Flights To Cayman Islands - Cheap Flights Starting at CA $174

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Cayman Islands's top cities

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.

Mon, Apr 20 - Mon, Apr 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $396 Roundtrip, found 2 days ago
CA $396
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Apr 20 from Pearson Intl. to Owen Roberts Intl., returning Mon, Apr 20, priced at CA $396 found 2 days ago
Thu, Apr 16 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $402 Roundtrip, found 10 hours ago
CA $402
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $402 found 10 hours ago
Fri, Apr 24 - Fri, Apr 24
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 2 days ago
CA $421
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Fri, Apr 24 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 24, priced at CA $421 found 2 days ago
Sat, Apr 4 - Thu, Apr 9
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $423 Roundtrip, found 1 day ago
CA $423
Roundtrip
found 1 day ago
Select Air Transat flight, departing Sat, Apr 4 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 9, priced at CA $423 found 1 day ago
Fri, Apr 10 - Thu, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $435 Roundtrip, found 3 hours ago
CA $435
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Apr 10 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 16, priced at CA $435 found 3 hours ago
Thu, Apr 16 - Mon, Apr 20
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $460 Roundtrip, found 12 hours ago
CA $460
Roundtrip
found 12 hours ago
Select WestJet flight, departing Thu, Apr 16 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Mon, Apr 20, priced at CA $460 found 12 hours ago
Mon, Apr 6 - Mon, Apr 13
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $474 Roundtrip, found 6 days ago
CA $474
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Apr 6 from Stanfield Intl. to Owen Roberts Intl., returning Mon, Apr 13, priced at CA $474 found 6 days ago
Sun, Apr 19 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $484 Roundtrip, found 3 hours ago
CA $484
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sun, Apr 19 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $484 found 3 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownApril 16 to April 20CA $397
JFKGeorge TownApril 2 to April 6CA $462
YULGeorge TownApril 9 to April 20CA $485
BOSGeorge TownApril 11 to April 15CA $672
YYZWest EndApril 4 to April 8CA $1,306
LHRGeorge TownApril 11 to April 20CA $1,421
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKGeorge TownMarch 21 to March 28CA $510
YULGeorge TownMarch 21 to March 30CA $557
YYZGeorge TownMarch 22 to March 27CA $602
*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

May 12 - May 19

7 night stay

Montreal (YUL) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Price was CA $2,674, price is now CA $1,679 per person
CA $1,679
per person
found 9 hours ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

May 12 - May 19

7 night stay

Montreal (YUL) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Price was CA $6,610, price is now CA $4,395 per person
CA $4,395
per person
found 9 hours ago
Ocean Paradise
4.0-star property

Ocean Paradise

May 12 - May 19

7 night stay

Montreal (YUL) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Price was CA $3,769, price is now CA $2,712 per person
CA $2,712
per person
found 9 hours ago
Don't see what you're looking for?
See all available trips from Montreal to Cayman Islands
View all trips

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 Port of Georgetown are located nearby.
9.8/10 Exceptional! (558 reviews)
We had a fabulous stay in March! Property is stylish and clean, coffee shop is wonderful and staff is well trained and so nice! Even though the property isn’t on the beach, the beach is a short walk away and there is a nice playground on the way. Lounge chairs and chair service was excellent, lots ...

Reviewed on Mar 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 Port of Georgetown and Seven Mile Beach are located nearby.
8.8/10 Excellent! (1,001 reviews)
Amazing hotel, great customer service, wonderful ocean views and amenities.

Reviewed on Mar 18, 2026

Opens in a new windowGrand Cayman Marriott Resort
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. 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.
9.2/10 Wonderful! (1,000 reviews)
Did not need parking, staff was nice I didn’t really hang in the swim up bar once I found out we had to pay for everything that’s not fun I see cheaper resorts that would have done the same thing for a 3 of the price I paid I did not eat at the restaurants on the resort it’s many thing to chose from ...

Reviewed on Mar 15, 2026

Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (1,000 reviews)
A wonderful experience.

Reviewed on Mar 16, 2026

Opens in a new windowThe Ritz-Carlton, 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 $396. 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 April 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 $396 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 $396 and CA $1,421. 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.

Explore More Ways to Travel with Travelocity