Flights To Cayman Islands - Cheap Flights Starting at

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Seven Mile Beach

Flights
Seven Mile Beach

North Side

Flights
North Side
OriginDestinationTravel datesFlights from*
YYZGeorge TownOctober 4 to October 11CA $399
BOSGeorge TownNovember 1 to November 8CA $430
EWRGeorge TownNovember 4 to November 13CA $442
YULGeorge TownOctober 4 to October 11CA $491
YYZWest EndAugust 19 to August 23CA $1,309
LHRGeorge TownSeptember 8 to September 21CA $1,466
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownAugust 1 to August 4CA $528
YULGeorge TownAugust 1 to August 12CA $973
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
3.5-star property

Wyndham Reef Resort Grand Cayman

Sep 6 - Sep 13

7 night stay

Toronto (YYZ) to George Town (GCM)

WestJet • Roundtrip • Coach
per person
found 1 day ago
Kimpton Seafire Resort + Spa by IHG
5.0-star property

Kimpton Seafire Resort + Spa by IHG

Sep 14 - Sep 21

7 night stay

Toronto (YYZ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Galleon Villas by Hello Cayman Vacation
3.5-star property

Galleon Villas by Hello Cayman Vacation

Sep 14 - Sep 21

7 night stay

Toronto (YYZ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
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! (319 reviews)
"Walkable to beach, hotel has transportation to & from beach via golf cart, towels and chairs & staff at beach. Hotel offers aloe vera & sunscreen for guest which was a nice surprise. Vick at pool was always attentive (so was rest of the staff.) Good was delicious at Catalina (pricey like the rest ..."

Reviewed on Jul. 27, 2025

Hotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
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! (1,006 reviews)
"Great service and facilities. Friendly staff."

Reviewed on Jul. 26, 2025

The Ritz-Carlton, Grand Cayman
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
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! (581 reviews)
"What a fantastic place to stay. Well located and 45 second walk to be on the beach"

Reviewed on Jul. 27, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.8/10 Exceptional! (846 reviews)
"This was a relaxing stay. It was clean the beach is awesome and ALL staff that I encountered were pleasant. What a sweet stay! I will be back!!!!!"

Reviewed on Jul. 23, 2025

Kimpton Seafire Resort + Spa by IHG
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.

Frequently asked questions

How much is the cheapest flight to Cayman Islands?
Your next trip doesn't have to make a huge dent in your finances. In the last seven days, the cheapest return flight to Cayman Islands cost CA $399. Find a bargain fare and spend the dollars you save on exciting experiences. This price was available on Travelocity for flights to Cayman Islands departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Cayman Islands?
Find your perfect fare with one of the 6 airlines that operate flights to Cayman Islands. If you're staying in George Town, let Cayman Airways take you to this dynamic city to enjoy its iconic attractions. This popular carrier offers 385 flights there per month.
What is the cheapest month to fly to Cayman Islands?
Make sure you leave October clear in your calendar, because it's the most affordable month to jet out to Cayman Islands. That's based on Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can splurge on a hotel upgrade, go to a fancy restaurant or whatever else you feel like!
How can I check my flight status to Cayman Islands?
Get updates about your flight status, any gate changes and more with Trips. This handy customer portal can be found at the top right of our homepage and is where you can view and manage your bookings. Create an account in just a few seconds and you're all set. You can also use the Travelocity app to look up the details of your flight to Cayman Islands while you're on the move — and even when you're offline. Travelocity's app is the travel companion in your pocket. Whether you want to organize transportation from your airport or share itinerary details with any members of your family flying with you, the app is your one-stop shop.
How do I find the best deals on flights to Cayman Islands?
Score an amazing deal with Travelocity — our "Flexible dates" function makes it that much easier. Enter your travel dates, then hit the flexible dates box above your search results to see the prices for surrounding days. CA $399 was the best price for a return flight to Cayman Islands in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Cayman Islands with Travelocity?
A memorable vacation is at your fingertips when you book with Travelocity. With a wide selection of choices and great deals on cheap family flights, rental cars and more, we make it easy to find awesome prices to suit your needs. You can also make use of our 24/7 customer support and free cancellation policies on most hotels during every step of the process. Wander wisely with us and bag your cheap flights to Cayman Islands today.
What are the most popular flight routes to Cayman Islands?
To help you pick your flights to Cayman Islands, here's our list of some of the main routes:

  • West End (CYB-Gerrard Smith Intl.) to Owen Roberts Intl. Airport (GCM) - 693 flights a month.
  • Little Cayman (LYB-Edward Bodden Airfield) to Owen Roberts Intl. Airport (GCM) - 407 flights a month.
  • Miami, FL (MIA-Miami Intl.) to Owen Roberts Intl. Airport (GCM) - 221 flights a month.

How much is a flight to Cayman Islands on average?
In the last seven days, roundtrip flights to Cayman Islands were priced between CA $399 and CA $1,466. No matter what sort of ticket you're after, we have some amazing deals to help you keep to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Destinations in Cayman Islands

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.