Cheap Flights to Cayman Islands from $94 (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.

Tue, Mar 10 - Tue, Mar 10
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Tue, Mar 10 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Tue, Mar 10, priced at $150 found 1 day ago
Mon, Dec 1 - Mon, Dec 1
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Mon, Dec 1 from Owen Roberts Intl. to Edward Bodden Airfield, returning Mon, Dec 1, priced at $169 found 2 days ago
Wed, Jun 3 - Sat, Jun 6
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select Cayman Airways flight, departing Wed, Jun 3 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Jun 6, priced at $171 found 2 hours ago
Wed, Aug 20 - Wed, Aug 20
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Wed, Aug 20 from Owen Roberts Intl. to Edward Bodden Airfield, returning Wed, Aug 20, priced at $172 found 1 day ago
Thu, Jul 17 - Sun, Jul 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Thu, Jul 17 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sun, Jul 20, priced at $173 found 1 day ago
Fri, Jul 25 - Sat, Jul 26
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Fri, Jul 25 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Jul 26, priced at $174 found 2 days ago
Wed, Jun 3 - Sat, Jun 6
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$184 Roundtrip, found 2 hours ago
$184
Roundtrip
found 2 hours ago
Select Cayman Airways flight, departing Wed, Jun 3 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sat, Jun 6, priced at $184 found 2 hours ago
Thu, Jul 17 - Sun, Jul 20
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Thu, Jul 17 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Sun, Jul 20, priced at $187 found 1 day ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownSeptember 20 to October 4$299
JFKGeorge TownOctober 11 to October 18$317
BOSGeorge TownSeptember 18 to September 25$330
YULGeorge TownOctober 11 to October 18$376
ORDGeorge TownAugust 25 to August 28$384
JFKWest EndSeptember 1 to September 7$483
JFKLittle CaymanAugust 18 to August 24$757
LHRGeorge TownOctober 1 to October 16$810
BOSWest EndJuly 30 to August 4$1,102
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownJuly 19 to July 26$383
LGAGeorge TownJuly 18 to July 28$488
BOSGeorge TownJuly 19 to July 26$761
LHRGeorge TownJuly 20 to August 18$1,348
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Aug 20 - Aug 24

4 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Aug 28 - Sep 3

6 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Galleon Villas by Hello Cayman Vacation
3.5-star property

Galleon Villas by Hello Cayman Vacation

Aug 28 - Sep 3

6 night stay

Dallas (DFW) 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 🏨

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
Stay at this 4.5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (289 reviews)
"Great location! Excellent customer service. Will visit again next year!"

Reviewed on Jul 11, 2025

Hotel Indigo Grand Cayman by IHG
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! (1,003 reviews)
"Amazing place , we are going to comeback soon!"

Reviewed on Jul 12, 2025

The Ritz-Carlton, Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
8.8/10 Excellent! (1,002 reviews)
"Everything was fantastic! Customer service was excellent! Staff was friendly and helpful. Food was great and beach was pristine! Happy hour was a hit. Evening entertainment was a nice chill vibe. Resort activities were also fun for the family. Great location, walkable to nearby restaurants. Will ..."

Reviewed on Jul 13, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
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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 beach locale. 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! (560 reviews)
"Great property. Amazing restaurant-Piper’s."

Reviewed on Jul 8, 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 $150. 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 March 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. $150 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 $150 and $1,348. 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.