Cheap Flights to Cayman Islands from $70 (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.

Sat, Dec 6 - Sat, Dec 13
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$244 Roundtrip, found 2 days ago
$244
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Dec 6 from O'Hare Intl. to Owen Roberts Intl., returning Sat, Dec 13, priced at $244 found 2 days ago
Sat, Dec 6 - Sat, Dec 13
LGA
LaGuardia
GCM
Owen Roberts Intl.
$244 Roundtrip, found 22 hours ago
$244
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Dec 6 from LaGuardia to Owen Roberts Intl., returning Sat, Dec 13, priced at $244 found 22 hours ago
Sat, Dec 6 - Sat, Dec 13
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$244 Roundtrip, found 22 hours ago
$244
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Dec 6 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Dec 13, priced at $244 found 22 hours ago
Thu, Jan 1 - Thu, Jan 8
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$256 Roundtrip, found 4 hours ago
$256
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Jan 1 from John F. Kennedy Intl. to Owen Roberts Intl., returning Thu, Jan 8, priced at $256 found 4 hours ago
Wed, Feb 25 - Sat, Mar 7
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Feb 25 from Logan Intl. to Owen Roberts Intl., returning Sat, Mar 7, priced at $258 found 3 days ago
Sat, Dec 13 - Thu, Dec 18
DFW
Dallas-Fort Worth Intl.
GCM
Owen Roberts Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Dec 13 from Dallas-Fort Worth Intl. to Owen Roberts Intl., returning Thu, Dec 18, priced at $274 found 1 day ago
Tue, Mar 17 - Sun, Mar 22
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$286 Roundtrip, found 2 days ago
$286
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Mar 17 from Miami Intl. to Owen Roberts Intl., returning Sun, Mar 22, priced at $286 found 2 days ago
Thu, Dec 4 - Tue, Dec 9
EKW
Miami Central Brightline Train Station
GCM
Owen Roberts Intl.
$327 Roundtrip, found 16 hours ago
$327
Roundtrip
found 16 hours ago
Select Accessrail flight, departing Thu, Dec 4 from Miami Central Brightline Train Station to Owen Roberts Intl., returning Tue, Dec 9, priced at $327 found 16 hours ago
OriginDestinationTravel DatesFlights From*
EWRGeorge TownDecember 6 to December 13$244
ORDGeorge TownDecember 6 to December 11$259
BOSGeorge TownDecember 3 to December 21$268
YYZGeorge TownDecember 24 to January 1$314
YULGeorge TownJanuary 13 to January 27$362
JFKWest EndJanuary 8 to January 13$398
JFKLittle CaymanDecember 14 to December 19$456
ORDWest EndNovember 26 to December 2$821
LHRGeorge TownFebruary 5 to February 9$896
BOSLittle CaymanFebruary 21 to February 27$905
SINGeorge TownJanuary 24 to January 30$1,608
FCOGeorge TownNovember 27 to November 30$1,669
YULLittle CaymanJanuary 10 to January 17$2,241
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownNovember 14 to November 20$271
JFKGeorge TownNovember 14 to November 17$333
ORDGeorge TownNovember 15 to November 21$373
BOSGeorge TownNovember 16 to November 24$384
YULGeorge TownNovember 15 to November 23$460
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
3.5-star property

Wyndham Reef Resort Grand Cayman

Dec 2 - Dec 7

5 night stay

Boston (BOS) to George Town (GCM)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,641, price is now $1,741 per person
$1,741
per person
found 1 day ago
Kimpton Seafire Resort + Spa by IHG
5.0-star property

Kimpton Seafire Resort + Spa by IHG

Dec 31 - Jan 4

4 night stay

Boston (BOS) to George Town (GCM)

United • Non-stop • Coach

George Town (GCM) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $6,067, price is now $3,148 per person
$3,148
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Dec 31 - Jan 4

4 night stay

Boston (BOS) to George Town (GCM)

United • Non-stop • Coach

George Town (GCM) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $3,398, price is now $2,032 per person
$2,032
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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! (623 reviews)
Front desk staff were amazing and so helpful and happy made our trip memorable

Reviewed on Nov 4, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star 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 Port of Georgetown are located nearby.
9.8/10 Exceptional! (950 reviews)
Outstanding staff and service

Reviewed on Nov 4, 2025

Opens in a new windowKimpton Seafire Resort + Spa 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! (1,001 reviews)
Everything at The Ritz Carlton is fantastic! The food, the service, and the people all make it our favorite beach destination every year!

Reviewed on Nov 4, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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! (428 reviews)
Staff was super nice. They were attentive and courteous. The room was clean and amenities were well kept. The pool was Fantastic!

Reviewed on Oct 31, 2025

Opens in a new windowHotel Indigo Grand Cayman by IHG
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 $244. 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 December 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. $244 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 $244 and $2,241. 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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