Flights To Cayman Islands - Cheap Flights Starting at CA $166

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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.

Sat, Oct. 4 - Sat, Oct. 11
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $400 Roundtrip, found 2 days ago
CA $400
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Oct. 4 from Pearson Intl. to Owen Roberts Intl., returning Sat, Oct. 11, priced at CA $400 found 2 days ago
Sat, Oct. 25 - Mon, Oct. 27
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $418 Roundtrip, found 5 days ago
CA $418
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Oct. 25 from Pearson Intl. to Owen Roberts Intl., returning Mon, Oct. 27, priced at CA $418 found 5 days ago
Thu, Sep. 11 - Mon, Sep. 15
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $423 Roundtrip, found 1 day ago
CA $423
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Sep. 11 from Pearson Intl. to Owen Roberts Intl., returning Mon, Sep. 15, priced at CA $423 found 1 day ago
Thu, Sep. 18 - Mon, Sep. 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $424 Roundtrip, found 2 days ago
CA $424
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Sep. 18 from Pearson Intl. to Owen Roberts Intl., returning Mon, Sep. 22, priced at CA $424 found 2 days ago
Sat, Sep. 13 - Thu, Sep. 25
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $428 Roundtrip, found 2 days ago
CA $428
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep. 13 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Thu, Sep. 25, priced at CA $428 found 2 days ago
Wed, Sep. 10 - Mon, Sep. 22
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $447 Roundtrip, found 4 days ago
CA $447
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Sep. 10 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Mon, Sep. 22, priced at CA $447 found 4 days ago
Mon, Sep. 15 - Mon, Sep. 22
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $528 Roundtrip, found 1 day ago
CA $528
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Sep. 15 from Stanfield Intl. to Owen Roberts Intl., returning Mon, Sep. 22, priced at CA $528 found 1 day ago
Fri, Sep. 19 - Sat, Sep. 20
YVR
Vancouver Intl.
GCM
Owen Roberts Intl.
CA $594 Roundtrip, found 4 days ago
CA $594
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Sep. 19 from Vancouver Intl. to Owen Roberts Intl., returning Sat, Sep. 20, priced at CA $594 found 4 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownSeptember 13 to September 20CA $392
YULGeorge TownSeptember 13 to September 25CA $428
JFKGeorge TownOctober 4 to October 11CA $439
BOSGeorge TownSeptember 8 to September 15CA $500
ORDGeorge TownSeptember 14 to September 22CA $626
YULWest EndSeptember 8 to September 12CA $1,333
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownAugust 30 to September 8CA $467
BOSGeorge TownAugust 29 to August 31CA $808
YULGeorge TownAugust 29 to September 1CA $1,146
*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

Oct 30 - Nov 5

6 night stay

Calgary (YYC) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Calgary (YYC)

United • Non-stop • Coach
Price was CA $2,513, price is now CA $1,816 per person
CA $1,816
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Oct 2 - Oct 8

6 night stay

Vancouver (YVR) to George Town (GCM)

American Airlines • Roundtrip • FirstClass
Price was CA $14,720, price is now CA $9,612 per person
CA $9,612
per person
found 13 hours ago
Kimpton Seafire Resort + Spa by IHG
5.0-star property

Kimpton Seafire Resort + Spa by IHG

Oct 2 - Oct 8

6 night stay

Vancouver (YVR) to George Town (GCM)

American Airlines • Roundtrip • FirstClass
Price was CA $4,465, price is now CA $3,153 per person
CA $3,153
per person
found 13 hours ago
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Travelers ❤️ These Cayman Islands 🏨

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.8/10 Exceptional! (878 reviews)
"Friendly staff and"

Reviewed on Aug. 25, 2025

Kimpton Seafire Resort + Spa by IHG
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
Stay at this 4.5-star 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! (357 reviews)
"Staff was super attentive in all areas…check-in, pool, dining, valet, beach. Very clean and easy access to beach and area attractions"

Reviewed on Aug. 23, 2025

Hotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. 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! (1,004 reviews)
"Amazing"

Reviewed on Aug. 24, 2025

The Ritz-Carlton, Grand Cayman
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star 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)
"Very clean and beautiful"

Reviewed on Aug. 23, 2025

Grand Cayman Marriott Resort
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 $392. 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 October 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 $392 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 $392 and CA $1,333. 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.