |
| LHR | George Town | June 27 to July 10 | $1,471 |
Best Cayman Islands Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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View all tripsTravelers ❤️ These Cayman Islands 🏨
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.
9.4/10 Exceptional! (992 reviews)
"10000/10 It’s the Ritz ! What a great experience"
Reviewed on Jun 14, 2025
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way, Seven Mile Beach
Stay at this 4-star resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
9/10 Wonderful! (552 reviews)
"Easy free parking, kind and helpful staff, lovely pool area with tropical trees around it, great buffet, shuttle service, afternoon snacks by the pool, beautiful beach, comfortable handicap accessible room. They even jump started my car!"
Reviewed on Jun 15, 2025
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.
9.6/10 Exceptional! (277 reviews)
"Excellent stay. Very friendly and responsive service. Modern, creative decor and atmosphere. Easy access to beach. Would definitely stay again."
Reviewed on Jun 19, 2025
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The Locale Hotel Grand Cayman
455 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 3.5-star beach 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! (896 reviews)
"Affordable and it was modern and clean"
Reviewed on Jun 19, 2025
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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