Flights To Cayman Islands - Cheap Flights Starting at CA $182

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Jet to one of Cayman Islands's top cities

A coastal city with a beach, clear blue waters, and a distant ship.

Seven Mile Beach

Flights
Seven Mile Beach

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.

Thu, Oct 15 - Thu, Oct 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $413 Roundtrip, just found
CA $413
Roundtrip
just found
Select Air Canada flight, departing Thu, Oct 15 from Pearson Intl. to Owen Roberts Intl., returning Thu, Oct 22, priced at CA $413 just found
Tue, Oct 20 - Sun, Oct 25
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $415 Roundtrip, just found
CA $415
Roundtrip
just found
Select WestJet flight, departing Tue, Oct 20 from Pearson Intl. to Owen Roberts Intl., returning Sun, Oct 25, priced at CA $415 just found
Tue, Oct 13 - Sun, Oct 25
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $415 Roundtrip, found 1 day ago
CA $415
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Oct 13 from Pearson Intl. to Owen Roberts Intl., returning Sun, Oct 25, priced at CA $415 found 1 day ago
Thu, Oct 15 - Thu, Oct 22
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $455 Roundtrip, found 6 hours ago
CA $455
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Oct 15 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Thu, Oct 22, priced at CA $455 found 6 hours ago
Thu, Oct 22 - Wed, Oct 28
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $456 Roundtrip, just found
CA $456
Roundtrip
just found
Select Air Canada flight, departing Thu, Oct 22 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Wed, Oct 28, priced at CA $456 just found
Sat, Apr 17 - Sat, Apr 24
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $469 Roundtrip, found 5 days ago
CA $469
Roundtrip
found 5 days ago
Select Air Transat flight, departing Sat, Apr 17 from Pearson Intl. to Owen Roberts Intl., returning Sat, Apr 24, priced at CA $469 found 5 days ago
Sun, Oct 18 - Sat, Oct 24
YQB
Jean Lesage Intl.
GCM
Owen Roberts Intl.
CA $476 Roundtrip, found 2 hours ago
CA $476
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Sun, Oct 18 from Jean Lesage Intl. to Owen Roberts Intl., returning Sat, Oct 24, priced at CA $476 found 2 hours ago
Sat, Dec 12 - Tue, Dec 15
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $505 Roundtrip, found 3 days ago
CA $505
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sat, Dec 12 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 15, priced at CA $505 found 3 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownOctober 15 to October 22CA $413
YULGeorge TownOctober 17 to October 24CA $456
JFKGeorge TownAugust 29 to September 2CA $620
LHRGeorge TownSeptember 6 to November 13CA $1,481
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownAugust 7 to August 13CA $1,222
YULGeorge TownAugust 7 to August 13CA $1,281
BOSGeorge TownAugust 8 to August 15CA $2,200
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
3.5-star property

The Reef Beach Resort, East End, Grand Cayman

Sep 28 - Oct 3

5 night stay

Toronto (YTO) to George Town (GCM)

Air Canada • Roundtrip • Coach
Price was CA $1,923, price is now CA $1,028 per person
CA $1,028
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Sep 17 - Sep 24

7 night stay

Toronto (YTO) to George Town (GCM)

Air Canada • Roundtrip • Coach
Price was CA $13,102, price is now CA $8,158 per person
CA $8,158
per person
found 1 day ago
Point West Premier Rentals
4.0-star property

Point West Premier Rentals

Sep 28 - Oct 3

5 night stay

Toronto (YTO) to George Town (GCM)

Air Canada • Roundtrip • Coach
Price was CA $1,939, price is now CA $1,275 per person
CA $1,275
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
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Governor's Beach are located nearby.
Opens in a new windowHotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Governor's Beach and Seven Mile Beach are located nearby.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Governor's Beach and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,004 reviews)
"The staff was very helpful, the food at the restaurant was very good, and the location was perfect. Able to walk to the beach and various other restaurants. They provide beach chairs and towels, which is perfect. Get the family room if you have a party of four or more, as it's plenty of room for ..."

Reviewed on Aug 2, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Georgetown and Governor's Beach are located nearby.
9/10 Wonderful! (1,004 reviews)
"The staff was top notch, the property was beautiful and the food was excellent!"

Reviewed on Aug 1, 2026

Opens in a new windowGrand Cayman Marriott Resort
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 $413. 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 16 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 $413 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 $413 and CA $2,200. 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.

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