Cheap Flights to Cayman Islands from $117 (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, Aug 14 - Sat, Aug 21
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$338 Roundtrip, found 1 day ago
$338
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Sat, Aug 14 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Aug 21, priced at $338 found 1 day ago
Sat, Jul 10 - Tue, Jul 20
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$367 Roundtrip, just found
$367
Roundtrip
just found
Select American Airlines flight, departing Sat, Jul 10 from Miami Intl. to Owen Roberts Intl., returning Tue, Jul 20, priced at $367 just found
Tue, Dec 1 - Thu, Dec 3
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$378 Roundtrip, found 3 days ago
$378
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Dec 1 from Logan Intl. to Owen Roberts Intl., returning Thu, Dec 3, priced at $378 found 3 days ago
Mon, Nov 23 - Thu, Nov 26
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$378 Roundtrip, found 3 days ago
$378
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Nov 23 from O'Hare Intl. to Owen Roberts Intl., returning Thu, Nov 26, priced at $378 found 3 days ago
Wed, Nov 25 - Mon, Dec 14
LGA
LaGuardia
GCM
Owen Roberts Intl.
$378 Roundtrip, found 3 days ago
$378
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Nov 25 from LaGuardia to Owen Roberts Intl., returning Mon, Dec 14, priced at $378 found 3 days ago
Sun, Dec 6 - Tue, Dec 8
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$378 Roundtrip, found 2 days ago
$378
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Dec 6 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Tue, Dec 8, priced at $378 found 2 days ago
Sat, Oct 31 - Sun, Nov 1
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$382 Roundtrip, found 2 days ago
$382
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 31 from Miami Intl. to Owen Roberts Intl., returning Sun, Nov 1, priced at $382 found 2 days ago
Sat, Nov 7 - Wed, Nov 11
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$385 Roundtrip, found 5 days ago
$385
Roundtrip
found 5 days ago
Select United flight, departing Sat, Nov 7 from Logan Intl. to Owen Roberts Intl., returning Wed, Nov 11, priced at $385 found 5 days ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownNovember 6 to November 10$302
YULGeorge TownJanuary 16 to January 18$319
LGAGeorge TownDecember 1 to December 5$350
BOSGeorge TownJanuary 30 to February 6$364
ORDGeorge TownNovember 23 to November 26$378
LHRGeorge TownJanuary 24 to February 2$908
FCOGeorge TownDecember 30 to January 7$1,775
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSGeorge TownOctober 24 to October 28$418
EWRGeorge TownOctober 24 to October 28$418
ORDGeorge TownOctober 24 to October 28$418
YYZGeorge TownOctober 25 to November 1$633
LHRGeorge TownOctober 23 to October 24$5,215
*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

Nov 10 - Nov 15

5 night stay

Detroit (DTW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,051, price is now $1,167 per person
$1,167
per person
found 11 hours ago
The Grove and The Grove Too
5.0-star property

The Grove and The Grove Too

Dec 27 - Jan 3

7 night stay

Detroit (DTW) to George Town (GCM)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $5,982, price is now $3,749 per person
$3,749
per person
found 1 day ago
Point West Premier Rentals
4.0-star property

Point West Premier Rentals

Dec 27 - Jan 3

7 night stay

Detroit (DTW) to George Town (GCM)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $6,843, price is now $4,523 per person
$4,523
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.
9.6/10 Exceptional! (1,013 reviews)
"⭐⭐⭐⭐⭐ 5 Stars – An Absolutely Amazing Experience! Our experience at The Ritz-Carlton, Grand Cayman was absolutely incredible! Everything about this resort is exceptional. The property is breathtakingly beautiful, the facilities are luxurious and immaculate, and the beaches are simply stunning. The ..."

Reviewed on Oct 19, 2026

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 Camana Bay and Port of Georgetown are located nearby.
9.4/10 Exceptional! (1,001 reviews)
"Amenities and room needs updating. Lamps not working. Breakfast limited. Beds old and gotten insect bites."

Reviewed on Oct 19, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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
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Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
Book a stay at this family-friendly hotel in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and 2 meeting rooms. Popular attractions Seven Mile Beach and Camana Bay are located nearby.
9.6/10 Exceptional! (488 reviews)
"Very clean and well maintained A few steps from the beach"

Reviewed on Oct 19, 2026

Opens in a new windowGovernors Village Seven Mile Beach Corridor
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 $302. 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 August 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. $302 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 $302 and $5,215. 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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