Cheap Flights to Cayman Islands from $109 (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.

Fri, Aug 28 - Mon, Aug 31
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select Cayman Airways flight, departing Fri, Aug 28 from Miami Intl. to Owen Roberts Intl., returning Mon, Aug 31, priced at $287 just found
Tue, Sep 8 - Sat, Sep 12
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$301 Roundtrip, found 23 hours ago
$301
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Sep 8 from Miami Intl. to Owen Roberts Intl., returning Sat, Sep 12, priced at $301 found 23 hours ago
Mon, Oct 12 - Sun, Oct 18
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$331 Roundtrip, found 1 day ago
$331
Roundtrip
found 1 day 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 1 day ago
Sat, Aug 1 - Mon, Aug 3
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$347 Roundtrip, found 4 days ago
$347
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 1 from Miami Intl. to Owen Roberts Intl., returning Mon, Aug 3, priced at $347 found 4 days ago
Sat, Jun 5 - Sat, Jun 12
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$356 Roundtrip, found 3 days ago
$356
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Jun 5 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Jun 12, priced at $356 found 3 days ago
Fri, Jan 22 - Fri, Jan 29
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$369 Roundtrip, found 4 days ago
$369
Roundtrip
found 4 days ago
Select United flight, departing Fri, Jan 22 from Logan Intl. to Owen Roberts Intl., returning Fri, Jan 29, priced at $369 found 4 days ago
Fri, Sep 4 - Thu, Sep 10
LGA
LaGuardia
GCM
Owen Roberts Intl.
$394 Roundtrip, found 1 hour ago
$394
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Fri, Sep 4 from LaGuardia to Owen Roberts Intl., returning Thu, Sep 10, priced at $394 found 1 hour ago
Fri, Sep 11 - Mon, Sep 14
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$394 Roundtrip, found 1 day ago
$394
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Sep 11 from O'Hare Intl. to Owen Roberts Intl., returning Mon, Sep 14, priced at $394 found 1 day ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownSeptember 5 to September 12$319
JFKGeorge TownSeptember 21 to September 27$331
BOSGeorge TownAugust 23 to September 13$363
YULGeorge TownOctober 25 to November 1$369
ORDGeorge TownSeptember 9 to September 12$394
JFKWest EndOctober 5 to October 11$467
JFKLittle CaymanAugust 27 to September 2$577
LHRGeorge TownOctober 21 to October 30$846
YYZLittle CaymanOctober 3 to October 6$1,012
BKKGeorge TownOctober 15 to October 19$1,760
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSGeorge TownAugust 1 to August 8$568
YYZGeorge TownAugust 1 to August 8$844
JFKGeorge TownAugust 1 to August 4$891
ORDGeorge TownAugust 1 to August 8$1,483
LHRGeorge TownAugust 2 to August 3$3,535
*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 29 - Oct 4

5 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $1,837, price is now $1,238 per person
$1,238
per person
found 1 day ago
Conch Club Cottage
2.0-star property

Conch Club Cottage

Sep 14 - Sep 20

6 night stay

Newark Liberty Intl. Airport (EWR) to Little Cayman (LYB)

American Airlines • Non-stop roundtrip • Coach
Price was $4,826, price is now $1,548 per person
$1,548
per person
found 1 day ago
Black Urchin
4.5-star property

Black Urchin

Aug 1 - Aug 4

3 night stay

Dallas (DAL) to George Town (GCM)

Southwest Airlines • Non-stop • Coach

George Town (GCM) to Dallas (DAL)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $7,520, price is now $4,672 per person
$4,672
per person
found 10 hours 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! (780 reviews)
"Amazing Hotel, amazing experience!!! I give it a 100/10, rooms are clean and aestheatic, service is exceptional, foods and drinks super good. I recommend it 💯"

Reviewed on Jul 27, 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.
9.4/10 Exceptional! (1,004 reviews)
"The rooms were spacious and comfortable, but the property does not have much more to offer. No beach, small pool, small restaurant. If you only want a comfy place to crash - it’s a great option at a good price. But not a resort experience"

Reviewed on Jul 25, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
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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! (1,001 reviews)
"Clean, spacious room with an excellent view of the ocean! The staff was friendly, efficient and responsive to our needs. The buffet breakfast was very good with a tremendous selection of delicious food. We will stay there again!"

Reviewed on Jul 25, 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 $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 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. $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 $3,535. 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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