Flights To Cayman Islands - Cheap Flights Starting at CA $176

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panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea

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.

Mon, Apr 13 - Mon, Apr 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $402 Roundtrip, just found
CA $402
Roundtrip
just found
Select WestJet flight, departing Mon, Apr 13 from Pearson Intl. to Owen Roberts Intl., returning Mon, Apr 20, priced at CA $402 just found
Thu, Jun 11 - Mon, Jun 15
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $437 Roundtrip, found 2 hours ago
CA $437
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Thu, Jun 11 from Pearson Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $437 found 2 hours ago
Thu, Apr 9 - Thu, Apr 16
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $440 Roundtrip, found 1 hour ago
CA $440
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Thu, Apr 9 from Pearson Intl. to Owen Roberts Intl., returning Thu, Apr 16, priced at CA $440 found 1 hour ago
Thu, May 28 - Thu, Jun 4
YHZ
Stanfield Intl.
GCM
Owen Roberts Intl.
CA $456 Roundtrip, found 2 hours ago
CA $456
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Thu, May 28 from Stanfield Intl. to Owen Roberts Intl., returning Thu, Jun 4, priced at CA $456 found 2 hours ago
Mon, Apr 20 - Thu, Apr 23
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $459 Roundtrip, found 6 days ago
CA $459
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Apr 20 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Thu, Apr 23, priced at CA $459 found 6 days ago
Thu, Jun 4 - Mon, Jun 8
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $463 Roundtrip, found 1 hour ago
CA $463
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Jun 4 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Mon, Jun 8, priced at CA $463 found 1 hour ago
Fri, Apr 10 - Fri, Apr 17
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $477 Roundtrip, just found
CA $477
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Apr 10 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Fri, Apr 17, priced at CA $477 just found
Mon, Apr 13 - Fri, Apr 17
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $485 Roundtrip, found 2 days ago
CA $485
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Apr 13 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Fri, Apr 17, priced at CA $485 found 2 days ago
OriginDestinationTravel datesFlights from*
BOSGeorge TownMay 2 to May 11CA $390
YYZGeorge TownApril 9 to April 16CA $402
YULGeorge TownJune 4 to June 8CA $463
EWRGeorge TownMay 28 to June 2CA $463
ORDGeorge TownApril 18 to April 24CA $548
YYZLittle CaymanMay 19 to May 25CA $1,346
LHRGeorge TownApril 13 to April 20CA $1,381
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YULGeorge TownMarch 29 to April 8CA $554
YYZGeorge TownMarch 29 to March 30CA $596
BOSGeorge TownMarch 28 to April 1CA $686
*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

Apr 30 - May 7

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,251, price is now CA $2,216 per person
CA $2,216
per person
found 21 hours ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Apr 30 - May 7

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,697, price is now CA $3,131 per person
CA $3,131
per person
found 21 hours ago
Le Soleil d'Or CaymanBrac
3.5-star property

Le Soleil d'Or CaymanBrac

Jun 6 - Jun 13

7 night stay

Toronto (YTO) to Little Cayman (LYB)

Air Canada • Coach

Little Cayman (LYB) to Toronto (YTO)

Cayman Airways • Coach
Price was CA $3,913, price is now CA $2,791 per person
CA $2,791
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.
9.8/10 Exceptional! (565 reviews)
Amazing

Reviewed on Mar 24, 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! (1,009 reviews)
The staff was amazing and greeted our family every time they saw us with smiles and nice words. The wait staff at the pool side was phenomenal. The food was delightful, and the evening smores to gelato was delicious.

Reviewed on Mar 24, 2026

Opens in a new windowGrand Cayman Marriott Resort
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. 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.
9.2/10 Wonderful! (1,000 reviews)
clean room, swim up bar

Reviewed on Mar 23, 2026

Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
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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.
9.6/10 Exceptional! (1,000 reviews)
The friendliest staff I’ve ever encountered and they were excellent with children! Beach seating was our only issue. Food was decent but not great.

Reviewed on Mar 21, 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 $390. 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 $390 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 $390 and CA $1,381. 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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