Cheap Flights to Cayman Islands from $62 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Cayman Islands's top cities

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, Mar 19 - Sun, Mar 22
FLL
Fort Lauderdale - Hollywood Intl.
GCM
Owen Roberts Intl.
$223 Roundtrip, found 3 hours ago
$223
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Mar 19 from Fort Lauderdale - Hollywood Intl. to Owen Roberts Intl., returning Sun, Mar 22, priced at $223 found 3 hours ago
Thu, Apr 30 - Tue, May 5
FLL
Fort Lauderdale - Hollywood Intl.
GCM
Owen Roberts Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Apr 30 from Fort Lauderdale - Hollywood Intl. to Owen Roberts Intl., returning Tue, May 5, priced at $247 found 1 day ago
Mon, Mar 23 - Thu, Mar 26
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Mar 23 from Miami Intl. to Owen Roberts Intl., returning Thu, Mar 26, priced at $247 found 6 days ago
Wed, Apr 1 - Tue, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
GCM
Owen Roberts Intl.
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Apr 1 from Fort Lauderdale - Hollywood Intl. to Owen Roberts Intl., returning Tue, Apr 14, priced at $261 found 4 days ago
Thu, May 28 - Thu, Jun 4
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$278 Roundtrip, found 4 days ago
$278
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, May 28 from Logan Intl. to Owen Roberts Intl., returning Thu, Jun 4, priced at $278 found 4 days ago
Sun, Mar 22 - Thu, Mar 26
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$293 Roundtrip, found 4 hours ago
$293
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sun, Mar 22 from Tampa Intl. to Owen Roberts Intl., returning Thu, Mar 26, priced at $293 found 4 hours ago
Sun, Mar 22 - Thu, Mar 26
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$293 Roundtrip, found 4 hours ago
$293
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sun, Mar 22 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Thu, Mar 26, priced at $293 found 4 hours ago
Sun, Mar 22 - Sat, Mar 28
LGA
LaGuardia
GCM
Owen Roberts Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Mar 22 from LaGuardia to Owen Roberts Intl., returning Sat, Mar 28, priced at $309 found 2 days ago
Tue, Apr 14 - Tue, Apr 21
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$311 Roundtrip, found 3 hours ago
$311
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Apr 14 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Tue, Apr 21, priced at $311 found 3 hours ago
OriginDestinationTravel DatesFlights From*
BOSGeorge TownMay 28 to June 4$278
YYZGeorge TownApril 7 to April 9$279
EWRGeorge TownMarch 22 to March 26$293
YULGeorge TownApril 11 to April 17$342
ORDGeorge TownJune 3 to June 8$355
JFKWest EndApril 1 to April 14$562
BOSLittle CaymanMay 8 to May 28$774
LHRGeorge TownMay 14 to May 18$953
JFKLittle CaymanApril 8 to April 12$3,038
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKGeorge TownMarch 15 to March 19$351
ORDGeorge TownMarch 14 to March 21$420
BOSGeorge TownMarch 14 to March 17$568
YYZGeorge TownMarch 15 to March 17$591
*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

May 21 - May 26

5 night stay

Boston (BOS) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $1,477, price is now $953 per person
$953
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Apr 16 - Apr 21

5 night stay

Boston (BOS) to George Town (GCM)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,610, price is now $1,558 per person
$1,558
per person
found 1 day ago
Cayman Luxury Rentals at The Grove
3.5-star property

Cayman Luxury Rentals at The Grove

May 21 - May 26

5 night stay

Boston (BOS) to George Town (GCM)

Air Canada • Non-stop • Coach

George Town (GCM) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $1,621, price is now $1,120 per person
$1,120
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Cayman Islands
View all trips

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 Port of Georgetown are located nearby.
9.8/10 Exceptional! (538 reviews)
Beautiful hotel and grounds. Staff could not have been any more pleasant! From the front desk to the housekeeping staff. Thank you. Rooms facing East (Harbor View) overlook a pretty busy highway. Balcony was nice but went unused due to the noise. Room was quiet with the sliding door shut luckily. ...

Reviewed on Mar 6, 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 Port of Georgetown and Seven Mile Beach are located nearby.
8.8/10 Excellent! (1,006 reviews)
We looked over the ocean and the patio. The view was beautiful. Only complaint is the music during the day and the evenings without bands was tough to listen too. Need to change it up and less electronic sounding. The live music was very good and enjoyed on our balcony.

Reviewed on Mar 4, 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 Seven Mile Beach and Port of Georgetown are located nearby.
9.6/10 Exceptional! (1,006 reviews)
Ritz was the best! Restaurants awesome! Beach was the best.

Reviewed on Feb 28, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. 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.
9.2/10 Wonderful! (1,007 reviews)
Spa was very relaxing

Reviewed on Mar 3, 2026

Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
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 $223. 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 16 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. $223 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 $223 and $3,038. 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.

Explore More Ways to Travel with Travelocity