Flights To Cayman Islands - Cheap Flights Starting at CA $150

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Cayman Islands's top cities

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, Feb 5 - Tue, Feb 10
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $343 Roundtrip, found 1 day ago
CA $343
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Feb 5 from Pearson Intl. to Owen Roberts Intl., returning Tue, Feb 10, priced at CA $343 found 1 day ago
Sat, Jun 6 - Sat, Jun 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $349 Roundtrip, found 7 hours ago
CA $349
Roundtrip
found 7 hours ago
Select WestJet flight, departing Sat, Jun 6 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 13, priced at CA $349 found 7 hours ago
Thu, Dec 25 - Sat, Jan 3
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $361 Roundtrip, found 1 day ago
CA $361
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Dec 25 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jan 3, priced at CA $361 found 1 day ago
Sat, Apr 18 - Sat, Apr 25
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $370 Roundtrip, found 5 hours ago
CA $370
Roundtrip
found 5 hours ago
Select Air Transat flight, departing Sat, Apr 18 from Pearson Intl. to Owen Roberts Intl., returning Sat, Apr 25, priced at CA $370 found 5 hours ago
Fri, Jan 23 - Sun, Jan 25
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $392 Roundtrip, found 5 hours ago
CA $392
Roundtrip
found 5 hours ago
Select Porter Airlines flight, departing Fri, Jan 23 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sun, Jan 25, priced at CA $392 found 5 hours ago
Thu, Jan 15 - Thu, Jan 22
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $406 Roundtrip, found 8 hours ago
CA $406
Roundtrip
found 8 hours ago
Select Porter Airlines flight, departing Thu, Jan 15 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Thu, Jan 22, priced at CA $406 found 8 hours ago
Thu, Jan 15 - Thu, Jan 22
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $409 Roundtrip, found 6 hours ago
CA $409
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Jan 15 from John C. Munro Hamilton Intl. to Owen Roberts Intl., returning Thu, Jan 22, priced at CA $409 found 6 hours ago
Sat, Jun 6 - Sat, Jun 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $409 Roundtrip, found 7 hours ago
CA $409
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Sat, Jun 6 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 13, priced at CA $409 found 7 hours ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownJanuary 9 to January 15CA $367
YULGeorge TownJanuary 15 to January 22CA $406
JFKGeorge TownMarch 25 to April 1CA $428
JFKWest EndJanuary 8 to January 14CA $547
LHRGeorge TownJanuary 15 to January 23CA $1,226
YYZWest EndJanuary 11 to January 18CA $1,320
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownDecember 26 to January 23CA $776
YULGeorge TownDecember 27 to January 1CA $981
BOSGeorge TownDecember 26 to January 1CA $1,191
*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

Jan 23 - Jan 30

7 night stay

Ottawa (YOW) to George Town (GCM)

Porter Airlines • Roundtrip • Coach
Price was CA $2,860, price is now CA $1,914 per person
CA $1,914
per person
found 1 day ago
Le Soleil d'Or CaymanBrac
3.5-star property

Le Soleil d'Or CaymanBrac

Feb 23 - Mar 2

7 night stay

Ottawa (YOW) to West End (CYB)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,056, price is now CA $2,799 per person
CA $2,799
per person
found 1 day ago
Grand Cayman Marriott Resort
4.5-star property

Grand Cayman Marriott Resort

Jan 13 - Jan 20

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,605, price is now CA $2,680 per person
CA $2,680
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Ottawa to Cayman Islands
View all trips

Travelers ❤️ These Cayman Islands 🏨

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way Seven Mile Beach
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
9.2/10 Wonderful! (658 reviews)
Room was spotless, staff were extremely professional and attentive to every request. I really had a good time and would definitely recommend it to anyone.

Reviewed on Dec 17, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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! (1,004 reviews)
Staff was very friendly and helpful

Reviewed on Dec 13, 2025

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! (445 reviews)
Amazing place to stay in grand cayman . Great stay for families as well. Every single detail of your stay will be taken care of. Highly recommend. Definitely rent a car if you’re comfortable though since you’re limited to local establishments and have to take public transport or taxis

Reviewed on Dec 10, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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! (1,002 reviews)
Excellent plce to stay, very comfortable bed slept really well. So thoughtful of staff to give me takeaway break because i didn't have time to ear as was due at airport. Definitely stay at this place again highly recommended 👌

Reviewed on Dec 18, 2025

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 $343. 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 February 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 $343 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 $343 and CA $1,320. 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.