Cheap Flights to Cayman Islands from $134 (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.

Sat, Dec 5 - Sat, Dec 12
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$338 Roundtrip, found 3 days ago
$338
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Dec 5 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Dec 12, priced at $338 found 3 days ago
Thu, Dec 24 - Mon, Jan 4
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$367 Roundtrip, found 4 days ago
$367
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Dec 24 from Miami Intl. to Owen Roberts Intl., returning Mon, Jan 4, priced at $367 found 4 days ago
Fri, Oct 30 - Mon, Nov 2
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$367 Roundtrip, found 5 hours ago
$367
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Oct 30 from Miami Intl. to Owen Roberts Intl., returning Mon, Nov 2, priced at $367 found 5 hours ago
Sat, Nov 28 - Sat, Dec 5
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$392 Roundtrip, just found
$392
Roundtrip
just found
Select American Airlines flight, departing Sat, Nov 28 from Logan Intl. to Owen Roberts Intl., returning Sat, Dec 5, priced at $392 just found
Sat, Nov 28 - Sat, Dec 5
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$392 Roundtrip, just found
$392
Roundtrip
just found
Select United flight, departing Sat, Nov 28 from Logan Intl. to Owen Roberts Intl., returning Sat, Dec 5, priced at $392 just found
Tue, Dec 8 - Sun, Dec 13
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$396 Roundtrip, found 5 days ago
$396
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Dec 8 from Logan Intl. to Owen Roberts Intl., returning Sun, Dec 13, priced at $396 found 5 days ago
Thu, Feb 18 - Mon, Feb 22
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$397 Roundtrip, just found
$397
Roundtrip
just found
Select Cayman Airways flight, departing Thu, Feb 18 from Tampa Intl. to Owen Roberts Intl., returning Mon, Feb 22, priced at $397 just found
Sat, Dec 12 - Wed, Dec 23
MIA
Miami Intl.
LYB
Edward Bodden Airfield
$404 Roundtrip, found 3 days ago
$404
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Dec 12 from Miami Intl. to Edward Bodden Airfield, returning Wed, Dec 23, priced at $404 found 3 days ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownNovember 18 to November 24$258
JFKGeorge TownDecember 6 to December 10$350
BOSGeorge TownDecember 6 to December 9$360
YULGeorge TownNovember 24 to December 1$365
ORDGeorge TownDecember 8 to December 17$419
LHRGeorge TownOctober 22 to November 4$940
YYZWest EndNovember 26 to November 29$1,005
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRGeorge TownOctober 11 to October 24$411
ORDGeorge TownOctober 11 to December 18$575
YYZGeorge TownOctober 11 to October 18$646
BOSGeorge TownOctober 10 to October 17$847
YULGeorge TownOctober 10 to October 17$1,041
LHRGeorge TownOctober 11 to October 30$1,053
*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

Oct 19 - Oct 23

4 night stay

Atlanta (ATL) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $1,521, price is now $981 per person
$981
per person
found 1 day ago
Cocoplum 10 in George Town
2.0-star property

Cocoplum 10 in George Town

Oct 22 - Oct 26

4 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $4,098, price is now $1,987 per person
$1,987
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Oct 19 - Oct 23

4 night stay

Atlanta (ATL) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $6,856, price is now $4,383 per person
$4,383
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 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 Seven Mile Beach and Camana Bay are located nearby.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
1350 W Bay Rd Seven Mile Beach West Bay
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Camana Bay are located nearby.
Opens in a new windowThe Grove and The Grove Too
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 Camana Bay and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,006 reviews)
"Sin dudarlo se recomí"

Reviewed on Oct 4, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this 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 Camana Bay are located nearby.
Opens in a new windowKimpton Seafire Resort + Spa by IHG
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 $258. 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 December 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. $258 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 $258 and $1,053. 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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