Flights To Cayman Islands - Cheap Flights Starting at CA $101

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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.

Thu, Mar 19 - Thu, Mar 26
MIA
Miami Intl.
GCM
Owen Roberts Intl.
CA $360 Roundtrip, found 2 days ago
CA $360
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Thu, Mar 19 from Miami Intl. to Owen Roberts Intl., returning Thu, Mar 26, priced at CA $360 found 2 days ago
Thu, Mar 26 - Thu, Apr 2
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $391 Roundtrip, found 17 hours ago
CA $391
Roundtrip
found 17 hours ago
Select Porter Airlines flight, departing Thu, Mar 26 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 2, priced at CA $391 found 17 hours ago
Thu, Apr 16 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $391 Roundtrip, found 5 hours ago
CA $391
Roundtrip
found 5 hours ago
Select WestJet flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $391 found 5 hours ago
Sat, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $419 Roundtrip, found 2 days ago
CA $419
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, May 30 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $419 found 2 days ago
Thu, Apr 2 - Tue, Apr 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $422 Roundtrip, found 7 hours ago
CA $422
Roundtrip
found 7 hours ago
Select Air Transat flight, departing Thu, Apr 2 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 7, priced at CA $422 found 7 hours ago
Fri, Mar 27 - Fri, Apr 10
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $429 Roundtrip, found 2 days ago
CA $429
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Fri, Mar 27 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 10, priced at CA $429 found 2 days ago
Mon, Jun 8 - Sat, Jun 13
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $433 Roundtrip, found 2 days ago
CA $433
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Jun 8 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Jun 13, priced at CA $433 found 2 days ago
Mon, Mar 2 - Mon, Mar 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $442 Roundtrip, found 5 days ago
CA $442
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Mar 2 from Pearson Intl. to Owen Roberts Intl., returning Mon, Mar 16, priced at CA $442 found 5 days ago
OriginDestinationTravel datesFlights from*
LGAGeorge TownFebruary 19 to February 26CA $319
BOSGeorge TownFebruary 19 to February 26CA $358
YYZGeorge TownApril 12 to April 16CA $391
YULGeorge TownMay 16 to May 30CA $458
LHRGeorge TownMarch 6 to March 15CA $1,240
YYZLittle CaymanMarch 2 to March 9CA $1,327
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownFebruary 7 to February 8CA $563
YULGeorge TownFebruary 7 to February 12CA $784
LHRGeorge TownFebruary 8 to February 17CA $1,832
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
VIDA Cayman
4.0-star property

VIDA Cayman

Apr 24 - Apr 29

5 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $2,618, price is now CA $1,623 per person
CA $1,623
per person
found 1 day ago
Cayman Luxury Rentals at Sunset Cove
3.5-star property

Cayman Luxury Rentals at Sunset Cove

Apr 24 - Apr 29

5 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $5,444, price is now CA $2,989 per person
CA $2,989
per person
found 1 day ago
Ocean Paradise
4.0-star property

Ocean Paradise

Mar 24 - Mar 31

7 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $7,103, price is now CA $4,642 per person
CA $4,642
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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! (503 reviews)
Good

Reviewed on Jan 30, 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)
The rooms were very clean, the staff was always willing to help, the atmosphere was great, we had a lot of fun at the DJ night, and the Sunday brunch was super impressive. 10/10, I would go back without hesitation.

Reviewed on Jan 27, 2026

Opens in a new windowGrand Cayman Marriott Resort
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)
Always stay at Locale! Best value . you can stay on the beach and spend more but you csn stay at Locale and get more value and a great room. the money saved .. rented car . The Public beaches in Grand Cayman are so chill safe .. privacy and no one solicits you ever. Breakfast included great deal ...

Reviewed on Feb 4, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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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.
9.4/10 Exceptional! (1,002 reviews)
Amazing resort! Can’t wait to go back!

Reviewed on Jan 29, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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 $319. 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 March 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 $319 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 $319 and CA $1,832. 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.