Cheap Flights to Cayman Islands from $95 (2025/2026)
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Jet to one of Cayman Islands's top cities
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.
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$150 Roundtrip, found 10 hours ago
$150
Roundtrip
found 10 hours ago
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$325 Roundtrip, just found
$325
Roundtrip
just found
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 8 hours ago
$348
Roundtrip
found 8 hours ago
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$365 Roundtrip, found 2 hours ago
$365
Roundtrip
found 2 hours ago
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$395 Roundtrip, found 3 hours ago
$395
Roundtrip
found 3 hours ago
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$410 Roundtrip, found 3 days ago
$410
Roundtrip
found 3 days ago
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$410 Roundtrip, found 3 days ago
$410
Roundtrip
found 3 days ago
DCA
Ronald Reagan Washington National
GCM
Owen Roberts Intl.
$428 Roundtrip, found 2 days ago
$428
Roundtrip
found 2 days ago
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$430 Roundtrip, found 3 days ago
$430
Roundtrip
found 3 days ago
DCA
Ronald Reagan Washington National
GCM
Owen Roberts Intl.
$449 Roundtrip, found 17 hours ago
$449
Roundtrip
found 17 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | George Town | September 20 to September 27 | $351 |
| EWR | George Town | July 8 to July 16 | $360 |
| YUL | George Town | September 27 to October 11 | $374 |
| BOS | George Town | July 22 to July 25 | $400 |
| ORD | George Town | July 25 to August 1 | $567 |
| JFK | West End | July 17 to July 20 | $713 |
| LHR | George Town | September 9 to September 15 | $773 |
| FCO | George Town | August 12 to August 26 | $1,146 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | George Town | June 21 to June 28 | $446 |
| JFK | George Town | June 20 to June 25 | $493 |
| BOS | George Town | June 22 to July 3 | $677 |
| ORD | George Town | June 20 to July 1 | $855 |
| JFK | West End | June 22 to June 28 | $988 |
| YUL | George Town | June 22 to June 27 | $1,408 |
Best Cayman Islands Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Baltimore to Cayman Islands
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! (990 reviews)
"Upgraded to the hotel lounge, it is a must, from housekeeping to lounge, everybody were great!"
Reviewed on Jun 11, 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! (545 reviews)
"Nice property/pool area is nice beach area is small but has nice chairs."
Reviewed on May 31, 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! (273 reviews)
"Very nice and new property. Staff all very accommodating and helpful. Rooms not huge but god for our purposes… we weren’t there to stay indoors anyhow ! Dining options fairly pricy so we ate elsewhere. Pool very well done. Easy access to Seven Mile Beach, easy 5 minute leisurely stroll. Valet staff ..."
Reviewed on Jun 10, 2025
Save an average of 15% on thousands of hotels when you're signed in
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! (894 reviews)
"I would suggest resterants and shops near the property and continue to keep the cleanliness going. Some furniture needs to be looked at in rooms; they where loose on arrival"
Reviewed on Jun 12, 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.
More Ways To Wander Cayman Islands
Destinations in Cayman Islands
Top Flight Routes
Top Airlines
Top Airports
Top Trending
Hotels
Flights
Packages
Turks and Caicos VacationsU.S. Virgin Islands All Inclusive Vacation PackagesBahamas VacationsJamaica All Inclusive Vacation PackagesBahamas All Inclusive Vacation PackagesAruba VacationsSt. Lucia VacationsU.S. Virgin Islands VacationsBarbados VacationsAruba All Inclusive Vacation PackagesDominican Republic VacationsPuerto Rico VacationsCuraçao VacationsJamaica VacationsDominican Republic All Inclusive Vacation Packages