Flights To Cayman Islands - Cheap Flights Starting at CA $202

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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.

Sat., Jun. 14 - Sat., Jun. 21
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $449 Roundtrip, found 1 day ago
CA $449
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat., Jun. 14 from Pearson Intl. to Owen Roberts Intl., returning Sat., Jun. 21, priced at CA $449 found 1 day ago
Sat., May 31 - Sat., Jun. 21
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $453 Roundtrip, found 1 hour ago
CA $453
Roundtrip
found 1 hour ago
Select WestJet flight, departing Sat., May 31 from Pearson Intl. to Owen Roberts Intl., returning Sat., Jun. 21, priced at CA $453 found 1 hour ago
Sat., Jun. 21 - Tue., Jul. 1
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $474 Roundtrip, found 1 day ago
CA $474
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat., Jun. 21 from Pearson Intl. to Owen Roberts Intl., returning Tue., Jul. 1, priced at CA $474 found 1 day ago
Mon., Sep. 1 - Mon., Sep. 8
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $481 Roundtrip, just found
CA $481
Roundtrip
just found
Select American Airlines flight, departing Mon., Sep. 1 from Pearson Intl. to Owen Roberts Intl., returning Mon., Sep. 8, priced at CA $481 just found
Wed., May 14 - Sat., May 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $482 Roundtrip, found 2 days ago
CA $482
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed., May 14 from Pearson Intl. to Owen Roberts Intl., returning Sat., May 17, priced at CA $482 found 2 days ago
Sat., Sep. 13 - Sat., Sep. 20
YYC
Calgary Intl.
GCM
Owen Roberts Intl.
CA $482 Roundtrip, found 5 hours ago
CA $482
Roundtrip
found 5 hours ago
Select WestJet flight, departing Sat., Sep. 13 from Calgary Intl. to Owen Roberts Intl., returning Sat., Sep. 20, priced at CA $482 found 5 hours ago
Mon., Jun. 2 - Mon., Jun. 9
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $483 Roundtrip, just found
CA $483
Roundtrip
just found
Select Air Canada flight, departing Mon., Jun. 2 from Pearson Intl. to Owen Roberts Intl., returning Mon., Jun. 9, priced at CA $483 just found
Mon., Sep. 1 - Sun., Sep. 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $486 Roundtrip, just found
CA $486
Roundtrip
just found
Select American Airlines flight, departing Mon., Sep. 1 from Pearson Intl. to Owen Roberts Intl., returning Sun., Sep. 7, priced at CA $486 just found
Sat., Sep. 13 - Sat., Sep. 20
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $512 Roundtrip, found 4 days ago
CA $512
Roundtrip
found 4 days ago
Select WestJet flight, departing Sat., Sep. 13 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat., Sep. 20, priced at CA $512 found 4 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownJune 14 to June 21CA $449
YULGeorge TownJuly 8 to July 8CA $536
BOSGeorge TownJuly 22 to August 5CA $595
JFKGeorge TownJune 30 to July 6CA $839
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownMay 11 to May 20CA $534
YULGeorge TownMay 11 to May 15CA $679
LHRGeorge TownMay 9 to May 25CA $1,843
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
4.0-star property

Ocean Paradise

Jul. 21 - Jul. 28

7 night stay

Halifax (YHZ) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Halifax (YHZ)

United • Non-stop • Coach
Save 100% on your flight
per person
found 24 hours ago
Black Urchin
4.5-star property

Black Urchin

Jul. 21 - Jul. 28

7 night stay

Halifax (YHZ) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Halifax (YHZ)

United • Non-stop • Coach
Save 100% on your flight
per person
found 24 hours ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Jul. 21 - Jul. 28

7 night stay

Halifax (YHZ) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Halifax (YHZ)

United • Non-stop • Coach
Save 100% on your flight
per person
found 24 hours ago
Don't see what you're looking for?
See all available trips from Halifax to Cayman Islands
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Travelers ❤️ These Cayman Islands 🏨

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. 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! (1,000 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr. 28, 2025

Grand 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
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! (243 reviews)
"Service Clean"

Reviewed on Apr. 28, 2025

Hotel Indigo Grand Cayman 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! (976 reviews)
"Staff and facility amazing"

Reviewed on Apr. 27, 2025

The Ritz-Carlton, Grand Cayman
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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! (804 reviews)
"Third time to the Caymans and this hotel by far was the best! The facilities/rooms were spacious and clean. The staff was top notch! The pool and beach were perfect and relaxing. The food was delicious. I could go on and on but would simply say this is THE place to stay in Grand Cayman!"

Reviewed on Apr. 27, 2025

Kimpton Seafire Resort + Spa 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 $449. 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 16 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 June 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 $449 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 $449 and CA $1,843. 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.