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

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Jet to one of Cayman Islands's top cities

A coastal city with a beach, clear blue waters, and a distant ship.

Seven Mile Beach

Flights
Seven Mile Beach

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, Oct 6 - Tue, Oct 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $384 Roundtrip, just found
CA $384
Roundtrip
just found
Select WestJet flight, departing Tue, Oct 6 from Pearson Intl. to Owen Roberts Intl., returning Tue, Oct 13, priced at CA $384 just found
Sun, Oct 25 - Sun, Nov 1
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $410 Roundtrip, just found
CA $410
Roundtrip
just found
Select Air Canada flight, departing Sun, Oct 25 from Pearson Intl. to Owen Roberts Intl., returning Sun, Nov 1, priced at CA $410 just found
Sun, Oct 25 - Fri, Oct 30
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $442 Roundtrip, found 3 days ago
CA $442
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sun, Oct 25 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Fri, Oct 30, priced at CA $442 found 3 days ago
Fri, Sep 4 - Sat, Sep 12
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $447 Roundtrip, found 2 days ago
CA $447
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Sep 4 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sat, Sep 12, priced at CA $447 found 2 days ago
Sat, Dec 12 - Tue, Dec 15
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $452 Roundtrip, found 16 hours ago
CA $452
Roundtrip
found 16 hours ago
Select Porter Airlines flight, departing Sat, Dec 12 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 15, priced at CA $452 found 16 hours ago
Thu, Oct 29 - Mon, Nov 2
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $466 Roundtrip, just found
CA $466
Roundtrip
just found
Select WestJet flight, departing Thu, Oct 29 from Stanfield Intl. to Owen Roberts Intl., returning Mon, Nov 2, priced at CA $466 just found
Sat, Mar 6 - Tue, Mar 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $469 Roundtrip, found 6 days ago
CA $469
Roundtrip
found 6 days ago
Select Air Transat flight, departing Sat, Mar 6 from Pearson Intl. to Owen Roberts Intl., returning Tue, Mar 16, priced at CA $469 found 6 days ago
Sat, Aug 29 - Sat, Sep 5
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $488 Roundtrip, found 1 day ago
CA $488
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 29 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Sep 5, priced at CA $488 found 1 day ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownOctober 3 to October 6CA $384
YULGeorge TownOctober 21 to October 28CA $442
BOSGeorge TownSeptember 4 to September 10CA $492
LGAGeorge TownSeptember 6 to September 14CA $492
ORDGeorge TownOctober 18 to October 22CA $493
YULWest EndAugust 26 to August 30CA $1,346
LHRGeorge TownOctober 6 to October 13CA $1,559
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownAugust 14 to August 21CA $547
YULGeorge TownAugust 15 to August 24CA $996
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
3.5-star property

The Reef Beach Resort, East End, Grand Cayman

Oct 8 - Oct 12

4 night stay

Toronto (YTO) to George Town (GCM)

Air Canada • Roundtrip • Coach
Price was CA $1,735, price is now CA $1,048 per person
CA $1,048
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Sep 4 - Sep 7

3 night stay

Toronto (YTO) to George Town (GCM)

American Airlines • Non-stop • Coach

George Town (GCM) to Toronto (YTO)

Air Canada • Non-stop • Coach
Price was CA $7,177, price is now CA $4,410 per person
CA $4,410
per person
found 1 day ago
The Westin Grand Cayman Seven Mile Beach Resort & Spa
4.5-star property

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Oct 8 - Oct 12

4 night stay

Toronto (YTO) to George Town (GCM)

Air Canada • Roundtrip • Coach
Price was CA $2,321, price is now CA $1,455 per person
CA $1,455
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 Governor's Beach are located nearby.
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 Governor's Beach and Seven Mile Beach are located nearby.
9.6/10 Exceptional! (1,001 reviews)
"We had a great time at The Ritz-Carlton, Grand Cayman. It’s an amazing resort for families with kids! The staff was lovely, welcoming, and attentive throughout our stay. The property is beautiful. We truly enjoyed our time there and would definitely come back!"

Reviewed on Aug 12, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this 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 Governor's Beach are located nearby.
9.8/10 Exceptional! (1,001 reviews)
"Gorgeous views, beautiful rooms, helpful staff, tasty food."

Reviewed on Aug 12, 2026

Opens in a new windowKimpton Seafire Resort + Spa by IHG
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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 Governor's Beach and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,000 reviews)
"I loved the loft style room, plenty of parking spots, daily hot breakfast … delicious!. Location, Location walking distance to a lot of restaurants. Enjoyed my stay!"

Reviewed on Aug 12, 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 $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 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 $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 $1,559. 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.

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