Flights To Cayman Islands - Cheap Flights Starting at CA $153

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A coastal city with a beach, clear blue waters, and a distant ship.

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.

Mon, Feb 1 - Mon, Feb 1
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $210 Roundtrip, found 1 day ago
CA $210
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Mon, Feb 1 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Mon, Feb 1, priced at CA $210 found 1 day ago
Tue, Dec 8 - Thu, Dec 10
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $238 Roundtrip, found 6 days ago
CA $238
Roundtrip
found 6 days ago
Select Cayman Airways flight, departing Tue, Dec 8 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, Dec 10, priced at CA $238 found 6 days ago
Mon, Feb 1 - Tue, Feb 2
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $239 Roundtrip, found 3 days ago
CA $239
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Mon, Feb 1 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Feb 2, priced at CA $239 found 3 days ago
Sat, Mar 13 - Sat, Mar 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $239 Roundtrip, found 1 day ago
CA $239
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Mar 13 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Mar 20, priced at CA $239 found 1 day ago
Tue, Dec 8 - Thu, Dec 10
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $256 Roundtrip, found 6 days ago
CA $256
Roundtrip
found 6 days ago
Select Cayman Airways flight, departing Tue, Dec 8 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, Dec 10, priced at CA $256 found 6 days ago
Mon, Feb 1 - Mon, Feb 1
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $257 Roundtrip, found 1 day ago
CA $257
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Mon, Feb 1 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Mon, Feb 1, priced at CA $257 found 1 day ago
Tue, Dec 8 - Thu, Dec 10
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $273 Roundtrip, found 6 days ago
CA $273
Roundtrip
found 6 days ago
Select Cayman Airways flight, departing Tue, Dec 8 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, Dec 10, priced at CA $273 found 6 days ago
Mon, Feb 1 - Tue, Feb 2
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $274 Roundtrip, found 3 days ago
CA $274
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Mon, Feb 1 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Feb 2, priced at CA $274 found 3 days ago
Sat, Mar 13 - Sat, Mar 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $274 Roundtrip, found 1 day ago
CA $274
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Mar 13 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Mar 20, priced at CA $274 found 1 day ago
Mon, Feb 1 - Mon, Feb 1
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $275 Roundtrip, found 1 day ago
CA $275
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Mon, Feb 1 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Mon, Feb 1, priced at CA $275 found 1 day ago
Fri, Oct 30 - Fri, Nov 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $363 Roundtrip, just found
CA $363
Roundtrip
just found
Select Air Canada flight, departing Fri, Oct 30 from Pearson Intl. to Owen Roberts Intl., returning Fri, Nov 6, priced at CA $363 just found
Thu, Oct 29 - Wed, Nov 4
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 2 days ago
CA $421
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Oct 29 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Wed, Nov 4, priced at CA $421 found 2 days ago
Thu, Nov 19 - Tue, Nov 24
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $435 Roundtrip, found 6 days ago
CA $435
Roundtrip
found 6 days ago
Select Air Canada flight, departing Thu, Nov 19 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Tue, Nov 24, priced at CA $435 found 6 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownOctober 31 to November 8CA $363
YULGeorge TownOctober 29 to November 4CA $421
BOSGeorge TownNovember 28 to December 3CA $465
ORDGeorge TownOctober 31 to November 7CA $546
JFKGeorge TownNovember 7 to November 20CA $975
YYZWest EndDecember 20 to December 28CA $1,094
LHRGeorge TownNovember 6 to November 15CA $1,673
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YULGeorge TownOctober 4 to October 10CA $444
YYZGeorge TownOctober 3 to October 6CA $481
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
3.5-star property

The Reef Beach Resort, East End, Grand Cayman

Oct 13 - Oct 20

7 night stay

Ottawa (YOW) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $2,587, price is now CA $1,262 per person
CA $1,262
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Dec 6 - Dec 13

7 night stay

Toronto (YTO) to George Town (GCM)

WestJet • Coach

George Town (GCM) to Toronto (YTO)

Air Transat • Coach
Save 100% on your flight
Price was CA $20,443, price is now CA $12,715 per person
CA $12,715
per person
found 1 day ago
Governors Village Seven Mile Beach Corridor
3.5-star property

Governors Village Seven Mile Beach Corridor

Dec 20 - Dec 27

7 night stay

Ottawa (YOW) to George Town (GCM)

Air Transat • Roundtrip • Coach
Save 100% on your flight
Price was CA $3,531, price is now CA $2,270 per person
CA $2,270
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this 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.
Opens in a new windowKimpton Seafire Resort + Spa by IHG
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)
"Staff was kind and professional. The only thing was due to rain there were spots of areas that water settled and I slid a couple of times. Otherwise, great service, great location."

Reviewed on Sep 23, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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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 a full-service spa. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (254 reviews)
"Perfect Missing a broom but otherwise everything was great!"

Reviewed on Sep 24, 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 $210. 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 20 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 $210 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 $210 and CA $1,673. 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.

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