Cheap Flights to Cayman Islands from $46 (2025/2026)

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

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.

Thu, Jan 1 - Sun, Jan 4
FLL
Fort Lauderdale - Hollywood Intl.
GCM
Owen Roberts Intl.
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Jan 1 from Fort Lauderdale - Hollywood Intl. to Owen Roberts Intl., returning Sun, Jan 4, priced at $188 just found
Tue, Feb 10 - Sat, Feb 14
FLL
Fort Lauderdale - Hollywood Intl.
GCM
Owen Roberts Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Feb 10 from Fort Lauderdale - Hollywood Intl. to Owen Roberts Intl., returning Sat, Feb 14, priced at $208 found 1 day ago
Sat, Jan 31 - Sat, Feb 7
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$233 Roundtrip, just found
$233
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 31 from Logan Intl. to Owen Roberts Intl., returning Sat, Feb 7, priced at $233 just found
Thu, Jan 22 - Sat, Jan 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$235 Roundtrip, found 4 hours ago
$235
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Thu, Jan 22 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Jan 31, priced at $235 found 4 hours ago
Tue, Aug 4 - Sun, Aug 9
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$246 Roundtrip, just found
$246
Roundtrip
just found
Select Cayman Airways flight, departing Tue, Aug 4 from Miami Intl. to Owen Roberts Intl., returning Sun, Aug 9, priced at $246 just found
Thu, Jan 22 - Sat, Jan 31
LGA
LaGuardia
GCM
Owen Roberts Intl.
$247 Roundtrip, found 4 hours ago
$247
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Thu, Jan 22 from LaGuardia to Owen Roberts Intl., returning Sat, Jan 31, priced at $247 found 4 hours ago
Wed, Mar 25 - Tue, Mar 31
FLL
Fort Lauderdale - Hollywood Intl.
GCM
Owen Roberts Intl.
$260 Roundtrip, found 5 hours ago
$260
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Mar 25 from Fort Lauderdale - Hollywood Intl. to Owen Roberts Intl., returning Tue, Mar 31, priced at $260 found 5 hours ago
Mon, Jan 5 - Wed, Jan 7
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$276 Roundtrip, found 2 days ago
$276
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jan 5 from Miami Intl. to Owen Roberts Intl., returning Wed, Jan 7, priced at $276 found 2 days ago
Sat, Feb 7 - Thu, Feb 12
BWI
Baltimore Washington Intl. Thurgood Marshall
GCM
Owen Roberts Intl.
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Feb 7 from Baltimore Washington Intl. Thurgood Marshall to Owen Roberts Intl., returning Thu, Feb 12, priced at $283 found 2 days ago
Sat, Feb 7 - Sun, Feb 8
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$308 Roundtrip, found 6 hours ago
$308
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Feb 7 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sun, Feb 8, priced at $308 found 6 hours ago
OriginDestinationTravel DatesFlights From*
BOSGeorge TownJanuary 31 to February 7$233
EWRGeorge TownJanuary 22 to January 31$235
ORDGeorge TownJanuary 22 to January 29$247
YYZGeorge TownJanuary 13 to January 29$280
YULGeorge TownJanuary 15 to January 19$332
JFKWest EndFebruary 9 to February 15$398
LHRGeorge TownJanuary 28 to February 8$805
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRGeorge TownDecember 27 to December 31$595
ORDGeorge TownDecember 27 to January 1$866
BOSGeorge TownDecember 27 to January 3$932
JFKWest EndDecember 28 to December 31$1,088
JFKLittle CaymanDecember 28 to December 31$1,282
YYZGeorge TownDecember 27 to January 1$1,359
YULGeorge TownDecember 28 to January 3$1,904
*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

Jan 26 - Jan 31

5 night stay

Boston (BOS) to George Town (GCM)

Delta • Non-stop • Coach

George Town (GCM) to Boston (BOS)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,519, price is now $1,041 per person
$1,041
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Jan 17 - Jan 24

7 night stay

Hartford (BDL) to George Town (GCM)

JetBlue Airways • Non-stop • Coach

George Town (GCM) to Hartford (BDL)

American Airlines • Non-stop • Coach
Price was $3,372, price is now $2,203 per person
$2,203
per person
found 1 day ago
Point West
4.0-star property

Point West

Mar 2 - Mar 6

4 night stay

Boston (BOS) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,769, price is now $1,238 per person
$1,238
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 🏨

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 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.
9.2/10 Wonderful! (663 reviews)
We enjoyed the stay

Reviewed on Dec 23, 2025

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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.
9.6/10 Exceptional! (445 reviews)
Amazing place to stay in grand cayman . Great stay for families as well. Every single detail of your stay will be taken care of. Highly recommend. Definitely rent a car if you’re comfortable though since you’re limited to local establishments and have to take public transport or taxis

Reviewed on Dec 10, 2025

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! (1,003 reviews)
Rooms were very nice and clean. Adequate space on balcony in the jr suite. Food and beverage service was great. Bad thing was there is no sand beach in front of resort.

Reviewed on Dec 21, 2025

Opens in a new windowGrand Cayman Marriott Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Grove

The Grove

5 out of 5
1350 W Bay Rd Seven Mile Beach West Bay
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.8/10 Exceptional! (52 reviews)
Everything was within walking distance, food, beach, the pool. Perfect stay

Reviewed on Dec 17, 2025

Opens in a new windowThe Grove
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 $188. 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 18 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 January 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. $188 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 $188 and $1,904. 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