Flights To Cayman Islands - Cheap Flights Starting at CA $169

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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.

Fri, Mar 27 - Tue, Mar 31
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $381 Roundtrip, just found
CA $381
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Mar 27 from Pearson Intl. to Owen Roberts Intl., returning Tue, Mar 31, priced at CA $381 just found
Tue, Mar 3 - Sat, Mar 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $384 Roundtrip, found 4 hours ago
CA $384
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Tue, Mar 3 from Pearson Intl. to Owen Roberts Intl., returning Sat, Mar 7, priced at CA $384 found 4 hours ago
Mon, Apr 13 - Mon, Apr 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $391 Roundtrip, just found
CA $391
Roundtrip
just found
Select WestJet flight, departing Mon, Apr 13 from Pearson Intl. to Owen Roberts Intl., returning Mon, Apr 20, priced at CA $391 just found
Sat, May 2 - Wed, May 13
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $395 Roundtrip, found 6 days ago
CA $395
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 2 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Wed, May 13, priced at CA $395 found 6 days ago
Sat, May 23 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $400 Roundtrip, found 2 days ago
CA $400
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, May 23 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $400 found 2 days ago
Mon, Jun 8 - Mon, Jun 15
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 15 hours ago
CA $421
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Mon, Jun 8 from Stanfield Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $421 found 15 hours ago
Wed, Jun 10 - Mon, Jun 15
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $427 Roundtrip, found 20 hours ago
CA $427
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Wed, Jun 10 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $427 found 20 hours ago
Mon, Jun 8 - Mon, Jun 15
YQB
Jean Lesage Intl.
GCM
Owen Roberts Intl.
CA $437 Roundtrip, found 1 day ago
CA $437
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Jun 8 from Jean Lesage Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $437 found 1 day ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownMarch 27 to March 31CA $381
YULGeorge TownJune 10 to June 15CA $427
JFKGeorge TownMarch 21 to March 28CA $432
BOSGeorge TownApril 11 to April 18CA $530
ORDGeorge TownApril 19 to April 30CA $630
YYZWest EndMarch 20 to March 24CA $1,317
LHRGeorge TownApril 21 to April 28CA $1,410
YULWest EndMarch 28 to April 3CA $2,273
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YULGeorge TownMarch 7 to March 31CA $511
YYZGeorge TownMarch 7 to March 10CA $540
JFKGeorge TownMarch 6 to March 9CA $573
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
4.0-star property

Ocean Paradise

May 14 - May 21

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,691, price is now CA $2,361 per person
CA $2,361
per person
found 23 hours ago
Cayman Luxury Rentals at Sunset Cove
3.5-star property

Cayman Luxury Rentals at Sunset Cove

May 14 - May 21

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $7,425, price is now CA $4,645 per person
CA $4,645
per person
found 23 hours ago
Wyndham Reef Resort Grand Cayman
3.5-star property

Wyndham Reef Resort Grand Cayman

Mar 8 - Mar 15

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Roundtrip • Coach
Price was CA $3,804, price is now CA $2,419 per person
CA $2,419
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.
9.8/10 Exceptional! (530 reviews)
The room was spotless, always smelled good, and the staff was so kind, happy and attentive.

Reviewed on Feb 27, 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)
Staff were mostly courteous but did not seem to think ahead. For example i reported 4 mornings that my balcony door would not open. Only when i escalated it to the Manager did it get seen to. On the Sunday after brunch one of the house keepers outside the room when i mentioned to him about it he ...

Reviewed on Feb 25, 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 Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (1,004 reviews)
Staff and comfortable stay

Reviewed on Feb 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 Port of Georgetown and Seven Mile Beach are located nearby.
9.4/10 Exceptional! (1,000 reviews)
Staff is amazing

Reviewed on Feb 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 $381. 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 March 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 $381 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 $381 and CA $2,273. 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.