Flights To Cayman Islands - Cheap Flights Starting at CA $168

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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.

Thu, Feb 26 - Thu, Mar 5
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $371 Roundtrip, found 3 days ago
CA $371
Roundtrip
found 3 days ago
Select United flight, departing Thu, Feb 26 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Thu, Mar 5, priced at CA $371 found 3 days ago
Sat, May 30 - Sat, Jun 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $379 Roundtrip, found 3 days ago
CA $379
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, May 30 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 13, priced at CA $379 found 3 days ago
Tue, Mar 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $390 Roundtrip, just found
CA $390
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Mar 10 from Pearson Intl. to Owen Roberts Intl., returning Tue, Mar 17, priced at CA $390 just found
Tue, Jun 23 - Sat, Jun 27
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $390 Roundtrip, found 2 days ago
CA $390
Roundtrip
found 2 days ago
Select WestJet flight, departing Tue, Jun 23 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 27, priced at CA $390 found 2 days ago
Tue, Jun 9 - Tue, Jun 23
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $415 Roundtrip, found 4 days ago
CA $415
Roundtrip
found 4 days ago
Select WestJet flight, departing Tue, Jun 9 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Tue, Jun 23, priced at CA $415 found 4 days ago
Sat, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $419 Roundtrip, found 11 hours ago
CA $419
Roundtrip
found 11 hours 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 11 hours ago
Thu, Apr 2 - Tue, Apr 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, just found
CA $421
Roundtrip
just found
Select Air Transat flight, departing Thu, Apr 2 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 7, priced at CA $421 just found
Fri, May 29 - Sat, Jun 6
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $429 Roundtrip, found 6 days ago
CA $429
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, May 29 from Stanfield Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $429 found 6 days ago
OriginDestinationTravel datesFlights from*
EWRGeorge TownFebruary 22 to February 26CA $331
YYZGeorge TownFebruary 26 to March 5CA $390
YULGeorge TownMay 4 to May 9CA $448
BOSGeorge TownMarch 28 to April 9CA $469
YYZWest EndApril 27 to April 29CA $1,298
LHRGeorge TownMarch 15 to March 22CA $1,318
YYZLittle CaymanMay 10 to May 14CA $1,340
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownFebruary 6 to February 9CA $425
YULGeorge TownFebruary 8 to February 15CA $655
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
4.0-star property

Shangri-La Boutique Bed & Breakfast

Feb 23 - Mar 2

7 night stay

Ottawa (YOW) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Price was CA $3,209, price is now CA $2,150 per person
CA $2,150
per person
found 1 day ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Feb 23 - Mar 2

7 night stay

Ottawa (YOW) to George Town (GCM)

WestJet • Non-stop roundtrip • Coach
Price was CA $8,422, price is now CA $5,429 per person
CA $5,429
per person
found 1 day ago
Wyndham Reef Resort Grand Cayman
3.5-star property

Wyndham Reef Resort Grand Cayman

Mar 6 - Mar 13

7 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $3,709, price is now CA $2,403 per person
CA $2,403
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! (500 reviews)
Staff, room and food were amazing! The hotel is gorgeous overall.

Reviewed on Jan 28, 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! (1,002 reviews)
Everything was good.

Reviewed on Jan 29, 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 $331. 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 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 $331 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 $331 and CA $1,340. 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.