Cheap Flights to Cayman Islands from $90 (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, Nov 15 - Sat, Nov 22
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov 15 from Logan Intl. to Owen Roberts Intl., returning Sat, Nov 22, priced at $270 found 1 day ago
Sat, Dec 6 - Thu, Dec 11
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Dec 6 from Tampa Intl. to Owen Roberts Intl., returning Thu, Dec 11, priced at $286 found 1 day ago
Fri, Dec 5 - Sat, Dec 13
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$311 Roundtrip, found 4 days ago
$311
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Fri, Dec 5 from O'Hare Intl. to Owen Roberts Intl., returning Sat, Dec 13, priced at $311 found 4 days ago
Sat, Dec 6 - Thu, Dec 18
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$311 Roundtrip, found 5 days ago
$311
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Dec 6 from Philadelphia Intl. to Owen Roberts Intl., returning Thu, Dec 18, priced at $311 found 5 days ago
Tue, Dec 16 - Sun, Dec 21
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Dec 16 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sun, Dec 21, priced at $323 found 6 days ago
Wed, Jan 14 - Sat, Jan 17
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$325 Roundtrip, just found
$325
Roundtrip
just found
Select Cayman Airways flight, departing Wed, Jan 14 from Miami Intl. to Owen Roberts Intl., returning Sat, Jan 17, priced at $325 just found
Wed, Dec 3 - Sat, Dec 6
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$328 Roundtrip, found 1 day ago
$328
Roundtrip
found 1 day ago
Select United flight, departing Wed, Dec 3 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Dec 6, priced at $328 found 1 day ago
Tue, Dec 9 - Sat, Dec 13
LGA
LaGuardia
GCM
Owen Roberts Intl.
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Dec 9 from LaGuardia to Owen Roberts Intl., returning Sat, Dec 13, priced at $343 found 1 day ago
Sat, Oct 4 - Sat, Oct 11
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$348 Roundtrip, found 3 days ago
$348
Roundtrip
found 3 days ago
Select Cayman Airways flight, departing Sat, Oct 4 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Oct 11, priced at $348 found 3 days ago
OriginDestinationTravel DatesFlights From*
BOSGeorge TownNovember 15 to November 22$270
YYZGeorge TownOctober 30 to November 6$288
ORDGeorge TownDecember 3 to December 7$311
JFKGeorge TownDecember 16 to December 22$323
YULGeorge TownDecember 3 to December 8$431
JFKLittle CaymanOctober 5 to October 12$447
JFKWest EndOctober 12 to October 18$453
BOSWest EndNovember 27 to December 5$710
LHRGeorge TownOctober 30 to November 15$938
ORDLittle CaymanOctober 1 to October 6$1,018
YYZLittle CaymanOctober 2 to October 6$1,753
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownSeptember 20 to October 4$346
LGAGeorge TownSeptember 19 to September 21$355
ORDGeorge TownSeptember 21 to September 29$502
JFKWest EndSeptember 21 to September 24$643
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Conch Club Cottage
3.0-star property

Conch Club Cottage

Nov 22 - Nov 28

6 night stay

New York (NYC) to Little Cayman (LYB)

American Airlines • Non-stop • Coach

Little Cayman (LYB) to New York (NYC)

Air Canada • Non-stop • Coach
Save 100% on your flight
Price was $1,778, price is now $1,173 per person
$1,173
per person
found 1 day ago
Hotel Indigo Grand Cayman by IHG
4.5-star property

Hotel Indigo Grand Cayman by IHG

Nov 23 - Nov 27

4 night stay

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,166, price is now $1,224 per person
$1,224
per person
found 1 day ago
Kimpton Seafire Resort + Spa by IHG
5.0-star property

Kimpton Seafire Resort + Spa by IHG

Oct 1 - Oct 6

5 night stay

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,903, price is now $1,254 per person
$1,254
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

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! (896 reviews)
"We had a wonderful 7 day stay at the Seafire. The staff was amazing from the moment we checked in, to Daniele on the beach to staff in the restaurant at breakfast and those at valet parking. Our room was beautiful a walkin shower was divine. We will definitely return!"

Reviewed on Sep 16, 2025

Opens in a new windowKimpton Seafire Resort + Spa by IHG
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! (383 reviews)
"This place is exceptional. I got a suite & it was spacious & modern with two balconies. Location was nice right near 7 mile beach with a safe 2 minute walk to the beach. Roof top bar was a plus. The drinks and food were fresh & delicious. I am coming back. Hotel is more suited for couples & older ..."

Reviewed on Sep 15, 2025

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, 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! (1,003 reviews)
"Shower tiny , no restroom close to the beach"

Reviewed on Sep 8, 2025

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star 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! (1,000 reviews)
"We had a wonderful time at this property! The hospitality was amazing.. great staff! They’re super respectful and helpful, which made my stay even better! I would highly recommend this property."

Reviewed on Sep 5, 2025

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 $270. 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 17 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 November 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. $270 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 $270 and $1,753. 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.

Destinations in Cayman Islands

Top Flight Routes

Top Airlines

Top Airports

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.