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

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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, Apr 16 - Thu, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $384 Roundtrip, found 2 days ago
CA $384
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 16, priced at CA $384 found 2 days ago
Mon, Jan 26 - Mon, Feb 2
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $393 Roundtrip, just found
CA $393
Roundtrip
just found
Select WestJet flight, departing Mon, Jan 26 from Pearson Intl. to Owen Roberts Intl., returning Mon, Feb 2, priced at CA $393 just found
Sat, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $412 Roundtrip, found 5 days ago
CA $412
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, May 30 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $412 found 5 days ago
Fri, Apr 3 - Fri, Apr 10
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $413 Roundtrip, found 1 day ago
CA $413
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Fri, Apr 3 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 10, priced at CA $413 found 1 day ago
Fri, Apr 10 - Fri, Apr 17
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $421 Roundtrip, found 5 days ago
CA $421
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Apr 10 from John C. Munro Hamilton Intl. to Owen Roberts Intl., returning Fri, Apr 17, priced at CA $421 found 5 days ago
Thu, Apr 2 - Tue, Apr 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $424 Roundtrip, found 2 hours ago
CA $424
Roundtrip
found 2 hours ago
Select Air Transat flight, departing Thu, Apr 2 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 7, priced at CA $424 found 2 hours ago
Sat, May 30 - Sat, Jun 6
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $436 Roundtrip, found 5 days ago
CA $436
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, May 30 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $436 found 5 days ago
Mon, Feb 23 - Mon, Mar 2
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $446 Roundtrip, found 1 hour ago
CA $446
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Feb 23 from Pearson Intl. to Owen Roberts Intl., returning Mon, Mar 2, priced at CA $446 found 1 hour ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownMarch 26 to April 2CA $388
JFKGeorge TownMarch 1 to March 8CA $431
YULGeorge TownMarch 24 to April 2CA $441
BOSGeorge TownMarch 3 to March 10CA $501
YYZLittle CaymanFebruary 19 to February 24CA $1,354
LHRGeorge TownMarch 3 to March 13CA $1,548
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownJanuary 31 to February 10CA $393
BOSGeorge TownJanuary 31 to February 7CA $437
YULGeorge TownJanuary 30 to February 1CA $455
SINGeorge TownFebruary 1 to February 8CA $1,928
*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

Mar 12 - Mar 19

7 night stay

Buffalo (BUF) to George Town (GCM)

United • Non-stop • Coach

George Town (GCM) to Buffalo (BUF)

American Airlines • Non-stop • Coach
Price was CA $2,679, price is now CA $1,764 per person
CA $1,764
per person
found 22 hours ago
Ocean Paradise
4.0-star property

Ocean Paradise

Apr 17 - Apr 21

4 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $2,772, price is now CA $1,769 per person
CA $1,769
per person
found 1 day ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Apr 17 - Apr 21

4 night stay

Ottawa (YOW) to George Town (GCM)

United • Non-stop roundtrip • Coach
Price was CA $5,266, price is now CA $3,377 per person
CA $3,377
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! (490 reviews)
It’s very nice with great service but the prices and extra fees are high.

Reviewed on Jan 23, 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! (1,002 reviews)
Staff was friendly and wonderful everywhere!

Reviewed on Jan 18, 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! (1,003 reviews)
Great stay! Staff is very lovely and helpful!

Reviewed on Jan 22, 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! (1,000 reviews)
The hotel staff were incredibly friendly and efficient, and the room was spacious, clean, and comfortable with excellent sleep quality. Fantastic location in the city center, within walking distance of shops and restaurants. Hotel is beautiful. Thank you for having us.

Reviewed on Jan 9, 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 $384. 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 April 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 $384 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 $384 and CA $1,928. 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.