Flights To Cayman Islands - Cheap Flights Starting at CA $169

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panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea

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.

Fri, Mar 27 - Tue, Mar 31
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $381 Roundtrip, found 1 hour ago
CA $381
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Fri, Mar 27 from Pearson Intl. to Owen Roberts Intl., returning Tue, Mar 31, priced at CA $381 found 1 hour ago
Thu, Apr 9 - Thu, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $386 Roundtrip, found 6 hours ago
CA $386
Roundtrip
found 6 hours ago
Select Porter Airlines flight, departing Thu, Apr 9 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 16, priced at CA $386 found 6 hours ago
Mon, Mar 23 - Thu, Mar 26
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $391 Roundtrip, found 1 hour ago
CA $391
Roundtrip
found 1 hour ago
Select WestJet flight, departing Mon, Mar 23 from Pearson Intl. to Owen Roberts Intl., returning Thu, Mar 26, priced at CA $391 found 1 hour ago
Sat, May 23 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $400 Roundtrip, found 5 days ago
CA $400
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, May 23 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $400 found 5 days ago
Fri, Apr 10 - Fri, Apr 17
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $414 Roundtrip, found 10 hours ago
CA $414
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Fri, Apr 10 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 17, priced at CA $414 found 10 hours ago
Mon, Jun 8 - Mon, Jun 15
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 3 days ago
CA $421
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Jun 8 from Stanfield Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $421 found 3 days ago
Thu, Jun 11 - Mon, Jun 15
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $427 Roundtrip, found 1 day ago
CA $427
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Jun 11 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $427 found 1 day ago
Thu, Apr 9 - Thu, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $439 Roundtrip, found 6 hours ago
CA $439
Roundtrip
found 6 hours ago
Select Air Transat flight, departing Thu, Apr 9 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 16, priced at CA $439 found 6 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownMarch 27 to March 31CA $381
JFKGeorge TownMarch 27 to March 30CA $425
YULGeorge TownJune 7 to June 15CA $427
BOSGeorge TownApril 11 to April 18CA $530
YYZWest EndApril 17 to April 27CA $1,315
LHRGeorge TownApril 21 to April 28CA $1,410
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YULGeorge TownMarch 7 to March 16CA $490
YYZGeorge TownMarch 8 to March 12CA $534
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
4.0-star property

Ocean Paradise

May 14 - May 21

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,802, price is now CA $2,464 per person
CA $2,464
per person
found 1 day ago
Cayman Luxury Rentals at Sunset Cove
3.5-star property

Cayman Luxury Rentals at Sunset Cove

May 14 - May 21

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $7,366, price is now CA $4,727 per person
CA $4,727
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.
9.8/10 Exceptional! (532 reviews)
Very nice staff and room was so cute & very clean

Reviewed on Mar 2, 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! (1,003 reviews)
Place was amazing accross the board. By far will be coming back next year

Reviewed on Mar 2, 2026

Opens in a new windowGrand Cayman Marriott Resort
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.
9.6/10 Exceptional! (1,005 reviews)
Ritz was the best! Restaurants awesome! Beach was the best.

Reviewed on Feb 28, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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! (1,004 reviews)
Local was a perfectly fine hotel @ a great location. Walkable to plenty of areas including downtown George Town. (40 min walk with beautiful views) The staff was helpful and friendly, always eager to give you suggestions of what to do, where to go and how to get there. The free breakfast items were ...

Reviewed on Mar 1, 2026

Opens in a new windowThe Locale Hotel 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 $381. 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 $381 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 $381 and CA $1,410. 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.