Flights To Cayman Islands - Cheap Flights Starting at CA $168

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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, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $386 Roundtrip, found 15 hours ago
CA $386
Roundtrip
found 15 hours ago
Select WestJet flight, departing Sat, May 30 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $386 found 15 hours ago
Fri, Jan 23 - Wed, Jan 28
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $393 Roundtrip, found 2 days ago
CA $393
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jan 23 from Pearson Intl. to Owen Roberts Intl., returning Wed, Jan 28, priced at CA $393 found 2 days ago
Sat, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $404 Roundtrip, found 15 hours ago
CA $404
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Sat, May 30 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $404 found 15 hours ago
Sun, Mar 8 - Thu, Mar 12
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select Porter Airlines flight, departing Sun, Mar 8 from Pearson Intl. to Owen Roberts Intl., returning Thu, Mar 12, priced at CA $404 just found
Fri, Mar 27 - Fri, Apr 3
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $415 Roundtrip, found 2 hours ago
CA $415
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Fri, Mar 27 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 3, priced at CA $415 found 2 hours ago
Fri, Jan 16 - Fri, Jan 23
YKF
Region of Waterloo Intl.
GCM
Owen Roberts Intl.
CA $417 Roundtrip, found 2 days ago
CA $417
Roundtrip
found 2 days 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 $417 found 2 days ago
Fri, Jan 16 - Fri, Jan 23
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $417 Roundtrip, found 2 days ago
CA $417
Roundtrip
found 2 days 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 $417 found 2 days ago
Sat, Jan 31 - Thu, Feb 5
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $424 Roundtrip, just found
CA $424
Roundtrip
just found
Select Air Transat flight, departing Sat, Jan 31 from Pearson Intl. to Owen Roberts Intl., returning Thu, Feb 5, priced at CA $424 just found
OriginDestinationTravel datesFlights from*
YYZGeorge TownApril 13 to June 20CA $383
JFKGeorge TownJanuary 31 to February 1CA $431
YULGeorge TownApril 2 to April 7CA $444
ORDGeorge TownMarch 8 to March 14CA $476
BOSGeorge TownMarch 2 to March 8CA $498
LHRGeorge TownApril 2 to April 6CA $1,232
YYZWest EndFebruary 28 to March 6CA $1,323
YULWest EndApril 6 to April 13CA $1,332
YULLittle CaymanApril 6 to April 13CA $1,351
YYZLittle CaymanFebruary 3 to February 11CA $1,360
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownJanuary 18 to January 22CA $408
YULGeorge TownJanuary 17 to January 22CA $450
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
4.0-star property

Ocean Paradise

Mar 9 - Mar 15

6 night stay

Montreal (YMQ) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Price was CA $4,868, price is now CA $2,953 per person
CA $2,953
per person
found 23 hours ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Feb 21 - Feb 28

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Transat • Coach

George Town (GCM) to Hamilton (YHM)

United • Coach
Price was CA $8,965, price is now CA $5,988 per person
CA $5,988
per person
found 2 hours ago
Grand Cayman Marriott Resort
4.5-star property

Grand Cayman Marriott Resort

Feb 21 - Feb 28

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Transat • Coach

George Town (GCM) to Hamilton (YHM)

United • Coach
Price was CA $4,439, price is now CA $3,126 per person
CA $3,126
per person
found 2 hours 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! (680 reviews)
Great atmosphere, suggest Ms. Piper’s on site. Great staff & good vibe @ hotel!

Reviewed on Jan 10, 2026

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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! (469 reviews)
An amazing resort. People, weather and landscaping is unbeleivable

Reviewed on Jan 11, 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! (1,000 reviews)
Breakfast menu was fresh and ocean view from the room was excellent. Really enjoyed the accommodations.

Reviewed on Jan 12, 2026

Opens in a new windowGrand Cayman Marriott Resort
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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 3 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (69 reviews)
The Grove was very nice. Easy walking access to the beach and many local restaurants. An onsite convenience store was a nice plus. Beautiful pool, work out area, etc. Christian went above and beyond to make our stay perfect. I would highly recommend.

Reviewed on Jan 11, 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 $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 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 May 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 $1,360. 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.