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.

Thu, Feb 4 - Thu, Feb 11
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select Cayman Airways flight, departing Thu, Feb 4 from Miami Intl. to Owen Roberts Intl., returning Thu, Feb 11, priced at $287 just found
Fri, Aug 28 - Sun, Aug 30
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$292 Roundtrip, found 4 days ago
$292
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Aug 28 from Miami Intl. to Owen Roberts Intl., returning Sun, Aug 30, priced at $292 found 4 days ago
Sun, Oct 25 - Sun, Nov 1
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Oct 25 from Miami Intl. to Owen Roberts Intl., returning Sun, Nov 1, priced at $301 found 1 day ago
Sat, Sep 5 - Sun, Sep 13
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$330 Roundtrip, found 4 days ago
$330
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Sep 5 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sun, Sep 13, priced at $330 found 4 days ago
Tue, Aug 18 - Tue, Aug 25
LGA
LaGuardia
GCM
Owen Roberts Intl.
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 18 from LaGuardia to Owen Roberts Intl., returning Tue, Aug 25, priced at $343 found 1 day ago
Sat, Aug 22 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$343 Roundtrip, found 5 hours ago
$343
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Aug 22 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Wed, Aug 26, priced at $343 found 5 hours ago
Sat, Nov 7 - Sat, Nov 14
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$347 Roundtrip, found 2 days ago
$347
Roundtrip
found 2 days ago
Select United flight, departing Sat, Nov 7 from Logan Intl. to Owen Roberts Intl., returning Sat, Nov 14, priced at $347 found 2 days ago
Sat, Sep 5 - Sat, Sep 12
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$350 Roundtrip, found 3 days ago
$350
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Sep 5 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Sep 12, priced at $350 found 3 days ago
OriginDestinationTravel DatesFlights From*
JFKGeorge TownSeptember 5 to September 13$330
YYZGeorge TownSeptember 28 to October 8$343
BOSGeorge TownJuly 28 to August 4$349
YULGeorge TownOctober 9 to October 13$401
ORDGeorge TownSeptember 19 to October 3$432
JFKLittle CaymanAugust 3 to August 9$791
JFKWest EndJuly 30 to August 5$793
LHRGeorge TownSeptember 17 to September 23$956
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKGeorge TownJuly 4 to July 13$360
BOSGeorge TownJuly 4 to July 11$498
YYZGeorge TownJuly 4 to July 13$561
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
3.5-star property

The Reef Beach Resort, East End, Grand Cayman

Aug 23 - Aug 28

5 night stay

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,396, price is now $749 per person
$749
per person
found 1 day ago
Cayman Luxury Rentals at Tamarind Bay
3.0-star property

Cayman Luxury Rentals at Tamarind Bay

Aug 23 - Aug 28

5 night stay

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,680, price is now $1,063 per person
$1,063
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Aug 23 - Aug 28

5 night stay

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $8,159, price is now $5,182 per person
$5,182
per person
found 1 day ago
Don't see what you're looking for?
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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! (704 reviews)
"Courteous people"

Reviewed on Jun 28, 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! (1,000 reviews)
"We had a wonderful time here. All of the staff is extremely helpful and friendly. Even though the beach was closed for renovations, we had a wonderful time using the alternative set up at Jack’s. It was a great vacation."

Reviewed on Jun 22, 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! (1,001 reviews)
"There is no other hotel like it on the island! Amazing stay with my family!"

Reviewed on Jun 26, 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! (1,000 reviews)
"Hotel is perfectly located within walking distance from the gorgeous 7 miles beach and restaurants. The restaurant downstairs the hotel has awesome breakfast, lunch and dinner. The ice cream shop downstairs is amazing reminds me of ice cream back home in Jamaica. The staff at the hotel is very friendly ..."

Reviewed on Jun 24, 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 February 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 $956. 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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