Cheap Flights to Cayman Islands from $105 (2026/2027)

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panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea

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, Jul 9 - Sun, Jul 12
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select Cayman Airways flight, departing Thu, Jul 9 from Miami Intl. to Owen Roberts Intl., returning Sun, Jul 12, priced at $287 just found
Wed, Jul 1 - Sat, Jul 11
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$292 Roundtrip, found 4 days ago
$292
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jul 1 from Miami Intl. to Owen Roberts Intl., returning Sat, Jul 11, priced at $292 found 4 days ago
Tue, Jan 12 - Tue, Jan 19
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$319 Roundtrip, found 17 hours ago
$319
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Tue, Jan 12 from John F. Kennedy Intl. to Owen Roberts Intl., returning Tue, Jan 19, priced at $319 found 17 hours ago
Sun, Nov 8 - Mon, Nov 16
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$319 Roundtrip, found 6 days ago
$319
Roundtrip
found 6 days ago
Select United flight, departing Sun, Nov 8 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Mon, Nov 16, priced at $319 found 6 days ago
Sat, Jun 27 - Sat, Jul 4
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select United flight, departing Sat, Jun 27 from Logan Intl. to Owen Roberts Intl., returning Sat, Jul 4, priced at $321 found 5 days ago
Sun, Jan 24 - Sat, Jan 30
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$321 Roundtrip, found 6 days ago
$321
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Jan 24 from Logan Intl. to Owen Roberts Intl., returning Sat, Jan 30, priced at $321 found 6 days ago
Tue, Oct 27 - Tue, Nov 3
LGA
LaGuardia
GCM
Owen Roberts Intl.
$323 Roundtrip, found 3 days ago
$323
Roundtrip
found 3 days ago
Select United flight, departing Tue, Oct 27 from LaGuardia to Owen Roberts Intl., returning Tue, Nov 3, priced at $323 found 3 days ago
Sat, Sep 26 - Sat, Oct 3
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$350 Roundtrip, found 2 days ago
$350
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Sat, Sep 26 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Oct 3, priced at $350 found 2 days ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownAugust 31 to September 3$295
JFKGeorge TownAugust 29 to September 2$320
ORDGeorge TownAugust 26 to August 31$364
YULGeorge TownAugust 30 to September 7$375
BOSGeorge TownSeptember 11 to September 14$377
JFKWest EndJuly 27 to August 5$597
JFKLittle CaymanJuly 16 to July 22$626
LHRGeorge TownSeptember 17 to September 21$970
FCOGeorge TownJuly 27 to August 25$2,147
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownJune 13 to June 20$338
EWRGeorge TownJune 13 to June 15$349
ORDGeorge TownJune 13 to June 15$349
BOSGeorge TownJune 12 to June 20$383
LHRGeorge TownJune 12 to June 18$1,173
*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 2 - Sep 7

5 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop • Coach

George Town (GCM) to Dallas (DFW)

Air Canada • Non-stop • Coach
Price was $1,713, price is now $1,113 per person
$1,113
per person
found 1 day ago
Cayman Luxury Rentals at Tamarind Bay
2.5-star property

Cayman Luxury Rentals at Tamarind Bay

Aug 21 - Aug 28

7 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,595, price is now $1,671 per person
$1,671
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Jul 18 - Jul 22

4 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $9,177, price is now $6,021 per person
$6,021
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
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! (664 reviews)
"Our stay was wonderful. The property was very well maintained. The staff were all lovely!"

Reviewed on Jun 7, 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! (1,004 reviews)
"Eliminate all the too many fees. 18% tip is up to me and not them. They could improve on food for children selection. Other than that it was a nice stay. Beach is starting to come back and water is spectacular I’d come back for sure but please don’t tax us to death"

Reviewed on Jun 6, 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! (1,000 reviews)
"Awesome place. We’ve been there several times. Family friendly but still great for us, an older couple. You won’t regret staying here. The entire staff is very friendly and accommodating. We’ll be back again."

Reviewed on May 31, 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! (1,015 reviews)
"The room was nice, clean, and large. The free "made to order" breakfast was wonderful, and the service was amazing. The pool area was small, but there were several loungers with tables. Beach chairs, towels, and bags were provided for guests which was a nice amenity considering the close proximity ..."

Reviewed on Jun 6, 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 July 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 $2,147. 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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