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

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Seven Mile Beach

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Seven Mile Beach

North Side

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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.

Fri, Jan. 16 - Fri, Jan. 16
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $230 Roundtrip, found 4 days ago
CA $230
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Fri, Jan. 16 from Owen Roberts Intl. to Edward Bodden Airfield, returning Fri, Jan. 16, priced at CA $230 found 4 days ago
Sun, Dec. 21 - Sun, Dec. 28
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $233 Roundtrip, found 1 day ago
CA $233
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sun, Dec. 21 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sun, Dec. 28, priced at CA $233 found 1 day ago
Fri, Jan. 23 - Wed, Jan. 28
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $250 Roundtrip, found 6 days ago
CA $250
Roundtrip
found 6 days ago
Select Cayman Airways flight, departing Fri, Jan. 23 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Jan. 28, priced at CA $250 found 6 days ago
Fri, Jan. 16 - Fri, Jan. 16
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $258 Roundtrip, found 4 days ago
CA $258
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Fri, Jan. 16 from Owen Roberts Intl. to Edward Bodden Airfield, returning Fri, Jan. 16, priced at CA $258 found 4 days ago
Sat, Dec. 20 - Mon, Dec. 22
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $259 Roundtrip, found 1 day ago
CA $259
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Dec. 20 from Owen Roberts Intl. to Edward Bodden Airfield, returning Mon, Dec. 22, priced at CA $259 found 1 day ago
Wed, Aug. 13 - Thu, Aug. 14
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $263 Roundtrip, found 4 days ago
CA $263
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Wed, Aug. 13 from Owen Roberts Intl. to Edward Bodden Airfield, returning Thu, Aug. 14, priced at CA $263 found 4 days ago
Fri, Jan. 16 - Fri, Jan. 16
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $266 Roundtrip, found 4 days ago
CA $266
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Fri, Jan. 16 from Owen Roberts Intl. to Edward Bodden Airfield, returning Fri, Jan. 16, priced at CA $266 found 4 days ago
Sun, Dec. 21 - Sun, Dec. 28
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
CA $267 Roundtrip, found 1 day ago
CA $267
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sun, Dec. 21 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sun, Dec. 28, priced at CA $267 found 1 day ago
Wed, Aug. 13 - Thu, Aug. 14
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $271 Roundtrip, found 4 days ago
CA $271
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Wed, Aug. 13 from Owen Roberts Intl. to Edward Bodden Airfield, returning Thu, Aug. 14, priced at CA $271 found 4 days ago
Fri, Jan. 16 - Fri, Jan. 16
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
CA $274 Roundtrip, found 4 days ago
CA $274
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Fri, Jan. 16 from Owen Roberts Intl. to Edward Bodden Airfield, returning Fri, Jan. 16, priced at CA $274 found 4 days ago
Sat, Sep. 6 - Sat, Sep. 13
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
CA $408 Roundtrip, found 4 hours ago
CA $408
Roundtrip
found 4 hours ago
Select WestJet flight, departing Sat, Sep. 6 from Pearson Intl. to Owen Roberts Intl., returning Sat, Sep. 13, priced at CA $408 found 4 hours ago
Sat, Sep. 13 - Sat, Sep. 20
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
CA $462 Roundtrip, found 4 days ago
CA $462
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Sep. 13 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sat, Sep. 20, priced at CA $462 found 4 days ago
Fri, Oct. 3 - Thu, Oct. 9
YOW
Macdonald-Cartier Intl.
GCM
Owen Roberts Intl.
CA $514 Roundtrip, found 3 days ago
CA $514
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Oct. 3 from Macdonald-Cartier Intl. to Owen Roberts Intl., returning Thu, Oct. 9, priced at CA $514 found 3 days ago
OriginDestinationTravel datesFlights from*
YYZGeorge TownSeptember 6 to September 13CA $408
JFKGeorge TownAugust 14 to August 17CA $445
YULGeorge TownOctober 4 to October 11CA $492
BOSGeorge TownJuly 26 to August 2CA $882
YYZWest EndSeptember 19 to September 26CA $1,309
FCOGeorge TownAugust 14 to August 21CA $1,711
LHRGeorge TownJuly 25 to August 2CA $1,733
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZGeorge TownJuly 19 to July 22CA $522
YULGeorge TownJuly 20 to July 27CA $763
JFKGeorge TownJuly 19 to July 26CA $903
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Morritts Tortuga Club
3.5-star property

Morritts Tortuga Club

Sep 12 - Sep 19

7 night stay

Toronto (YYZ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Galleon Villas by Hello Cayman Vacation
3.5-star property

Galleon Villas by Hello Cayman Vacation

Sep 12 - Sep 19

7 night stay

Toronto (YYZ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Sep 12 - Sep 19

7 night stay

Toronto (YYZ) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
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
Stay at this 4.5-star 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! (288 reviews)
"incredible stay from start to finish! The staff was warm and welcoming, the room was spotless and comfortable, and the amenities were top notch. HIGHLY RECOMMEND!!!"

Reviewed on Jul. 9, 2025

Hotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,000 reviews)
"Great property even better staff. Our home away from home will be back next year for our 10th visit."

Reviewed on Jul. 6, 2025

The Ritz-Carlton, Grand Cayman
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 4-star 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.
9/10 Wonderful! (560 reviews)
"Great property. Amazing restaurant-Piper’s."

Reviewed on Jul. 8, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star 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 Port of Georgetown are located nearby.
9.8/10 Exceptional! (834 reviews)
"First time visiting the island and can’t say enough about the friendliness of EVERYONE! Hotel was absolutely beautiful and is so well taken care of. My only con is the pool is very small and the adult pool is extremely small. My husband and i are empty nesters and there were SO many young kids that ..."

Reviewed on Jul. 5, 2025

Kimpton Seafire Resort + Spa by IHG
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 $230. 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 17 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 $230 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 $230 and CA $1,733. 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.