Flights To Cayman Islands - Cheap Flights Starting at CA $174

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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.

Tue, Jan 13 - Tue, Jan 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $233 Roundtrip, found 4 days ago
CA $233
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Jan 20, priced at CA $233 found 4 days ago
Sat, Feb 7 - Tue, Feb 24
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $234 Roundtrip, found 18 hours ago
CA $234
Roundtrip
found 18 hours ago
Select Cayman Airways flight, departing Sat, Feb 7 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Feb 24, priced at CA $234 found 18 hours ago
Tue, Jan 13 - Tue, Jan 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $236 Roundtrip, found 4 days ago
CA $236
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Jan 20, priced at CA $236 found 4 days ago
Sun, Feb 15 - Mon, Feb 16
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $240 Roundtrip, found 21 hours ago
CA $240
Roundtrip
found 21 hours ago
Select Cayman Airways flight, departing Sun, Feb 15 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Mon, Feb 16, priced at CA $240 found 21 hours ago
Tue, Jan 13 - Tue, Jan 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $251 Roundtrip, found 4 days ago
CA $251
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Tue, Jan 13 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Jan 20, priced at CA $251 found 4 days ago
Fri, Jan 30 - Sat, Jan 31
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $267 Roundtrip, found 4 days ago
CA $267
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Fri, Jan 30 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sat, Jan 31, priced at CA $267 found 4 days ago
Sat, Jun 13 - Sat, Jun 20
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $388 Roundtrip, found 2 days ago
CA $388
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Jun 13 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 20, priced at CA $388 found 2 days ago
Sat, Jun 6 - Sat, Jun 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $408 Roundtrip, found 2 days ago
CA $408
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Jun 6 from Pearson Intl. to Owen Roberts Intl., returning Sat, Jun 13, priced at CA $408 found 2 days ago
Fri, Jun 12 - Mon, Jun 15
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $414 Roundtrip, found 6 days ago
CA $414
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri, Jun 12 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Mon, Jun 15, priced at CA $414 found 6 days ago
Fri, Jan 16 - Tue, Jan 20
YHM
John C. Munro Hamilton Intl.
GCM
Owen Roberts Intl.
CA $414 Roundtrip, found 2 days ago
CA $414
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Jan 16 from John C. Munro Hamilton Intl. to Owen Roberts Intl., returning Tue, Jan 20, priced at CA $414 found 2 days ago
OriginDestinationTravel datesFlights from*
ORDGeorge TownJanuary 23 to January 29CA $341
EWRGeorge TownJanuary 18 to January 24CA $350
YYZGeorge TownJanuary 19 to January 26CA $407
BOSGeorge TownMarch 3 to March 8CA $410
YULGeorge TownMarch 26 to April 2CA $446
LHRGeorge TownMarch 9 to March 16CA $1,199
YYZWest EndJanuary 25 to January 30CA $1,311
YULWest EndApril 11 to April 18CA $1,317
YYZLittle CaymanApril 10 to April 17CA $1,338
YULLittle CaymanJanuary 17 to January 21CA $1,343
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSGeorge TownJanuary 10 to January 17CA $393
YYZGeorge TownJanuary 11 to January 12CA $407
YULGeorge TownJanuary 11 to January 18CA $460
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
VIDA Cayman
4.0-star property

VIDA Cayman

Feb 20 - Feb 27

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,584, price is now CA $2,415 per person
CA $2,415
per person
found 14 hours ago
Ocean Paradise
4.0-star property

Ocean Paradise

Feb 28 - Mar 7

7 night stay

Hamilton (YHM) to George Town (GCM)

Air Transat • Roundtrip • Coach
Price was CA $5,236, price is now CA $3,145 per person
CA $3,145
per person
found 1 day ago
Point West
4.0-star property

Point West

Feb 20 - Feb 27

7 night stay

Edmonton (YEG) to George Town (GCM)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,296, price is now CA $2,695 per person
CA $2,695
per person
found 14 hours 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! (668 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
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! (1,003 reviews)
The room was very clean. Hotel staff helpful. The extra classes that were added in over the holidays were a wonderful addition! This should be done routinely! We participated in a paint and sip class, an empanada making class and more. The fitness room, however, is in need of updates and mold eradication. ...

Reviewed on Jan 1, 2026

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! (459 reviews)
Staff are amazing, best service ever!

Reviewed on Dec 30, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
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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! (58 reviews)
Property and staff were great. New building has kinks still to be worked out. Through that process Bryan did his best to accommodate us

Reviewed on Dec 29, 2025

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 $233. 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 18 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 $233 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 $233 and CA $1,343. 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.