Flights To Cayman Islands - Cheap Flights Starting at CA $145

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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.

Mon, Nov 17 - Thu, Nov 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $341 Roundtrip, found 1 hour ago
CA $341
Roundtrip
found 1 hour ago
Select WestJet flight, departing Mon, Nov 17 from Pearson Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $341 found 1 hour ago
Tue, Dec 16 - Tue, Dec 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $416 Roundtrip, found 1 day ago
CA $416
Roundtrip
found 1 day ago
Select Air Transat flight, departing Tue, Dec 16 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 23, priced at CA $416 found 1 day ago
Thu, Nov 13 - Thu, Nov 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, just found
CA $421
Roundtrip
just found
Select Air Canada flight, departing Thu, Nov 13 from Pearson Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $421 just found
Tue, Dec 16 - Tue, Dec 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $431 Roundtrip, found 1 day ago
CA $431
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Dec 16 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 23, priced at CA $431 found 1 day ago
Thu, Nov 13 - Thu, Nov 20
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $436 Roundtrip, found 2 days ago
CA $436
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Nov 13 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $436 found 2 days ago
Wed, Nov 12 - Wed, Nov 19
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $436 Roundtrip, found 4 hours ago
CA $436
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Nov 12 from Pearson Intl. to Owen Roberts Intl., returning Wed, Nov 19, priced at CA $436 found 4 hours ago
Thu, Nov 13 - Thu, Nov 20
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $443 Roundtrip, found 1 day ago
CA $443
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Nov 13 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $443 found 1 day ago
Mon, Nov 17 - Fri, Nov 21
YQB
Jean Lesage Intl.
GCM
Owen Roberts Intl.
CA $483 Roundtrip, found 19 hours ago
CA $483
Roundtrip
found 19 hours ago
Select Air Canada flight, departing Mon, Nov 17 from Jean Lesage Intl. to Owen Roberts Intl., returning Fri, Nov 21, priced at CA $483 found 19 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownNovember 17 to November 20CA $341
YULGeorge TownJanuary 14 to January 21CA $479
JFKGeorge TownDecember 4 to December 10CA $480
BOSGeorge TownDecember 20 to December 27CA $566
YYZWest EndNovember 17 to November 21CA $1,338
YYZLittle CaymanNovember 16 to November 20CA $1,431
LHRGeorge TownFebruary 4 to February 11CA $1,702
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownNovember 8 to November 18CA $442
YULGeorge TownNovember 8 to November 15CA $520
JFKGeorge TownNovember 7 to November 9CA $1,061
LHRGeorge TownNovember 8 to November 15CA $1,963
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
VIDA Cayman
4.0-star property

VIDA Cayman

Nov 22 - Nov 29

7 night stay

Montreal (YUL) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $4,481, price is now CA $2,405 per person
CA $2,405
per person
found 1 day ago
Wyndham Reef Resort Grand Cayman
3.5-star property

Wyndham Reef Resort Grand Cayman

Nov 8 - Nov 15

7 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $4,885, price is now CA $3,055 per person
CA $3,055
per person
found 17 hours ago
Cayman Luxury Rentals at Sunset Cove
3.5-star property

Cayman Luxury Rentals at Sunset Cove

Jan 24 - Jan 31

7 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $11,113, price is now CA $7,254 per person
CA $7,254
per person
found 10 hours ago
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Travelers ❤️ These Cayman Islands 🏨

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! (621 reviews)
We had a pleasant stay at Hampton by Hilton. The room was clean, comfortable, and well-maintained, which made for a relaxing visit. The front desk staff were friendly and helpful throughout my stay. The room attendant was awesome, a very nice Jamaican lady who cleaned the room during the first few ...

Reviewed on Oct 31, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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! (937 reviews)
We just had a wonderful stay at Kimpton Seafire. The beach is wonderful and beach service from Cocoloba restaurant allowed us to enjoy non-stop beach experience without leaving for lunch. The room was spacious with a big terrace and a great view. We will definitely return!

Reviewed on Oct 27, 2025

Opens in a new windowKimpton Seafire Resort + Spa 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! (1,003 reviews)
Great hotel, great service, will be returning soon.

Reviewed on Oct 27, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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! (427 reviews)
This was a fabulous hotel and would recommend it to anyone visiting this country.

Reviewed on Oct 27, 2025

Opens in a new windowHotel Indigo Grand Cayman 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 $341. 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 15 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 November 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 $341 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 $341 and CA $1,963. 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.