Flights To Cayman Islands - Cheap Flights Starting at CA $108

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Seven Mile Beach

Flights
Seven Mile Beach

North Side

Flights
North Side

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, Feb 5 - Tue, Feb 10
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $343 Roundtrip, found 7 hours ago
CA $343
Roundtrip
found 7 hours ago
Select Porter Airlines flight, departing Thu, Feb 5 from Pearson Intl. to Owen Roberts Intl., returning Tue, Feb 10, priced at CA $343 found 7 hours ago
Mon, Feb 2 - Sun, Feb 8
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $367 Roundtrip, found 7 hours ago
CA $367
Roundtrip
found 7 hours ago
Select WestJet flight, departing Mon, Feb 2 from Pearson Intl. to Owen Roberts Intl., returning Sun, Feb 8, priced at CA $367 found 7 hours ago
Thu, Jan 22 - Thu, Jan 29
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $370 Roundtrip, just found
CA $370
Roundtrip
just found
Select Air Transat flight, departing Thu, Jan 22 from Pearson Intl. to Owen Roberts Intl., returning Thu, Jan 29, priced at CA $370 just found
Sun, Jan 18 - Sun, Jan 25
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $407 Roundtrip, found 10 hours ago
CA $407
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Sun, Jan 18 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sun, Jan 25, priced at CA $407 found 10 hours ago
Fri, Jan 16 - Fri, Jan 23
YKF
Region of Waterloo Intl.
GCM
Owen Roberts Intl.
CA $409 Roundtrip, found 9 hours ago
CA $409
Roundtrip
found 9 hours ago
Select Air Canada flight, departing Fri, Jan 16 from Region of Waterloo Intl. to Owen Roberts Intl., returning Fri, Jan 23, priced at CA $409 found 9 hours ago
Fri, Jan 16 - Fri, Jan 23
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $409 Roundtrip, found 9 hours ago
CA $409
Roundtrip
found 9 hours ago
Select Air Canada flight, departing Fri, Jan 16 from John C. Munro Hamilton Intl. to Owen Roberts Intl., returning Fri, Jan 23, priced at CA $409 found 9 hours ago
Thu, Jan 8 - Thu, Jan 15
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $409 Roundtrip, just found
CA $409
Roundtrip
just found
Select Air Canada flight, departing Thu, Jan 8 from Pearson Intl. to Owen Roberts Intl., returning Thu, Jan 15, priced at CA $409 just found
Thu, Jan 15 - Thu, Jan 22
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $410 Roundtrip, found 17 hours ago
CA $410
Roundtrip
found 17 hours ago
Select WestJet flight, departing Thu, Jan 15 from Stanfield Intl. to Owen Roberts Intl., returning Thu, Jan 22, priced at CA $410 found 17 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownFebruary 5 to February 10CA $343
JFKGeorge TownJanuary 12 to January 18CA $405
YULGeorge TownJanuary 15 to January 22CA $416
LHRGeorge TownJanuary 15 to January 23CA $1,226
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSGeorge TownDecember 20 to December 27CA $579
LGAGeorge TownDecember 20 to December 25CA $637
YULGeorge TownDecember 21 to December 23CA $643
YYZGeorge TownDecember 21 to December 26CA $835
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
VIDA Cayman
4.0-star property

VIDA Cayman

Feb 27 - Mar 6

7 night stay

Toronto (YYZ) to George Town (GCM)

Porter Airlines • Non-stop • Coach

George Town (GCM) to Toronto (YYZ)

Air Canada • Non-stop • Coach
Price was CA $3,071, price is now CA $1,924 per person
CA $1,924
per person
found 9 hours ago
Kimpton Seafire Resort + Spa by IHG
5.0-star property

Kimpton Seafire Resort + Spa by IHG

Dec 26 - Jan 2

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Edmonton (YEG)

American Airlines • Non-stop • Coach
Price was CA $18,471, price is now CA $10,613 per person
CA $10,613
per person
found 1 day ago
Le Soleil d'Or CaymanBrac
3.5-star property

Le Soleil d'Or CaymanBrac

Mar 13 - Mar 20

7 night stay

Toronto (YYZ) to West End (CYB)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,741, price is now CA $2,643 per person
CA $2,643
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way Seven Mile Beach
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
9.2/10 Wonderful! (648 reviews)
Friendly staff , clean environment

Reviewed on Dec 10, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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! (1,004 reviews)
Staff was very friendly and helpful

Reviewed on Dec 13, 2025

Opens in a new windowGrand Cayman Marriott Resort
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! (444 reviews)
Amazing place to stay in grand cayman . Great stay for families as well. Every single detail of your stay will be taken care of. Highly recommend. Definitely rent a car if you’re comfortable though since you’re limited to local establishments and have to take public transport or taxis

Reviewed on Dec 10, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
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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! (1,001 reviews)
My room was spacious and spotless! The staff was helpful!

Reviewed on Dec 11, 2025

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 $343. 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 February 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 $343 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 $343 and CA $1,226. 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.