Flights To Cayman Islands - Cheap Flights Starting at CA $156

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panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea

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, Sep 3 - Mon, Sep 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $468 Roundtrip, found 5 hours ago
CA $468
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Thu, Sep 3 from Pearson Intl. to Owen Roberts Intl., returning Mon, Sep 7, priced at CA $468 found 5 hours ago
Sat, Oct 3 - Sat, Oct 10
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $484 Roundtrip, found 14 hours ago
CA $484
Roundtrip
found 14 hours ago
Select WestJet flight, departing Sat, Oct 3 from Pearson Intl. to Owen Roberts Intl., returning Sat, Oct 10, priced at CA $484 found 14 hours ago
Tue, Jan 12 - Sat, Jan 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $516 Roundtrip, found 6 days ago
CA $516
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Tue, Jan 12 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jan 16, priced at CA $516 found 6 days ago
Sun, Oct 25 - Sat, Nov 7
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $526 Roundtrip, found 6 hours ago
CA $526
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Sun, Oct 25 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Nov 7, priced at CA $526 found 6 hours ago
Sat, Oct 17 - Sat, Oct 24
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $526 Roundtrip, found 5 days ago
CA $526
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Oct 17 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sat, Oct 24, priced at CA $526 found 5 days ago
Sat, Dec 5 - Sat, Dec 19
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $528 Roundtrip, found 5 days ago
CA $528
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Dec 5 from Pearson Intl. to Owen Roberts Intl., returning Sat, Dec 19, priced at CA $528 found 5 days ago
Tue, Jan 12 - Sat, Jan 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $538 Roundtrip, found 6 days ago
CA $538
Roundtrip
found 6 days ago
Select Air Transat flight, departing Tue, Jan 12 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jan 16, priced at CA $538 found 6 days ago
Mon, Oct 26 - Sun, Nov 1
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $542 Roundtrip, found 1 day ago
CA $542
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Oct 26 from Stanfield Intl. to Owen Roberts Intl., returning Sun, Nov 1, priced at CA $542 found 1 day ago
OriginDestinationTravel datesFlights from*
JFKGeorge TownSeptember 5 to September 6CA $452
YYZGeorge TownAugust 29 to September 7CA $468
YULGeorge TownSeptember 26 to October 3CA $527
BOSGeorge TownJuly 25 to August 1CA $660
ORDGeorge TownJuly 6 to August 2CA $1,007
YYZLittle CaymanJuly 21 to July 28CA $1,384
FCOGeorge TownJuly 8 to August 4CA $2,166
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownJune 20 to June 30CA $570
*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

Aug 22 - Aug 29

7 night stay

Montreal (YMQ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was CA $2,554, price is now CA $1,384 per person
CA $1,384
per person
found 1 day ago
Point West Premier Rentals
4.0-star property

Point West Premier Rentals

Aug 22 - Aug 29

7 night stay

Montreal (YMQ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was CA $2,712, price is now CA $1,865 per person
CA $1,865
per person
found 1 day ago
Cayman Luxury Rentals at Tamarind Bay
3.0-star property

Cayman Luxury Rentals at Tamarind Bay

Aug 22 - Aug 29

7 night stay

Montreal (YMQ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,219, price is now CA $2,217 per person
CA $2,217
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.
9.8/10 Exceptional! (681 reviews)
"It was amazing. Every part of it"

Reviewed on Jun 17, 2026

Opens in a new windowHotel Indigo Grand Cayman by IHG
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 Governor's Beach and Seven Mile Beach are located nearby.
9/10 Wonderful! (1,000 reviews)
"They are building a wall to prevent beach erosion so the beach outside the hotel is inaccessible and you have to walk quite a distance to get beach stuff"

Reviewed on Jun 11, 2026

Opens in a new windowGrand Cayman Marriott Resort
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.
9.6/10 Exceptional! (1,001 reviews)
"One of the best resorts I have had the pleasure to visit!"

Reviewed on Jun 17, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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 Seven Mile Beach are located nearby.
9.4/10 Exceptional! (1,002 reviews)
"Not on the beach but still a great location within walking distance to shops, restaurants, and beach bars. Free select made to order breakfast from Bonfire. Will definitely stay there again."

Reviewed on Jun 17, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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 $452. 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 September 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 $452 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 $452 and CA $2,166. 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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