Flights To Cayman Islands - Cheap Flights Starting at CA $185

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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.

Sun, Nov 30 - Sun, Nov 30
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $234 Roundtrip, found 3 days ago
CA $234
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sun, Nov 30 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sun, Nov 30, priced at CA $234 found 3 days ago
Tue, Jan 13 - Tue, Jan 13
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $237 Roundtrip, found 13 hours ago
CA $237
Roundtrip
found 13 hours ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Edward Bodden Airfield, returning Tue, Jan 13, priced at CA $237 found 13 hours ago
Thu, Feb 26 - Mon, Mar 2
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $264 Roundtrip, found 5 days ago
CA $264
Roundtrip
found 5 days ago
Select Cayman Airways flight, departing Thu, Feb 26 from Owen Roberts Intl. to Edward Bodden Airfield, returning Mon, Mar 2, priced at CA $264 found 5 days ago
Tue, Jan 13 - Tue, Jan 13
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $267 Roundtrip, found 13 hours ago
CA $267
Roundtrip
found 13 hours ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Edward Bodden Airfield, returning Tue, Jan 13, priced at CA $267 found 13 hours ago
Thu, Feb 26 - Mon, Mar 2
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $273 Roundtrip, found 5 days ago
CA $273
Roundtrip
found 5 days ago
Select Cayman Airways flight, departing Thu, Feb 26 from Owen Roberts Intl. to Edward Bodden Airfield, returning Mon, Mar 2, priced at CA $273 found 5 days ago
Tue, Jan 13 - Tue, Jan 13
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $275 Roundtrip, found 13 hours ago
CA $275
Roundtrip
found 13 hours ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Edward Bodden Airfield, returning Tue, Jan 13, priced at CA $275 found 13 hours ago
Thu, Oct 30 - Sun, Nov 9
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $385 Roundtrip, found 4 days ago
CA $385
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 30 from Pearson Intl. to Owen Roberts Intl., returning Sun, Nov 9, priced at CA $385 found 4 days ago
Fri, Oct 31 - Sun, Nov 2
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $425 Roundtrip, found 1 day ago
CA $425
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Oct 31 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sun, Nov 2, priced at CA $425 found 1 day ago
Thu, Oct 30 - Thu, Nov 6
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $441 Roundtrip, found 16 hours ago
CA $441
Roundtrip
found 16 hours ago
Select Air Canada flight, departing Thu, Oct 30 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Thu, Nov 6, priced at CA $441 found 16 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownOctober 30 to November 2CA $403
JFKGeorge TownOctober 4 to October 11CA $455
YULGeorge TownOctober 26 to November 2CA $471
YYZLittle CaymanDecember 25 to December 28CA $1,047
YYZWest EndOctober 4 to October 8CA $1,318
LHRGeorge TownOctober 4 to October 11CA $1,546
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownSeptember 26 to September 29CA $441
YULGeorge TownSeptember 26 to September 29CA $493
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
4.0-star property

Ocean Paradise

Nov 21 - Nov 25

4 night stay

Ottawa (YOW) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Ottawa (YOW)

United • Non-stop • Coach
Price was CA $1,877, price is now CA $1,308 per person
CA $1,308
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Nov 21 - Nov 25

4 night stay

Ottawa (YOW) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Ottawa (YOW)

United • Non-stop • Coach
Price was CA $9,052, price is now CA $5,776 per person
CA $5,776
per person
found 1 day ago
Galleon Villas by Hello Cayman Vacation
3.5-star property

Galleon Villas by Hello Cayman Vacation

Oct 25 - Oct 30

5 night stay

Ottawa (YOW) to George Town (GCM)

United • Roundtrip • Coach
Price was CA $3,251, price is now CA $1,876 per person
CA $1,876
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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! (896 reviews)
"We had a wonderful 7 day stay at the Seafire. The staff was amazing from the moment we checked in, to Daniele on the beach to staff in the restaurant at breakfast and those at valet parking. Our room was beautiful a walkin shower was divine. We will definitely return!"

Reviewed on Sep 16, 2025

Opens in a new windowKimpton Seafire Resort + Spa by IHG
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! (386 reviews)
"beautiful Hotel, will definitely come back!"

Reviewed on Sep 17, 2025

Opens in a new windowHotel 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! (1,003 reviews)
"Shower tiny , no restroom close to the beach"

Reviewed on Sep 8, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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 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! (1,006 reviews)
"The view from my room was ABSOLUTELY AMAZING! The staff was SUPERIOR! Ainah, at the front desk - I love you girl!!!! I will be visiting again! First Class!!!"

Reviewed on Sep 12, 2025

Opens in a new windowGrand Cayman Marriott Resort
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 $234. 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 11 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 $234 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 $234 and CA $1,546. 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.