
$62 Cheap flights to Cayman Islands
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Top places to visit in Cayman Islands
Cheap flights to Cayman Islands from $62 One Way, $223 Round Trip
$223 return flights and $62 one-way flights to Cayman Islands were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORD | George Town | March 8 to March 14 | $319 |
| YYZ | George Town | March 6 to March 12 | $326 |
| JFK | George Town | March 6 to March 13 | $331 |
| JFK | West End | March 8 to March 10 | $419 |
| JFK | Little Cayman | March 8 to March 13 | $490 |
| BOS | George Town | March 8 to March 14 | $505 |
| LHR | George Town | March 6 to March 18 | $972 |
Find The Perfect Hotel For After Your Flight
Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort
BAD showers - virtially NO water pressure half the time
Reviewed on Feb 28, 2026

Kimpton Seafire Resort + Spa by IHG
Yes to all. A very nice hotel
Reviewed on Feb 26, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa
No complaints
Reviewed on Feb 17, 2026

Grand Cayman Marriott Resort
Staff were mostly courteous but did not seem to think ahead. For example i reported 4 mornings that my balcony door would not open. Only when i escalated it to the Manager did it get seen to. On the Sunday after brunch one of the house keepers outside the room when i mentioned to him about it he ...
Reviewed on Feb 25, 2026
Our Top Cayman Islands Apartment Hotels

Sunshine Suites Resort
BAD showers - virtially NO water pressure half the time
Reviewed on Feb 28, 2026

Holiday Inn Resort Grand Cayman by IHG
Helpful staff and good amenities. Location is a bit out of the way which can be good if you want a more peaceful vacation. Not walking distance to anything but the staff is good at getting local taxi drivers when needed. Restaurant food is good and staff is very friendly.
Reviewed on Jan 1, 2026

Wyndham Reef Resort Grand Cayman
The room and the entire facility was clean and well kept. Staff was friendly and attentive. Pools and beach were clean and well kept. Ocean view is terrific!
Reviewed on Feb 24, 2026

Seven Mile Beach Resort & Club
The room was very clean and comfortable for two couples.
Reviewed on Feb 27, 2026
Score Epic Cayman Islands Accommodation Deals

Hotel Indigo Grand Cayman by IHG
The room was spotless, always smelled good, and the staff was so kind, happy and attentive.
Reviewed on Feb 27, 2026

Grand Cayman Marriott Resort
Staff were mostly courteous but did not seem to think ahead. For example i reported 4 mornings that my balcony door would not open. Only when i escalated it to the Manager did it get seen to. On the Sunday after brunch one of the house keepers outside the room when i mentioned to him about it he ...
Reviewed on Feb 25, 2026

The Ritz-Carlton, Grand Cayman
Staff and comfortable stay
Reviewed on Feb 26, 2026

The Locale Hotel Grand Cayman
Staff is amazing
Reviewed on Feb 24, 2026
Family Friendly Hotels in Cayman Islands

Grand Cayman Marriott Resort
Families like: Outdoor pool, kids club, babysitting, close to beach
Staff were mostly courteous but did not seem to think ahead. For example i reported 4 mornings that my balcony door would not open. Only when i escalated it to the Manager did it get seen to. On the Sunday after brunch one of the house keepers outside the room when i mentioned to him about it he ...
Reviewed on Feb 25, 2026

Kimpton Seafire Resort + Spa by IHG
Yes to all. A very nice hotel
Reviewed on Feb 26, 2026

Aqua Bay Club Condos
What a wonderful place..we are so sorry it might be torn down to build a ten story tower.
Reviewed on Jan 12, 2026

Wyndham Reef Resort Grand Cayman
The room and the entire facility was clean and well kept. Staff was friendly and attentive. Pools and beach were clean and well kept. Ocean view is terrific!
Reviewed on Feb 24, 2026
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Cayman Islands
Orbitz uses cutting edge mobile technology to help get you the best deals on Cayman Islands flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.
Find Cheap Cayman Islands Flights And Hotel Rooms Using Our Mobile App
Orbitz not only guarantees low prices for flights to Cayman Islands, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.
Use the Orbitz Flight Matrix To Save Big On Car Rental
Discount flights to Cayman Islands can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.
Use Multiple Airlines To Ensure You Get The Best Deal
Orbitz allows you to use multiple airlines for flights to Cayman Islands. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.
Store Your Frequent Flyer Information on Orbitz For Easy Access
Booking with Orbitz will still allow you to apply miles for flights to Cayman Islands to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.





