Cheap Flights to Cayman Islands from $109 (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.

Fri, Oct 23 - Sun, Oct 25
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 1 hour ago
$287
Roundtrip
found 1 hour ago
Select Cayman Airways flight, departing Fri, Oct 23 from Miami Intl. to Owen Roberts Intl., returning Sun, Oct 25, priced at $287 found 1 hour ago
Wed, Jul 29 - Mon, Aug 3
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$292 Roundtrip, found 3 days ago
$292
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jul 29 from Miami Intl. to Owen Roberts Intl., returning Mon, Aug 3, priced at $292 found 3 days ago
Mon, Sep 14 - Sun, Sep 20
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$331 Roundtrip, just found
$331
Roundtrip
just found
Select Cayman Airways flight, departing Mon, Sep 14 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sun, Sep 20, priced at $331 just found
Mon, Mar 8 - Thu, Mar 11
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$340 Roundtrip, found 4 days ago
$340
Roundtrip
found 4 days ago
Select United flight, departing Mon, Mar 8 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Thu, Mar 11, priced at $340 found 4 days ago
Sat, Jan 23 - Sat, Jan 30
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$343 Roundtrip, found 3 days ago
$343
Roundtrip
found 3 days ago
Select United flight, departing Sat, Jan 23 from Logan Intl. to Owen Roberts Intl., returning Sat, Jan 30, priced at $343 found 3 days ago
Tue, Nov 3 - Mon, Nov 9
LGA
LaGuardia
GCM
Owen Roberts Intl.
$343 Roundtrip, found 4 days ago
$343
Roundtrip
found 4 days ago
Select United flight, departing Tue, Nov 3 from LaGuardia to Owen Roberts Intl., returning Mon, Nov 9, priced at $343 found 4 days ago
Wed, Jul 29 - Mon, Aug 3
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$344 Roundtrip, found 3 days ago
$344
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jul 29 from Miami Intl. to Owen Roberts Intl., returning Mon, Aug 3, priced at $344 found 3 days ago
Sat, Sep 26 - Sat, Oct 3
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Sep 26 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Oct 3, priced at $350 found 1 day ago
OriginDestinationTravel DatesFlights From*
JFKGeorge TownSeptember 7 to September 13$331
BOSGeorge TownSeptember 12 to September 19$343
YYZGeorge TownSeptember 17 to September 21$380
YULGeorge TownOctober 16 to October 21$451
ORDGeorge TownOctober 18 to October 25$458
JFKWest EndJuly 30 to August 5$793
LHRGeorge TownAugust 23 to September 7$1,048
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LGAGeorge TownJuly 12 to July 19$478
ORDGeorge TownJuly 12 to July 20$681
YYZGeorge TownJuly 11 to July 18$846
BOSGeorge TownJuly 11 to July 18$881
LHRGeorge TownJuly 10 to March 24$1,176
YULGeorge TownJuly 12 to July 19$1,290
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
London House Seven Mile Beach Cayman
3.0-star property

London House Seven Mile Beach Cayman

Aug 7 - Aug 10

3 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,292, price is now $1,380 per person
$1,380
per person
found 5 hours ago
Fabulous one Bedroom in West Bay
2.0-star property

Fabulous one Bedroom in West Bay

Aug 13 - Aug 18

5 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,447, price is now $1,505 per person
$1,505
per person
found 1 day ago
S4 BP Steps to Beach Entire Apartment
2.0-star property

S4 BP Steps to Beach Entire Apartment

Aug 13 - Aug 18

5 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,615, price is now $1,660 per person
$1,660
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
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 Governor's Beach are located nearby.
9.8/10 Exceptional! (720 reviews)
"I loved the property, the staff, the rooms, the oceanview!!! EVERYTHING!"

Reviewed on Jul 5, 2026

Opens in a new windowHotel Indigo Grand Cayman by IHG
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.
9.6/10 Exceptional! (1,005 reviews)
"Customer service is second to none!"

Reviewed on Jul 4, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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 Governor's Beach are located nearby.
9/10 Wonderful! (1,002 reviews)
"Did not expect free kayaks and water toys on the beach - also great location - walk to most restaurants"

Reviewed on Jul 2, 2026

Opens in a new windowGrand Cayman Marriott Resort
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The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Governor's Beach and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,005 reviews)
"We had a wonderful stay at The Locale Hotel Grand Cayman. The location was excellent—just a short walk to Seven Mile Beach, making it easy to enjoy the beautiful water without needing a car. There were also plenty of great restaurants nearby, so finding delicious meals was never a problem. One of ..."

Reviewed on Jul 2, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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 $287. 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 October 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. $287 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 $287 and $1,290. 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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