Flights To Cayman Islands - Cheap Flights Starting at CA $129

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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.

Mon, Jan 26 - Mon, Jan 26
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $211 Roundtrip, found 3 days ago
CA $211
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Mon, Jan 26 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Mon, Jan 26, priced at CA $211 found 3 days ago
Fri, Feb 20 - Fri, Feb 27
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $242 Roundtrip, found 2 days ago
CA $242
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Fri, Feb 20 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Fri, Feb 27, priced at CA $242 found 2 days ago
Tue, Jan 13 - Wed, Jan 14
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $258 Roundtrip, found 2 days ago
CA $258
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Jan 14, priced at CA $258 found 2 days ago
Fri, Feb 20 - Fri, Feb 27
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $259 Roundtrip, found 2 days ago
CA $259
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Fri, Feb 20 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Fri, Feb 27, priced at CA $259 found 2 days ago
Thu, Feb 19 - Thu, Feb 26
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $261 Roundtrip, found 3 days ago
CA $261
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Thu, Feb 19 from Owen Roberts Intl. to Edward Bodden Airfield, returning Thu, Feb 26, priced at CA $261 found 3 days ago
Thu, Jan 15 - Sun, Jan 18
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $264 Roundtrip, found 1 day ago
CA $264
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Thu, Jan 15 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sun, Jan 18, priced at CA $264 found 1 day ago
Thu, Feb 19 - Thu, Feb 26
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $264 Roundtrip, found 3 days ago
CA $264
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Thu, Feb 19 from Owen Roberts Intl. to Edward Bodden Airfield, returning Thu, Feb 26, priced at CA $264 found 3 days ago
Thu, Jan 15 - Sun, Jan 18
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $268 Roundtrip, found 1 day ago
CA $268
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Thu, Jan 15 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sun, Jan 18, priced at CA $268 found 1 day ago
Tue, Jan 27 - Wed, Jan 28
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $268 Roundtrip, found 3 days ago
CA $268
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Tue, Jan 27 from Owen Roberts Intl. to Edward Bodden Airfield, returning Wed, Jan 28, priced at CA $268 found 3 days ago
Thu, Feb 19 - Thu, Feb 26
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $269 Roundtrip, found 3 days ago
CA $269
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Thu, Feb 19 from Owen Roberts Intl. to Edward Bodden Airfield, returning Thu, Feb 26, priced at CA $269 found 3 days ago
Tue, Feb 17 - Tue, Feb 24
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $271 Roundtrip, found 2 hours ago
CA $271
Roundtrip
found 2 hours ago
Select Cayman Airways flight, departing Tue, Feb 17 from Owen Roberts Intl. to Edward Bodden Airfield, returning Tue, Feb 24, priced at CA $271 found 2 hours ago
Thu, Jan 15 - Sun, Jan 18
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $272 Roundtrip, found 1 day ago
CA $272
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Thu, Jan 15 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sun, Jan 18, priced at CA $272 found 1 day ago
Sat, Jun 20 - Sat, Jun 27
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $385 Roundtrip, found 2 hours ago
CA $385
Roundtrip
found 2 hours ago
Select WestJet flight, departing Sat, Jun 20 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 27, priced at CA $385 found 2 hours ago
Sun, Jan 18 - Sun, Jan 25
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $414 Roundtrip, found 22 hours ago
CA $414
Roundtrip
found 22 hours ago
Select Porter Airlines flight, departing Sun, Jan 18 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Sun, Jan 25, priced at CA $414 found 22 hours ago
Thu, Jan 22 - Mon, Jan 26
YKF
Region of Waterloo Intl.
GCM
Owen Roberts Intl.
CA $415 Roundtrip, found 3 days ago
CA $415
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Jan 22 from Region of Waterloo Intl. to Owen Roberts Intl., returning Mon, Jan 26, priced at CA $415 found 3 days ago
OriginDestinationTravel datesFlights from*
ORDGeorge TownJanuary 25 to January 29CA $358
EWRGeorge TownFebruary 19 to March 5CA $359
YYZGeorge TownJanuary 28 to February 4CA $392
YULGeorge TownMarch 5 to March 12CA $442
BOSGeorge TownFebruary 22 to March 1CA $478
LHRGeorge TownApril 17 to April 24CA $1,259
YYZWest EndFebruary 25 to March 4CA $1,319
YULWest EndMarch 12 to March 26CA $1,327
YULLittle CaymanApril 6 to April 13CA $1,351
FCOGeorge TownApril 2 to April 7CA $1,659
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownJanuary 18 to January 25CA $406
YULGeorge TownJanuary 17 to January 23CA $445
LHRGeorge TownJanuary 17 to January 24CA $1,548
*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 24 - Jan 31

7 night stay

Montreal (YUL) to George Town (GCM)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,431, price is now CA $2,281 per person
CA $2,281
per person
found 1 day ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Jan 24 - Jan 31

7 night stay

Montreal (YUL) to George Town (GCM)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $8,466, price is now CA $5,338 per person
CA $5,338
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Jan 24 - Jan 31

7 night stay

Montreal (YUL) to George Town (GCM)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $4,531, price is now CA $3,137 per person
CA $3,137
per person
found 1 day ago
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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! (672 reviews)
Great Hotel and Staff. Clean, modern rooms, amenities were great such as Breakfast included, Towel services, Beach access, shuttle service to most close locations. WE had a great stay!!!

Reviewed on Dec 30, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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! (464 reviews)
Everything was great

Reviewed on Jan 9, 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! (1,000 reviews)
Staff was wonderful especially Jaydon at reception. Courteous, professional and very helpful with restaurant recommendations

Reviewed on Jan 5, 2026

Opens in a new windowGrand Cayman Marriott Resort
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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.
9.6/10 Exceptional! (64 reviews)
Attentive, caring staff. Spotless room. Great location. Awesome onsite restaurants and gym.

Reviewed on Jan 5, 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 $211. 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 20 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 January 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 $211 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 $211 and CA $1,659. 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.