Flights To Cayman Islands - Cheap Flights Starting at CA $172

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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.

Wed, Mar 4 - Wed, Mar 11
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $385 Roundtrip, found 13 hours ago
CA $385
Roundtrip
found 13 hours ago
Select United flight, departing Wed, Mar 4 from Pearson Intl. to Owen Roberts Intl., returning Wed, Mar 11, priced at CA $385 found 13 hours ago
Mon, Mar 9 - Mon, Mar 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $386 Roundtrip, found 7 hours ago
CA $386
Roundtrip
found 7 hours ago
Select WestJet flight, departing Mon, Mar 9 from Pearson Intl. to Owen Roberts Intl., returning Mon, Mar 16, priced at CA $386 found 7 hours ago
Thu, Apr 23 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $389 Roundtrip, found 7 hours ago
CA $389
Roundtrip
found 7 hours ago
Select Porter Airlines flight, departing Thu, Apr 23 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $389 found 7 hours ago
Fri, Apr 17 - Fri, Apr 24
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $409 Roundtrip, found 22 hours ago
CA $409
Roundtrip
found 22 hours ago
Select Porter Airlines flight, departing Fri, Apr 17 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 24, priced at CA $409 found 22 hours ago
Fri, May 29 - Sat, Jun 6
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $416 Roundtrip, found 6 days ago
CA $416
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, May 29 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $416 found 6 days ago
Mon, Jun 1 - Sat, Jun 6
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $422 Roundtrip, found 2 days ago
CA $422
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Jun 1 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $422 found 2 days ago
Thu, Apr 9 - Thu, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $439 Roundtrip, found 1 hour ago
CA $439
Roundtrip
found 1 hour 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 1 hour ago
Wed, Mar 4 - Wed, Mar 11
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $443 Roundtrip, found 13 hours ago
CA $443
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Mar 4 from Pearson Intl. to Owen Roberts Intl., returning Wed, Mar 11, priced at CA $443 found 13 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownMarch 27 to March 31CA $381
LGAGeorge TownMarch 22 to March 26CA $418
YULGeorge TownJune 1 to June 6CA $422
BOSGeorge TownMarch 9 to March 16CA $500
ORDGeorge TownApril 6 to April 12CA $541
LHRGeorge TownMarch 6 to March 9CA $1,609
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownMarch 1 to March 12CA $408
BOSGeorge TownFebruary 28 to March 7CA $644
YULGeorge TownFebruary 28 to March 3CA $664
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
3.5-star property

Wyndham Reef Resort Grand Cayman

May 2 - May 9

7 night stay

Toronto (YYZ) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $2,540, price is now CA $1,552 per person
CA $1,552
per person
found 1 day ago
Ocean Paradise
4.0-star property

Ocean Paradise

May 2 - May 9

7 night stay

Toronto (YYZ) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $3,288, price is now CA $1,997 per person
CA $1,997
per person
found 1 day ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

May 2 - May 9

7 night stay

Toronto (YYZ) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $6,366, price is now CA $4,112 per person
CA $4,112
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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.
9/10 Wonderful! (1,003 reviews)
Nice facility. Great staff. Very expensive.

Reviewed on Feb 18, 2026

Opens in a new windowGrand Cayman Marriott Resort
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! (524 reviews)
Nice facility

Reviewed on Feb 20, 2026

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 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! (1,002 reviews)
Room way too far from beach, outrageously priced and they tried to upsell us to a closer room for an extra $800/night. I have stayed at a lot of 5 star hotels and that was probably the worst experience and value given amenities were minimal unless you took out the gold card ! . Every meal for 2 adults ...

Reviewed on Jan 31, 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)
Clean room, great staff, nice options for breakfast, and a short 3 min walk to Seven Mile Beach!

Reviewed on Feb 20, 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 $1,609. 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.