Flights To Cayman Islands - Cheap Flights Starting at CA $145

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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, Nov 14 - Thu, Nov 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $383 Roundtrip, just found
CA $383
Roundtrip
just found
Select Air Canada flight, departing Fri, Nov 14 from Pearson Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $383 just found
Mon, Nov 24 - Thu, Dec 4
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $391 Roundtrip, found 2 days ago
CA $391
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Nov 24 from Pearson Intl. to Owen Roberts Intl., returning Thu, Dec 4, priced at CA $391 found 2 days ago
Sun, Nov 16 - Thu, Nov 20
YKF
Region of Waterloo Intl.
GCM
Owen Roberts Intl.
CA $420 Roundtrip, found 4 days ago
CA $420
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sun, Nov 16 from Region of Waterloo Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $420 found 4 days ago
Thu, Nov 13 - Thu, Nov 20
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 13 hours ago
CA $421
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Thu, Nov 13 from John C. Munro Hamilton Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $421 found 13 hours ago
Thu, Dec 25 - Thu, Dec 25
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $428 Roundtrip, found 18 hours ago
CA $428
Roundtrip
found 18 hours ago
Select Porter Airlines flight, departing Thu, Dec 25 from Pearson Intl. to Owen Roberts Intl., returning Thu, Dec 25, priced at CA $428 found 18 hours ago
Thu, Nov 13 - Thu, Nov 20
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $436 Roundtrip, found 4 days ago
CA $436
Roundtrip
found 4 days ago
Select Air Canada flight, departing Thu, Nov 13 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $436 found 4 days ago
Wed, Nov 19 - Tue, Nov 25
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $436 Roundtrip, found 1 day ago
CA $436
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 19 from Pearson Intl. to Owen Roberts Intl., returning Tue, Nov 25, priced at CA $436 found 1 day ago
Wed, Nov 12 - Thu, Nov 20
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $443 Roundtrip, found 1 day ago
CA $443
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Nov 12 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at CA $443 found 1 day ago
Tue, Mar 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $484 Roundtrip, found 1 day ago
CA $484
Roundtrip
found 1 day ago
Select Air Transat flight, departing Tue, Mar 10 from Pearson Intl. to Owen Roberts Intl., returning Tue, Mar 17, priced at CA $484 found 1 day ago
OriginDestinationTravel datesFlights from*
JFKGeorge TownNovember 28 to December 4CA $389
YYZGeorge TownJanuary 27 to February 5CA $426
BOSGeorge TownJanuary 31 to February 8CA $454
YULGeorge TownJanuary 14 to January 21CA $479
ORDGeorge TownDecember 23 to January 1CA $954
LHRGeorge TownJanuary 24 to February 1CA $1,070
YULLittle CaymanJanuary 9 to January 18CA $1,372
FCOGeorge TownNovember 20 to November 24CA $1,622
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownNovember 8 to November 11CA $497
YULGeorge TownNovember 7 to November 15CA $521
JFKGeorge TownNovember 7 to November 9CA $1,061
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
VIDA Cayman
4.0-star property

VIDA Cayman

Jan 8 - Jan 14

6 night stay

Edmonton (YEG) to George Town (GCM)

WestJet • Non-stop • Coach

George Town (GCM) to Edmonton (YEG)

United • Non-stop • Coach
Price was CA $3,655, price is now CA $2,302 per person
CA $2,302
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Jan 8 - Jan 14

6 night stay

Edmonton (YEG) to George Town (GCM)

WestJet • Non-stop • Coach

George Town (GCM) to Edmonton (YEG)

United • Non-stop • Coach
Price was CA $17,072, price is now CA $11,242 per person
CA $11,242
per person
found 1 day ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Jan 8 - Jan 14

6 night stay

Edmonton (YEG) to George Town (GCM)

WestJet • Non-stop • Coach

George Town (GCM) to Edmonton (YEG)

United • Non-stop • Coach
Price was CA $7,918, price is now CA $5,369 per person
CA $5,369
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 4-star 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.
9/10 Wonderful! (621 reviews)
We had a pleasant stay at Hampton by Hilton. The room was clean, comfortable, and well-maintained, which made for a relaxing visit. The front desk staff were friendly and helpful throughout my stay. The room attendant was awesome, a very nice Jamaican lady who cleaned the room during the first few ...

Reviewed on Oct 31, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star 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! (949 reviews)
This property and the staff exceeded all my expectations. The careful detail taken in every step of the way was beyond. This is truly the best hotel i have stayed in. Thank You to all the staff at Seafire for making my stayed unforgettable. Cant wait to go back!!!

Reviewed on Oct 30, 2025

Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. 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)
This was a great vacation n. Great staff and perfect location.

Reviewed on Nov 2, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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
Stay at this 4.5-star 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! (427 reviews)
This was a fabulous hotel and would recommend it to anyone visiting this country.

Reviewed on Oct 27, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
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 $383. 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 17 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 November 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 $383 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 $383 and CA $1,622. 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.