
$89 Cheap flights to Cayman Islands
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Top places to visit in Cayman Islands
Cheap flights to Cayman Islands from $89 One Way, $171 Round Trip
$171 return flights and $89 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* |
---|---|---|---|
YYZ | George Town | September 26 to September 29 | $324 |
BOS | George Town | September 27 to October 6 | $420 |
EWR | George Town | September 28 to November 30 | $506 |
LHR | George Town | September 26 to October 4 | $1,150 |
Find The Perfect Hotel For After Your Flight
Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort
Reviewed on Aug 7, 2025

Kimpton Seafire Resort + Spa by IHG
Reviewed on Sep 17, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Reviewed on Sep 18, 2025

Grand Cayman Marriott Resort
Reviewed on Sep 12, 2025
Our Top Cayman Islands Apartment Hotels

Sunshine Suites Resort
Reviewed on Aug 7, 2025

Holiday Inn Resort Grand Cayman by IHG
Reviewed on Sep 17, 2025

Wyndham Reef Resort Grand Cayman
Reviewed on Aug 27, 2025

Seven Mile Beach Resort & Club
Reviewed on Sep 5, 2025
Score Epic Cayman Islands Accommodation Deals

Kimpton Seafire Resort + Spa by IHG
Reviewed on Sep 17, 2025

The Ritz-Carlton, Grand Cayman
Reviewed on Sep 8, 2025

Hotel Indigo Grand Cayman by IHG
Reviewed on Sep 21, 2025

Grand Cayman Marriott Resort
Reviewed on Sep 12, 2025
Family Friendly Hotels in Cayman Islands

Grand Cayman Marriott Resort
Families like: Outdoor pool, kids club, babysitting, close to beach
Reviewed on Sep 12, 2025

Kimpton Seafire Resort + Spa by IHG
Reviewed on Sep 17, 2025

Aqua Bay Club Condos
Reviewed on Jul 20, 2025

Wyndham Reef Resort Grand Cayman
Reviewed on Aug 27, 2025
Need a Car For After Your Flight?
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Frequently asked questions
City Destinations in Cayman Islands
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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.