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

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panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea

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.

Sat, Jul 4 - Sat, Jul 4
CYB
Charles Kirkconnell Intl.
LYB
Edward Bodden Airfield
$81 Roundtrip, found 1 day ago
$81
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Jul 4 from Charles Kirkconnell Intl. to Edward Bodden Airfield, returning Sat, Jul 4, priced at $81 found 1 day ago
Sat, Jul 4 - Sat, Jul 4
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Jul 4 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Jul 4, priced at $153 found 1 day ago
Sun, Feb 7 - Thu, Feb 25
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 Sun, Feb 7 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, Feb 25, priced at $171 found 22 hours ago
Sat, Jul 4 - Sat, Jul 4
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Jul 4 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Jul 4, priced at $175 found 1 day ago
Thu, Jun 25 - Fri, Jun 26
CYB
Charles Kirkconnell Intl.
GCM
Owen Roberts Intl.
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Thu, Jun 25 from Charles Kirkconnell Intl. to Owen Roberts Intl., returning Fri, Jun 26, priced at $175 found 2 days ago
Sat, Apr 24 - Sat, Apr 24
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Cayman Airways flight, departing Sat, Apr 24 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sat, Apr 24, priced at $179 found 6 days ago
Fri, Sep 18 - Sun, Sep 20
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select Cayman Airways flight, departing Fri, Sep 18 from Miami Intl. to Owen Roberts Intl., returning Sun, Sep 20, priced at $287 just found
Tue, Jan 5 - Tue, Jan 12
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$319 Roundtrip, found 2 days ago
$319
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 5 from John F. Kennedy Intl. to Owen Roberts Intl., returning Tue, Jan 12, priced at $319 found 2 days ago
Fri, Dec 4 - Fri, Dec 11
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$331 Roundtrip, just found
$331
Roundtrip
just found
Select United flight, departing Fri, Dec 4 from Logan Intl. to Owen Roberts Intl., returning Fri, Dec 11, priced at $331 just found
Thu, Sep 3 - Thu, Sep 10
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$397 Roundtrip, just found
$397
Roundtrip
just found
Select Cayman Airways flight, departing Thu, Sep 3 from Tampa Intl. to Owen Roberts Intl., returning Thu, Sep 10, priced at $397 just found
Wed, Nov 18 - Fri, Nov 20
KIN
Norman Manley Intl.
GCM
Owen Roberts Intl.
$404 Roundtrip, found 12 hours ago
$404
Roundtrip
found 12 hours ago
Select Cayman Airways flight, departing Wed, Nov 18 from Norman Manley Intl. to Owen Roberts Intl., returning Fri, Nov 20, priced at $404 found 12 hours ago
OriginDestinationTravel DatesFlights From*
JFKGeorge TownAugust 29 to September 6$325
YYZGeorge TownSeptember 5 to September 12$326
BOSGeorge TownAugust 14 to August 22$364
YULGeorge TownSeptember 12 to September 21$404
ORDGeorge TownSeptember 23 to September 28$406
JFKLittle CaymanJuly 16 to July 22$626
LHRGeorge TownSeptember 10 to September 18$968
FCOGeorge TownJuly 20 to July 25$1,617
JFKWest EndAugust 12 to August 16$3,026
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LGAGeorge TownJune 19 to June 28$375
YYZGeorge TownJune 20 to June 24$619
BOSGeorge TownJune 19 to June 22$662
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
4.0-star property

Shangri-La Boutique Bed & Breakfast

Jun 26 - Jun 29

3 night stay

Charlotte (CLT) to George Town (GCM)

American Airlines • Roundtrip • Coach
Price was $2,665, price is now $1,153 per person
$1,153
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Jun 26 - Jun 29

3 night stay

Charlotte (CLT) to George Town (GCM)

American Airlines • Roundtrip • Coach
Price was $2,995, price is now $1,302 per person
$1,302
per person
found 1 day ago
The Sunshine Hotel and Suites
4.0-star property

The Sunshine Hotel and Suites

Jun 26 - Jun 29

3 night stay

Charlotte (CLT) to George Town (GCM)

American Airlines • Roundtrip • Coach
Price was $2,748, price is now $1,202 per person
$1,202
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! (672 reviews)
"This is a mixed review. The place is very clean. The staff were really nice and attentive. The food and service were excellent. We ate at the cafe, Bonnie moon beach, Catalina and drinks at Pom Pom. Restaurants: Bonnie moon was decent beach food, the drinks were good and service was very attentive. ..."

Reviewed on Jun 13, 2026

Opens in a new windowHotel Indigo Grand Cayman by IHG
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 Governor's Beach and Seven Mile Beach are located nearby.
9/10 Wonderful! (1,007 reviews)
"They are building a wall to prevent beach erosion so the beach outside the hotel is inaccessible and you have to walk quite a distance to get beach stuff"

Reviewed on Jun 11, 2026

Opens in a new windowGrand Cayman Marriott Resort
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! (1,003 reviews)
"Awesome place. We’ve been there several times. Family friendly but still great for us, an older couple. You won’t regret staying here. The entire staff is very friendly and accommodating. We’ll be back again."

Reviewed on May 31, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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 Seven Mile Beach are located nearby.
9.4/10 Exceptional! (1,024 reviews)
"Beach near by"

Reviewed on Jun 14, 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 $81. 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 20 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 July 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. $81 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 $81 and $3,026. 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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