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Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | George Town | Dec 21 - Dec 25 | $272 |
| BOS | George Town | Jan 10 - Jan 25 | $312 |
| ORD | George Town | Jan 10 - Jan 25 | $376 |
| YYZ | George Town | Mar 15 - Apr 6 | $404 |
| JFK | West End | Jan 24 - Jan 25 | $485 |
| JFK | Little Cayman | Dec 19 - Dec 23 | $614 |
| YUL | George Town | Feb 26 - Mar 5 | $643 |
| LHR | George Town | Feb 26 - Mar 2 | $724 |
| BOS | West End | Jan 18 - Jan 26 | $1,144 |
| LHR | West End | Dec 18 - Dec 23 | $2,754 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | George Town | Dec 11 - Dec 25 | $332 |
| BOS | George Town | Dec 11 - Dec 25 | $419 |
| ORD | George Town | Dec 10 - Dec 25 | $462 |
| YYZ | George Town | Dec 10 - Dec 20 | $655 |
| YUL | George Town | Dec 10 - Dec 15 | $783 |
| LHR | George Town | Dec 11 - Dec 15 | $1,341 |
| ORD | West End | Dec 11 - Dec 13 | $1,989 |
Reviewed on Jun 14, 2019
Reviewed on Feb 27, 2020
Reviewed on Jul 13, 2019
Reviewed on Oct 14, 2019
You can simply choose one of our outstanding Travelocity deals in our pre-selected list of flights to Cayman Islands or enter your preferred airport and travel dates to see more offers. We make it easy for you to get the deal that suits you best. We even provide you with refundable options and flexible dates that are often worth checking to find the cheapest fares for your flight to Cayman Islands. If there’s a cheap flight to Cayman Islands available at a lower rate, you’ll be able to choose the cheapest days to fly at one glance!
The cheapest flights to Cayman Islands are currently available at $140 for roundtrips and $88 for one-way flight tickets.
There are 16 airlines you can travel with to Cayman Islands, for example: Cayman Airways, United, JetBlue Airways, American Airlines, Delta. Use the filters to select the airline flights from your favorite carriers.
You can reliably find cheap flights to Cayman Islands by flying in the cheapest months: December for the lowest roundtrip prices and December for one-ways.
Be sure to review the details of your booking and your airline rules to see what the airline will let you do and what fees they charge for flight changes or cancellations. You can find more information in your existing booking’s itinerary, under ‘My Trips,’ or go to our Customer Service Page for additional resources.
If you check our Travelocity site, you’ll be able to compare at one glance many pre-selected offers for flights to Cayman Islands. You can also find the best deals for your trip by entering your dates and using our search features. Sort by price, duration, and departure/arrival times or filter for ‘no change fees,’ the number of stops, or your favorite airline. Easily compare rates on Travelocity by looking at what the ticket includes—meals, baggage allowances, seat choice, connection support, or other benefits. How you judge the value of each deal depends on what’s important to you. Some travelers prefer non-stop routes or tickets with baggage allowances. Others prefer the lowest-priced tickets with no extra perks. Whether you’re booking domestic flights or international, you can rest assured that Travelocity will get you a great deal on a flight that fits your needs.
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If you browse our Travelocity flight deals, you’ll be able to review a wide range of choices and easily find flights at a great price that best suits your needs. Travelocity will let you book your flight stress-free in a couple of clicks, and you can select flexible options and even add travel insurance to your booking. Experience worry-free trips with Travelocity as we provide support through every step of the way with 24/7 personal assistance guaranteed on all our services—all so you can enjoy the little things and focus on what matters: creating unforgettable memories.