Flights To Cayman Islands - Cheap Flights Starting at CA $164

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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, Apr 16 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $377 Roundtrip, found 6 hours ago
CA $377
Roundtrip
found 6 hours ago
Select WestJet flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $377 found 6 hours ago
Sat, May 2 - Tue, May 5
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $378 Roundtrip, found 2 days ago
CA $378
Roundtrip
found 2 days ago
Select United flight, departing Sat, May 2 from Pearson Intl. to Owen Roberts Intl., returning Tue, May 5, priced at CA $378 found 2 days ago
Sat, May 23 - Tue, Jun 2
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $380 Roundtrip, found 1 hour ago
CA $380
Roundtrip
found 1 hour ago
Select WestJet flight, departing Sat, May 23 from Pearson Intl. to Owen Roberts Intl., returning Tue, Jun 2, priced at CA $380 found 1 hour ago
Thu, Feb 19 - Thu, Mar 5
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $382 Roundtrip, just found
CA $382
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Feb 19 from Pearson Intl. to Owen Roberts Intl., returning Thu, Mar 5, priced at CA $382 just found
Fri, Mar 27 - Fri, Apr 10
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $413 Roundtrip, found 1 day ago
CA $413
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Fri, Mar 27 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 10, priced at CA $413 found 1 day ago
Tue, Jun 9 - Tue, Jun 23
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $415 Roundtrip, found 5 hours ago
CA $415
Roundtrip
found 5 hours ago
Select WestJet flight, departing Tue, Jun 9 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Tue, Jun 23, priced at CA $415 found 5 hours ago
Thu, Apr 2 - Thu, Apr 9
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $423 Roundtrip, just found
CA $423
Roundtrip
just found
Select Air Transat flight, departing Thu, Apr 2 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 9, priced at CA $423 just found
Sat, Apr 11 - Fri, Apr 17
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $429 Roundtrip, found 4 days ago
CA $429
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Sat, Apr 11 from Stanfield Intl. to Owen Roberts Intl., returning Fri, Apr 17, priced at CA $429 found 4 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownApril 16 to April 23CA $377
JFKGeorge TownFebruary 26 to March 1CA $422
YULGeorge TownApril 11 to April 16CA $444
BOSGeorge TownFebruary 28 to March 5CA $524
YYZWest EndApril 27 to April 29CA $1,298
YYZLittle CaymanFebruary 19 to February 24CA $1,354
LHRGeorge TownFebruary 20 to March 2CA $1,646
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YULGeorge TownJanuary 31 to February 2CA $451
YYZGeorge TownJanuary 30 to February 2CA $520
SINGeorge TownFebruary 1 to February 8CA $1,928
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at The Grove
3.5-star property

Cayman Luxury Rentals at The Grove

Apr 17 - Apr 24

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Roundtrip • Coach
Price was CA $2,558, price is now CA $1,623 per person
CA $1,623
per person
found 1 day ago
Cayman Luxury Rentals at Sunset Cove
3.5-star property

Cayman Luxury Rentals at Sunset Cove

Apr 17 - Apr 24

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Roundtrip • Coach
Price was CA $6,555, price is now CA $3,639 per person
CA $3,639
per person
found 1 day ago
VIDA Cayman
4.0-star property

VIDA Cayman

Mar 20 - Mar 26

6 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $3,184, price is now CA $2,009 per person
CA $2,009
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 Port of Georgetown are located nearby.
9.6/10 Exceptional! (490 reviews)
It’s very nice with great service but the prices and extra fees are high.

Reviewed on Jan 23, 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! (1,002 reviews)
Great property lovely staff

Reviewed on Jan 25, 2026

Opens in a new windowGrand Cayman Marriott Resort
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 Port of Georgetown and Seven Mile Beach are located nearby.
9.4/10 Exceptional! (1,003 reviews)
Great stay! Staff is very lovely and helpful!

Reviewed on Jan 22, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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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.
9.4/10 Exceptional! (1,005 reviews)
Room was clean. Our room attendants were excellent! The hotel and restaurant staff were friendly and kind. The customer service was exactly what you expect out of a 5 star hotel.

Reviewed on Jan 26, 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 $377. 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 $377 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 $377 and CA $1,928. 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.