Cheap Flights to Cayman Islands from $73 (2025/2026)

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Seven Mile Beach

Flights
Seven Mile Beach

West Bay

Flights
West Bay

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.

Sun, Nov 9 - Tue, Nov 18
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$270 Roundtrip, found 11 hours ago
$270
Roundtrip
found 11 hours ago
Select Delta flight, departing Sun, Nov 9 from Logan Intl. to Owen Roberts Intl., returning Tue, Nov 18, priced at $270 found 11 hours ago
Mon, Oct 20 - Wed, Oct 22
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$285 Roundtrip, found 1 hour ago
$285
Roundtrip
found 1 hour ago
Select Cayman Airways flight, departing Mon, Oct 20 from Miami Intl. to Owen Roberts Intl., returning Wed, Oct 22, priced at $285 found 1 hour ago
Tue, Jan 13 - Thu, Jan 15
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$286 Roundtrip, found 6 days ago
$286
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jan 13 from Tampa Intl. to Owen Roberts Intl., returning Thu, Jan 15, priced at $286 found 6 days ago
Sat, Nov 8 - Sat, Nov 15
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$289 Roundtrip, found 1 hour ago
$289
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Nov 8 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sat, Nov 15, priced at $289 found 1 hour ago
Tue, Nov 18 - Mon, Nov 24
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$310 Roundtrip, found 9 hours ago
$310
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Nov 18 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Mon, Nov 24, priced at $310 found 9 hours ago
Sat, Dec 6 - Thu, Dec 11
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$311 Roundtrip, found 6 hours ago
$311
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, Dec 6 from Philadelphia Intl. to Owen Roberts Intl., returning Thu, Dec 11, priced at $311 found 6 hours ago
Sat, Jan 10 - Sat, Jan 17
DCA
Ronald Reagan Washington National
GCM
Owen Roberts Intl.
$328 Roundtrip, found 14 hours ago
$328
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, Jan 10 from Ronald Reagan Washington National to Owen Roberts Intl., returning Sat, Jan 17, priced at $328 found 14 hours ago
Sat, Oct 18 - Sat, Oct 25
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 4 days ago
$348
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Sat, Oct 18 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Oct 25, priced at $348 found 4 days ago
OriginDestinationTravel DatesFlights From*
BOSGeorge TownOctober 27 to November 1$270
JFKGeorge TownOctober 18 to October 25$289
YYZGeorge TownOctober 31 to November 9$292
ORDGeorge TownDecember 3 to December 7$317
YULGeorge TownOctober 27 to October 31$349
JFKLittle CaymanOctober 20 to October 26$447
JFKWest EndOctober 23 to October 26$578
LHRGeorge TownNovember 14 to November 23$862
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LGAGeorge TownSeptember 28 to October 3$348
YYZGeorge TownSeptember 28 to October 15$403
ORDGeorge TownSeptember 28 to October 3$555
*Prices include taxes and fees

Travelers ❤️ These Cayman Islands 🏨

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! (900 reviews)
"Loved staying here will definitely return to this property the free wine bar at happy hour is great and love the library lounge they have just a cool vibe"

Reviewed on Sep 17, 2025

Opens in a new windowKimpton Seafire Resort + Spa 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! (1,003 reviews)
"Shower tiny , no restroom close to the beach"

Reviewed on Sep 8, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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! (391 reviews)
"Location on the seven mile beach"

Reviewed on Sep 21, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star 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! (1,008 reviews)
"Was a good stay"

Reviewed on Sep 19, 2025

Opens in a new windowGrand Cayman Marriott 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 $270. 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 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. $270 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 $270 and $862. 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.

Destinations in Cayman Islands

Top Flight Routes

Top Airlines

Top Airports

*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.