Flights To Cayman Islands - Cheap Flights Starting at CA $157

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

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.

Fri, Oct 30 - Fri, Nov 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $363 Roundtrip, found 4 hours ago
CA $363
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Fri, Oct 30 from Pearson Intl. to Owen Roberts Intl., returning Fri, Nov 6, priced at CA $363 found 4 hours ago
Fri, Dec 11 - Tue, Dec 15
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $365 Roundtrip, found 1 day ago
CA $365
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Fri, Dec 11 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 15, priced at CA $365 found 1 day ago
Fri, Dec 11 - Sun, Dec 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $365 Roundtrip, found 1 day ago
CA $365
Roundtrip
found 1 day ago
Select Air Transat flight, departing Fri, Dec 11 from Pearson Intl. to Owen Roberts Intl., returning Sun, Dec 13, priced at CA $365 found 1 day ago
Tue, Oct 20 - Sun, Oct 25
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $365 Roundtrip, found 1 hour ago
CA $365
Roundtrip
found 1 hour ago
Select WestJet flight, departing Tue, Oct 20 from Pearson Intl. to Owen Roberts Intl., returning Sun, Oct 25, priced at CA $365 found 1 hour ago
Sat, Oct 31 - Fri, Nov 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $382 Roundtrip, found 6 days ago
CA $382
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sat, Oct 31 from Pearson Intl. to Owen Roberts Intl., returning Fri, Nov 6, priced at CA $382 found 6 days ago
Tue, Nov 24 - Tue, Dec 1
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $384 Roundtrip, found 5 days ago
CA $384
Roundtrip
found 5 days ago
Select Air Canada flight, departing Tue, Nov 24 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 1, priced at CA $384 found 5 days ago
Thu, Oct 29 - Wed, Nov 4
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 2 days ago
CA $421
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Oct 29 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Wed, Nov 4, priced at CA $421 found 2 days ago
Thu, Nov 19 - Tue, Nov 24
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $435 Roundtrip, found 6 days ago
CA $435
Roundtrip
found 6 days ago
Select Air Canada flight, departing Thu, Nov 19 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Tue, Nov 24, priced at CA $435 found 6 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownOctober 31 to November 8CA $363
YULGeorge TownOctober 29 to November 4CA $421
BOSGeorge TownNovember 28 to December 3CA $465
ORDGeorge TownOctober 31 to November 7CA $546
JFKGeorge TownNovember 7 to November 20CA $975
YYZWest EndDecember 20 to December 28CA $1,094
LHRGeorge TownNovember 6 to November 15CA $1,673
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YULGeorge TownOctober 4 to October 10CA $444
YYZGeorge TownOctober 3 to October 6CA $481
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor
3.5-star property

Governors Village Seven Mile Beach Corridor

Dec 20 - Dec 27

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Roundtrip • Coach
Save 100% on your flight
Price was CA $3,633, price is now CA $2,602 per person
CA $2,602
per person
found 9 hours ago
Black Urchin
4.5-star property

Black Urchin

Dec 11 - Dec 18

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $20,791, price is now CA $12,520 per person
CA $12,520
per person
found 2 hours ago
Point West Premier Rentals
4.0-star property

Point West Premier Rentals

Dec 20 - Dec 27

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Roundtrip • Coach
Save 100% on your flight
Price was CA $6,793, price is now CA $4,360 per person
CA $4,360
per person
found 9 hours ago
Don't see what you're looking for?
See all available trips from Ottawa to Cayman Islands
View all trips

Travelers ❤️ These Cayman Islands 🏨

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.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. 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.
9.8/10 Exceptional! (1,003 reviews)
"Everything was very good the staff very friendly room are a little small but comfortable very clean, the Happy Hours every day is a plus I will stay there again for sure. for the price range of the Hotel breakfast should be included at not extra charge**"

Reviewed on Sep 25, 2026

Opens in a new windowKimpton Seafire Resort + Spa by IHG
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! (1,002 reviews)
"Pretty and the dining room staff were amazing and having Scoops on site was a plus. The breakfast was awesome."

Reviewed on Sep 25, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Grove

The Grove

5 out of 5
1350 W Bay Rd Seven Mile Beach West Bay
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (255 reviews)
"The room, service, cleanliness and convient location met our expectations and would certainly recommend staying here."

Reviewed on Sep 25, 2026

Opens in a new windowThe Grove
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 $363. 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 $363 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 $363 and CA $1,673. 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