Flights To Cayman Islands - Cheap Flights Starting at CA $163

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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.

Sun, Oct 25 - Sun, Nov 1
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $476 Roundtrip, found 1 day ago
CA $476
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sun, Oct 25 from Pearson Intl. to Owen Roberts Intl., returning Sun, Nov 1, priced at CA $476 found 1 day ago
Thu, Aug 20 - Wed, Aug 26
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $490 Roundtrip, found 3 days ago
CA $490
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Aug 20 from Pearson Intl. to Owen Roberts Intl., returning Wed, Aug 26, priced at CA $490 found 3 days ago
Sat, Aug 1 - Sat, Aug 15
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $493 Roundtrip, found 21 hours ago
CA $493
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Sat, Aug 1 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Aug 15, priced at CA $493 found 21 hours ago
Thu, Nov 5 - Mon, Nov 9
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $495 Roundtrip, found 1 day ago
CA $495
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Nov 5 from Pearson Intl. to Owen Roberts Intl., returning Mon, Nov 9, priced at CA $495 found 1 day ago
Sat, Apr 10 - Fri, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $517 Roundtrip, found 4 days ago
CA $517
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Sat, Apr 10 from Pearson Intl. to Owen Roberts Intl., returning Fri, Apr 16, priced at CA $517 found 4 days ago
Thu, Oct 29 - Wed, Nov 4
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $535 Roundtrip, found 2 days ago
CA $535
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Oct 29 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Wed, Nov 4, priced at CA $535 found 2 days ago
Sat, Oct 17 - Wed, Oct 28
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $538 Roundtrip, found 6 days ago
CA $538
Roundtrip
found 6 days ago
Select United flight, departing Sat, Oct 17 from Pearson Intl. to Owen Roberts Intl., returning Wed, Oct 28, priced at CA $538 found 6 days ago
Tue, Jan 19 - Tue, Jan 26
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $539 Roundtrip, found 4 days ago
CA $539
Roundtrip
found 4 days ago
Select Air Transat flight, departing Tue, Jan 19 from Pearson Intl. to Owen Roberts Intl., returning Tue, Jan 26, priced at CA $539 found 4 days ago
OriginDestinationTravel datesFlights from*
JFKGeorge TownSeptember 5 to September 13CA $465
YYZGeorge TownAugust 20 to August 22CA $492
YULGeorge TownAugust 29 to September 5CA $493
BOSGeorge TownSeptember 4 to September 7CA $603
LHRGeorge TownJuly 30 to August 3CA $1,927
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownJuly 4 to July 11CA $701
YULGeorge TownJuly 5 to July 14CA $799
*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 2 - Sep 7

5 night stay

Toronto (YTO) to George Town (GCM)

American Airlines • Non-stop • Coach

George Town (GCM) to Toronto (YTO)

Air Canada • Non-stop • Coach
Price was CA $2,094, price is now CA $1,243 per person
CA $1,243
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Jul 3 - Jul 7

4 night stay

Toronto (YTO) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was CA $12,592, price is now CA $8,555 per person
CA $8,555
per person
found 1 day ago
Point West Premier Rentals
4.0-star property

Point West Premier Rentals

Sep 12 - Sep 19

7 night stay

Toronto (YTO) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was CA $2,750, price is now CA $1,875 per person
CA $1,875
per person
found 1 day ago
Don't see what you're looking for?
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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! (697 reviews)
"Fantastic hotel! Top notch service and amenities!!"

Reviewed on Jun 26, 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)
"We had a wonderful time here. All of the staff is extremely helpful and friendly. Even though the beach was closed for renovations, we had a wonderful time using the alternative set up at Jack’s. It was a great vacation."

Reviewed on Jun 22, 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)
"There is no other hotel like it on the island! Amazing stay with my family!"

Reviewed on Jun 26, 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! (1,000 reviews)
"Hotel is perfectly located within walking distance from the gorgeous 7 miles beach and restaurants. The restaurant downstairs the hotel has awesome breakfast, lunch and dinner. The ice cream shop downstairs is amazing reminds me of ice cream back home in Jamaica. The staff at the hotel is very friendly ..."

Reviewed on Jun 24, 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 $465. 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 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 $465 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 $465 and CA $1,927. 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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