Cheap Flights to Cayman Islands from $113 (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.

Wed, May 28 - Sat, May 31
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$325 Roundtrip, just found
$325
Roundtrip
just found
Select Cayman Airways flight, departing Wed, May 28 from Miami Intl. to Owen Roberts Intl., returning Sat, May 31, priced at $325 just found
Wed, Jan 7 - Sun, Jan 11
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$330 Roundtrip, found 11 hours ago
$330
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Jan 7 from Miami Intl. to Owen Roberts Intl., returning Sun, Jan 11, priced at $330 found 11 hours ago
Sat, Nov 22 - Sat, Nov 29
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 1 day ago
$348
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Nov 22 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Nov 29, priced at $348 found 1 day ago
Sun, Nov 2 - Sat, Nov 8
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$365 Roundtrip, found 6 hours ago
$365
Roundtrip
found 6 hours ago
Select Cayman Airways flight, departing Sun, Nov 2 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sat, Nov 8, priced at $365 found 6 hours ago
Fri, Oct 3 - Wed, Oct 8
LGA
LaGuardia
GCM
Owen Roberts Intl.
$380 Roundtrip, found 5 hours ago
$380
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Oct 3 from LaGuardia to Owen Roberts Intl., returning Wed, Oct 8, priced at $380 found 5 hours ago
Wed, May 28 - Tue, Jun 3
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$380 Roundtrip, found 9 hours ago
$380
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Tue, Jun 3, priced at $380 found 9 hours ago
Fri, Jul 4 - Tue, Jul 8
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$380 Roundtrip, found 1 day ago
$380
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 4 from John F. Kennedy Intl. to Owen Roberts Intl., returning Tue, Jul 8, priced at $380 found 1 day ago
Fri, May 30 - Sun, Jun 1
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$395 Roundtrip, just found
$395
Roundtrip
just found
Select Cayman Airways flight, departing Fri, May 30 from Tampa Intl. to Owen Roberts Intl., returning Sun, Jun 1, priced at $395 just found
OriginDestinationTravel DatesFlights From*
YYZGeorge TownAugust 12 to August 18$333
LGAGeorge TownMay 26 to June 4$380
BOSGeorge TownMay 31 to June 7$420
ORDGeorge TownJune 1 to June 5$510
YULGeorge TownJune 28 to July 5$607
JFKLittle CaymanJuly 17 to July 26$637
JFKWest EndMay 26 to May 28$758
YYZWest EndMay 18 to May 20$831
LHRGeorge TownAugust 13 to August 25$1,115
ORDLittle CaymanMay 18 to May 26$1,579
YULLittle CaymanMay 29 to June 5$2,225
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRGeorge TownMay 11 to May 19$429
BOSGeorge TownMay 10 to May 17$434
YYZGeorge TownMay 9 to May 13$499
ORDGeorge TownMay 11 to May 18$588
JFKLittle CaymanMay 11 to May 14$698
YYZWest EndMay 11 to May 16$747
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at The Grove
3.5-star property

Cayman Luxury Rentals at The Grove

May 26 - Jun 2

7 night stay

Boston (BOS) to George Town (GCM)

Delta • Non-stop • Coach

George Town (GCM) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 17 hours ago
Black Urchin
4.5-star property

Black Urchin

Jul 16 - Jul 20

4 night stay

Boston (BOS) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Club Suites at Rum Point
4.0-star property

Club Suites at Rum Point

Jul 16 - Jul 20

4 night stay

Boston (BOS) 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 🏨

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! (976 reviews)
"Staff and facility amazing"

Reviewed on Apr 27, 2025

The Ritz-Carlton, Grand Cayman
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 a full-service spa, 2 restaurants, and 2 bars/lounges. 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! (1,000 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr 28, 2025

Grand Cayman Marriott Resort
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 3.5-star 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 Port of Georgetown and Seven Mile Beach are located nearby.
9.4/10 Exceptional! (854 reviews)
"It was a beautiful place to stay & the staff was fantastic!"

Reviewed on May 3, 2025

The Locale Hotel Grand Cayman
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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 health club. 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! (526 reviews)
"Very nice restaurant. My only issue is that the housekeeping staff kept turning the air to a freezing temp. We came to the islands for balmy. Every time I turned the air off it was back to 60 degrees when we returned, even with repeated requests."

Reviewed on May 2, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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 $325. 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 May 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. $325 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 $325 and $2,225. 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.