Cheap Flights to Cayman Islands from $50 (2026/2027)

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Jet to one of Cayman Islands's top cities

A coastal city with a beach, clear blue waters, and a distant ship.

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.

Thu, Nov 26 - Thu, Nov 26
CYB
Charles Kirkconnell Intl.
LYB
Edward Bodden Airfield
$79 Roundtrip, found 13 hours ago
$79
Roundtrip
found 13 hours ago
Select Cayman Airways flight, departing Thu, Nov 26 from Charles Kirkconnell Intl. to Edward Bodden Airfield, returning Thu, Nov 26, priced at $79 found 13 hours ago
Wed, Dec 30 - Wed, Dec 30
CYB
Charles Kirkconnell Intl.
GCM
Owen Roberts Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Wed, Dec 30 from Charles Kirkconnell Intl. to Owen Roberts Intl., returning Wed, Dec 30, priced at $150 found 1 day ago
Sat, Nov 14 - Sat, Nov 14
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Nov 14 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Nov 14, priced at $150 found 1 day ago
Wed, May 26 - Thu, May 27
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$171 Roundtrip, found 22 hours ago
$171
Roundtrip
found 22 hours ago
Select Cayman Airways flight, departing Wed, May 26 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, May 27, priced at $171 found 22 hours ago
Sat, Feb 27 - Sat, Feb 27
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$179 Roundtrip, found 20 hours ago
$179
Roundtrip
found 20 hours ago
Select Cayman Airways flight, departing Sat, Feb 27 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sat, Feb 27, priced at $179 found 20 hours ago
Wed, May 26 - Thu, May 27
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$183 Roundtrip, found 22 hours ago
$183
Roundtrip
found 22 hours ago
Select Cayman Airways flight, departing Wed, May 26 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, May 27, priced at $183 found 22 hours ago
Wed, May 26 - Thu, May 27
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$196 Roundtrip, found 22 hours ago
$196
Roundtrip
found 22 hours ago
Select Cayman Airways flight, departing Wed, May 26 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, May 27, priced at $196 found 22 hours ago
Wed, Dec 23 - Wed, Dec 30
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$200 Roundtrip, found 9 hours ago
$200
Roundtrip
found 9 hours ago
Select Cayman Airways flight, departing Wed, Dec 23 from Owen Roberts Intl. to Edward Bodden Airfield, returning Wed, Dec 30, priced at $200 found 9 hours ago
Thu, Dec 10 - Mon, Dec 14
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$397 Roundtrip, found 6 hours ago
$397
Roundtrip
found 6 hours ago
Select Cayman Airways flight, departing Thu, Dec 10 from Tampa Intl. to Owen Roberts Intl., returning Mon, Dec 14, priced at $397 found 6 hours ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownDecember 3 to December 10$260
YULGeorge TownNovember 16 to November 23$277
BOSGeorge TownJanuary 16 to February 13$364
EWRGeorge TownNovember 28 to December 7$371
ORDGeorge TownNovember 17 to November 26$413
LHRGeorge TownNovember 10 to November 24$887
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownOctober 30 to November 2$310
YULGeorge TownNovember 1 to December 17$406
LGAGeorge TownOctober 30 to November 1$435
ORDGeorge TownOctober 30 to November 1$455
BOSGeorge TownOctober 31 to November 7$944
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Grove and The Grove Too
5.0-star property

The Grove and The Grove Too

Jan 14 - Jan 17

3 night stay

Atlanta (ATL) to George Town (GCM)

Delta • Coach

George Town (GCM) to Atlanta (ATL)

Southwest Airlines • Coach
Price was $1,854, price is now $1,244 per person
$1,244
per person
found 1 day ago
Point West Premier Rentals
4.0-star property

Point West Premier Rentals

Dec 4 - Dec 8

4 night stay

Atlanta (ATL) to George Town (GCM)

Delta • Coach

George Town (GCM) to Atlanta (ATL)

Air Canada • Coach
Price was $2,760, price is now $1,830 per person
$1,830
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Dec 4 - Dec 8

4 night stay

Atlanta (ATL) to George Town (GCM)

Delta • Coach

George Town (GCM) to Atlanta (ATL)

Air Canada • Coach
Price was $8,188, price is now $5,581 per person
$5,581
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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 Governor's Beach and Seven Mile Beach are located nearby.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this 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 Governor's Beach are located nearby.
Opens in a new windowKimpton Seafire Resort + Spa by IHG
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
Book a stay at this family-friendly hotel in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and 2 meeting rooms. Popular attractions Seven Mile Beach and Camana Bay are located nearby.
9.6/10 Exceptional! (492 reviews)
"Great location. Short walk to the beach. Apartment was beautiful and well equipped Would absolutely stay here again"

Reviewed on Oct 26, 2026

Opens in a new windowGovernors Village Seven Mile Beach Corridor
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Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach 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 Camana Bay and Port of Georgetown are located nearby.
9/10 Wonderful! (1,003 reviews)
"Great location and easy to get to from airport. Loved the beach and pool area. The attendants were very helpful with making sure you had umbrellas if you wanted shade. We ate at the pool/beach grill for an early dinner and that was very good as well. I thought food and drinks were on the expensive ..."

Reviewed on Oct 26, 2026

Opens in a new windowGrand Cayman Marriott Beach Resort
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 $79. 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 16 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 November 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. $79 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 $79 and $944. 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.
How long is the average flight to Cayman Islands?
Listed here are a selection of leading direct flights to Cayman Islands along with their average journey times:

  • West End (CYB-Gerrard Smith Intl.) to Owen Roberts Intl. Airport (GCM) - 39 minutes
  • Little Cayman (LYB-Edward Bodden Airfield) to Owen Roberts Intl. Airport (GCM) - 35 minutes
  • Miami, FL (MIA-Miami Intl.) to Owen Roberts Intl. Airport (GCM) - 1 hour and 29 minutes

What can I expect on a flight to Cayman Islands?
This mostly depends on where you're setting off from and which airline you choose. You're likely to find all types of flights to Cayman Islands, from premium fares to cheap flights for family vacations. For long-haul flights, airlines will typically provide hot meals and entertainment as well as games for your little ones.

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