Flights To Cayman Islands - Cheap Flights Starting at CA $173

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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.

Tue, Apr 7 - Tue, Apr 14
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $384 Roundtrip, found 3 hours ago
CA $384
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Apr 7 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 14, priced at CA $384 found 3 hours ago
Thu, Apr 16 - Mon, Apr 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $389 Roundtrip, found 4 hours ago
CA $389
Roundtrip
found 4 hours ago
Select WestJet flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Mon, Apr 20, priced at CA $389 found 4 hours ago
Thu, Apr 16 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $389 Roundtrip, found 8 hours ago
CA $389
Roundtrip
found 8 hours ago
Select Porter Airlines flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $389 found 8 hours ago
Thu, Apr 16 - Thu, Apr 23
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $397 Roundtrip, found 8 hours ago
CA $397
Roundtrip
found 8 hours ago
Select Air Transat flight, departing Thu, Apr 16 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $397 found 8 hours ago
Sat, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $399 Roundtrip, found 2 days ago
CA $399
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 $399 found 2 days ago
Fri, Mar 27 - Fri, Apr 3
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $410 Roundtrip, found 7 hours ago
CA $410
Roundtrip
found 7 hours ago
Select Porter Airlines flight, departing Fri, Mar 27 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 3, priced at CA $410 found 7 hours ago
Sat, May 30 - Sat, Jun 6
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $417 Roundtrip, found 21 hours ago
CA $417
Roundtrip
found 21 hours ago
Select Air Canada flight, departing Sat, May 30 from Stanfield Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $417 found 21 hours ago
Fri, May 29 - Sat, Jun 6
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $424 Roundtrip, found 6 days ago
CA $424
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, May 29 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Jun 6, priced at CA $424 found 6 days ago
OriginDestinationTravel datesFlights from*
LGAGeorge TownMarch 15 to March 19CA $381
YYZGeorge TownMay 30 to June 6CA $390
YULGeorge TownMay 29 to June 13CA $431
BOSGeorge TownMarch 9 to March 16CA $500
ORDGeorge TownApril 6 to April 12CA $541
YYZLittle CaymanMarch 9 to March 12CA $783
YYZWest EndMarch 2 to March 6CA $1,307
YULLittle CaymanMay 23 to May 30CA $1,342
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKGeorge TownFebruary 20 to February 23CA $459
YYZGeorge TownFebruary 22 to February 28CA $595
YULGeorge TownFebruary 21 to March 1CA $652
BOSGeorge TownFebruary 21 to February 28CA $674
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Le Soleil d'Or CaymanBrac
3.5-star property

Le Soleil d'Or CaymanBrac

Apr 6 - Apr 13

7 night stay

Toronto (YYZ) to Little Cayman (LYB)

WestJet • Roundtrip • Coach
Price was CA $2,965, price is now CA $1,957 per person
CA $1,957
per person
found 1 day ago
Ocean Paradise
4.0-star property

Ocean Paradise

Mar 25 - Apr 1

7 night stay

Detroit (DTW) to George Town (GCM)

American Airlines • Roundtrip • Coach
Price was CA $7,066, price is now CA $4,206 per person
CA $4,206
per person
found 19 hours ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Feb 17 - Feb 24

7 night stay

Detroit (DTW) to George Town (GCM)

JetBlue Airways • Non-stop • Coach

George Town (GCM) to Detroit (DTW)

Air Canada • Non-stop • Coach
Price was CA $6,088, price is now CA $4,006 per person
CA $4,006
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.
8.8/10 Excellent! (1,001 reviews)
Perfect stay, beautiful location, small beach that was excellent for snorkeling and water toys. My only suggestion would be please heat up the beautiful outdoor pool!! It was crazy cold and no one was ever in it even in 80 degree weather.

Reviewed on Feb 12, 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.
9.6/10 Exceptional! (510 reviews)
Modern, clean, friendly

Reviewed on Feb 8, 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.
9.4/10 Exceptional! (1,000 reviews)
Amazing resort! Can’t wait to go back!

Reviewed on Jan 29, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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The Grove

The Grove

5 out of 5
1350 W Bay Rd Seven Mile Beach West Bay
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.4/10 Exceptional! (95 reviews)
Clean room all the amenities. A grocer open 24 hours Steak house. Door4 and the island naturals. Close walk to the beach friendly staff

Reviewed on Feb 10, 2026

Opens in a new windowThe Grove
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 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 $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 $1,342. 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.