Cheap Flights to Cayman Islands from $93 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

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, Oct 17 - Sat, Oct 24
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$146 Roundtrip, found 7 hours ago
$146
Roundtrip
found 7 hours ago
Select Cayman Airways flight, departing Sat, Oct 17 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Oct 24, priced at $146 found 7 hours ago
Thu, Sep 10 - Wed, Sep 16
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$148 Roundtrip, found 8 hours ago
$148
Roundtrip
found 8 hours ago
Select Cayman Airways flight, departing Thu, Sep 10 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Sep 16, priced at $148 found 8 hours ago
Wed, Dec 23 - Wed, Dec 23
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$150 Roundtrip, found 17 hours ago
$150
Roundtrip
found 17 hours ago
Select Cayman Airways flight, departing Wed, Dec 23 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Dec 23, priced at $150 found 17 hours ago
Wed, Dec 23 - Wed, Dec 30
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Wed, Dec 23 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Dec 30, priced at $171 found 4 days ago
Wed, Aug 5 - Wed, Aug 12
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Wed, Aug 5 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Aug 12, priced at $173 found 3 days ago
Fri, Aug 7 - Mon, Aug 10
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Cayman Airways flight, departing Fri, Aug 7 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Mon, Aug 10, priced at $173 found 5 days ago
Wed, Jan 13 - Wed, Jan 13
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Wed, Jan 13 from Owen Roberts Intl. to Edward Bodden Airfield, returning Wed, Jan 13, priced at $179 found 1 day ago
Wed, Dec 23 - Wed, Dec 23
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$184 Roundtrip, found 17 hours ago
$184
Roundtrip
found 17 hours ago
Select Cayman Airways flight, departing Wed, Dec 23 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Wed, Dec 23, priced at $184 found 17 hours ago
Thu, Aug 27 - Sun, Aug 30
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 6 hours ago
$287
Roundtrip
found 6 hours ago
Select Cayman Airways flight, departing Thu, Aug 27 from Miami Intl. to Owen Roberts Intl., returning Sun, Aug 30, priced at $287 found 6 hours ago
Thu, Sep 10 - Sun, Sep 13
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$321 Roundtrip, found 2 hours ago
$321
Roundtrip
found 2 hours ago
Select Cayman Airways flight, departing Thu, Sep 10 from Tampa Intl. to Owen Roberts Intl., returning Sun, Sep 13, priced at $321 found 2 hours ago
Mon, Oct 12 - Sun, Oct 18
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$331 Roundtrip, found 4 days ago
$331
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Mon, Oct 12 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sun, Oct 18, priced at $331 found 4 days ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownOctober 15 to October 22$295
YULGeorge TownOctober 22 to October 25$326
JFKGeorge TownOctober 12 to October 18$331
ORDGeorge TownOctober 18 to October 24$357
BOSGeorge TownOctober 23 to October 30$357
LHRGeorge TownSeptember 10 to October 22$991
FCOGeorge TownAugust 20 to August 25$1,914
JFKWest EndAugust 29 to September 5$3,021
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownAugust 7 to August 8$633
ORDGeorge TownAugust 8 to August 14$701
LGAGeorge TownAugust 7 to August 13$728
LHRGeorge TownAugust 7 to September 9$2,143
*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

Sep 4 - Sep 8

4 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,453, price is now $1,108 per person
$1,108
per person
found 14 hours ago
Cayman Luxury Rentals at Coral Bay
3.0-star property

Cayman Luxury Rentals at Coral Bay

Sep 22 - Sep 26

4 night stay

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

American Airlines • Non-stop roundtrip • Coach
Price was $4,970, price is now $1,753 per person
$1,753
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Sep 9 - Sep 13

4 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,164, price is now $1,149 per person
$1,149
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to Cayman Islands
View all trips

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! (796 reviews)
"Everything was excellent!"

Reviewed on Aug 3, 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.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
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.
Opens in a new windowThe Locale Hotel Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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! (1,004 reviews)
"The staff was top notch, the property was beautiful and the food was excellent!"

Reviewed on Aug 1, 2026

Opens in a new windowGrand Cayman Marriott Resort
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 $146. 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 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. $146 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 $146 and $3,021. 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.

Explore More Ways to Travel with Travelocity