$78 Cheap flights to Cayman Islands

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Top places to visit in Cayman Islands

Seven Mile Beach

West Bay

Cheap flights to Cayman Islands from $78 One Way, $152 Round Trip

$152 return flights and $78 one-way flights to Cayman Islands were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 14 - Fri, Nov 14

GCM

Grand Cayman

CYB

Cayman Brac

$152

Roundtrip

found 4 days ago

Tue, Nov 4 - Tue, Nov 4

GCM

Grand Cayman

LYB

Little Cayman

$171

Roundtrip

found 15 hours ago

Wed, Dec 24 - Thu, Dec 25

JFK

New York

GCM

Grand Cayman

$256

Roundtrip

found 17 hours ago

Sat, Jan 17 - Sat, Jan 24

JFK

New York

GCM

Grand Cayman

$290

Roundtrip

found 1 day ago

Sat, Nov 29 - Sat, Dec 6

JFK

New York

GCM

Grand Cayman

$304

Roundtrip

found 1 hour ago

Thu, Nov 27 - Thu, Dec 4

MIA

Miami

GCM

Grand Cayman

$306

Roundtrip

found 3 days ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
YYZ	George Town	October 31 to November 9	$290
JFK	George Town	November 1 to November 3	$314
BOS	George Town	October 31 to November 2	$322
ORD	George Town	November 1 to November 13	$370
LHR	George Town	November 1 to November 4	$1,486

*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort

1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman

$363 nightly

$406 total

Nov 15 - Nov 16

Total with taxes and fees

Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...

8.8/10 Excellent! (1,000 reviews)

Great place to be at!

Reviewed on Aug 7, 2025

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way, Seven Mile Beach, Grand Cayman

$674 nightly

$754 total

Oct 31 - Nov 1

Total with taxes and fees

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 ...

9.8/10 Exceptional! (933 reviews)

Stunning hotel. Friendly staff and excellent service. Definitely five star!

Reviewed on Oct 24, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman

Fully refundableReserve now, pay when you stay

$518 nightly

$580 total

Oct 31 - Nov 1

Total with taxes and fees

Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. Our guests praise the helpful staff and ...

9/10 Wonderful! (1,004 reviews)

Great stretch of beach, fantastic foods and drink, very warm staff and nice room

Reviewed on Oct 16, 2025

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Grand Cayman Marriott Resort

389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman

Fully refundableReserve now, pay when you stay

$411 nightly

$460 total

Oct 29 - Oct 30

Total with taxes and fees

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 ...

8.8/10 Excellent! (1,001 reviews)

Yes

Reviewed on Oct 17, 2025

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.

Our Top Cayman Islands Apartment Hotels

Sunshine Suites Resort

1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman

$363 nightly

$406 total

Nov 15 - Nov 16

Total with taxes and fees

Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...

8.8/10 Excellent! (1,000 reviews)

Great place to be at!

Reviewed on Aug 7, 2025

Holiday Inn Resort Grand Cayman by IHG

278 Crighton Drive, West Bay, Grand Cayman

$211 nightly

$233 total

Oct 28 - Oct 29

Total with taxes and fees

Stay at this 3.5-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...

8.2/10 Very Good! (643 reviews)

The pier is amazing. Although there is no beach..the hotel shuttle will get you to the beach.

Reviewed on Oct 12, 2025

Wyndham Reef Resort Grand Cayman

2221 Queens Highway, Collier's Bay, East End, Grand Cayman

Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...

8.2/10 Very Good! (1,011 reviews)

The staff was very friendly and helpful. Lots of daily activities.

Reviewed on Oct 18, 2025

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Seven Mile Beach Resort & Club

19 D Piper Way, West Bay Road, Seven Mile Beach, Grand Cayman

$229 nightly

$256 total

Oct 27 - Oct 28

Total with taxes and fees

Stay at this 3-star beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a free beach shuttle. Our guests praise the helpful staff in our reviews. ...

8.6/10 Excellent! (363 reviews)

Loved it!

Reviewed on Oct 19, 2025

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.

Score Epic Cayman Islands Accommodation Deals

The Ritz-Carlton, Grand Cayman

West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman

Fully refundableReserve now, pay when you stay

$890 nightly

$997 total

Oct 26 - Oct 27

Total with taxes and fees

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 ...

9.4/10 Exceptional! (1,001 reviews)

Beautiful property, beach views are nice. Clean rooms and friendly staff. Quiet and relaxing.

Reviewed on Oct 21, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach

22 Piper Way, Seven Mile Beach

Fully refundableReserve now, pay when you stay

$228 nightly

$255 total

Oct 31 - Nov 1

Total with taxes and fees

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. ...

9/10 Wonderful! (620 reviews)

Great value for Cayman. Super cute like a little boutique hotel. The shuttle was also very nice. They went above and beyond taking us around. Would stay again.

Reviewed on Oct 19, 2025

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way, Seven Mile Beach, Grand Cayman

$674 nightly

$754 total

Oct 31 - Nov 1

Total with taxes and fees

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 ...

9.8/10 Exceptional! (933 reviews)

Stunning hotel. Friendly staff and excellent service. Definitely five star!

Reviewed on Oct 24, 2025

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Hotel Indigo Grand Cayman by IHG

32 Seafire Way, Seven Mile Beach, West Bay

Fully refundable

$436 nightly

$488 total

Oct 29 - Oct 30

Total with taxes and fees

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 ...

9.6/10 Exceptional! (423 reviews)

Everything about this resort was great.

Reviewed on Oct 21, 2025

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.

Family Friendly Hotels in Cayman Islands

Grand Cayman Marriott Resort

389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman

Fully refundableReserve now, pay when you stay

$411 nightly

$460 total

Oct 29 - Oct 30

Total with taxes and fees

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 ...

8.8/10 Excellent! (1,001 reviews)

Families like: Outdoor pool, kids club, babysitting, close to beach

Travelers say...

Yes

Reviewed on Oct 17, 2025

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way, Seven Mile Beach, Grand Cayman

$674 nightly

$754 total

Oct 31 - Nov 1

Total with taxes and fees

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 ...

9.8/10 Exceptional! (933 reviews)

Stunning hotel. Friendly staff and excellent service. Definitely five star!

Reviewed on Oct 24, 2025

Aqua Bay Club Condos

W Bay Rd, P.O. Box 30091, Seven Mile Beach, Grand Cayman

Stay at this 3-star beach condo in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Port of Georgetown ...

9.6/10 Exceptional! (87 reviews)

Place is awesome, clean and a great stay. the beach out front has great snorkeling and is very clean. Will come back..

Reviewed on Jul 20, 2025

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Wyndham Reef Resort Grand Cayman

2221 Queens Highway, Collier's Bay, East End, Grand Cayman

Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...

8.2/10 Very Good! (1,011 reviews)

The staff was very friendly and helpful. Lots of daily activities.

Reviewed on Oct 18, 2025

Get rates

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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar

4 people

Compact

Ford Focus or similar

4 people

Midsize

Toyota Corolla or similar

5 people

SUV

Jeep Compass or similar

5 people

Cayman Islands

Reach your destination without breaking your budget by booking your flights to Cayman Islands using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Cayman Islands Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Cayman Islands flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Cayman Islands. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Cayman Islands, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Cayman Islands flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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Frequently asked questions

Which airlines fly to Cayman Islands?

Have a look at the deals from the 12 airlines that operate services to Cayman Islands. Whether you'd like to stretch out in the pointy end of the plane or save cash in economy, there'll be a seat for you. Head for Owen Roberts Intl. Airport (GCM) with one of these leading carriers:

American Airlines - 35 flights to Cayman Islands per month
Cayman Airways - 31 flights to Cayman Islands per month
Delta - 8 flights to Cayman Islands per month

How much is a flight to Cayman Islands?

Loads of excellent deals were had this week, with round-trip flights to Cayman Islands fluctuating between $152 and $1,486. But it was jet-setters arriving in from New York (JFK) who scored the top bargains. One-way tickets to Cayman Islands fell to just $78.

How to book the cheapest flight to Cayman Islands?

Snapping up cheap flights to Cayman Islands is as easy as booking your ticket with Orbitz. But if you'd love to make sure you're walking away with the best flight deals around, here are a few tips your budget will love:

Consider taking off from or landing at alternative airports to save money. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list your options, if any.
If you're flexible with your travel plans, click on the 'Show flexible dates' option. It'll show the flight deals for the days around your selected departure. Fares often vary depending on what day of the week it is.
Hit 'Show options' to fine tune your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
Once you've sorted out your travel dates, don't waste time booking your flight. Prices usually rise as the departure date gets closer.
Make even more savings on your adventure by bundling your flights, hotels and car rentals into one convenient package deal. Your budget will thank you.
If practical, don't fly during the busy season. Airfares significantly increase during school breaks, summer and around other vacation times like Easter and Thanksgiving.

What is the best time to book a flight to Cayman Islands?

Generally speaking, the cheapest time to book your airfare is January. This is followed by February and August. When seeking a cheap flight to Cayman Islands, it's always good to be ready to book. Cheap deals appear in an instant and don't hang around!

What day of the week is the cheapest to book a flight to Cayman Islands?

If you're after low-cost fares to Cayman Islands, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), an unbeatable flight deal will be all yours.

What is the cheapest day of the week to fly to Cayman Islands?

According to Orbitz data from 2020, you'll want to hop on a plane on a Monday to get cheap flights to Cayman Islands. Next most affordable day? Tuesday. Saturday will cost the most. So, think about departing early in the week if you want to book a wallet-friendly fare without paying premium prices.

What is the cheapest month to fly to Cayman Islands?

Get set to jet for less in August. This is generally the best month to get on a plane if you want cheap flights to Cayman Islands, Orbitz data shows. The costliest time to fly is June, so avoid this month if you can.

Which airlines allow free cancellation?

Things change, and we believe your flight should be able to as well. That's why Orbitz makes it a breeze to search for flights with no change fees and free cancellation. Just enter your travel details and then select "Filter by flexible change policies." Now that's peace of mind!

What do I need for the flight to Cayman Islands?

Whether you're accustomed to flying or it's your first time in the air, you can never be too prepared on your trip. Here are several things to keep in mind:

You'll need to take all applicable travel documents and your identification. How much depends on where you're departing from. At the time of booking, always use the exact name, gender and birth date as indicated on your government-issued ID.
A well-stocked carry-on bag is a must for any medium-haul flight. With a few hours or more to kill, you'll want something to keep you busy while in the air. We recommend a good book (or trashy magazine), and something to snack on.
Regardless what the season is, airplane cabins can get a little chilly. Carry an extra layer on board with you to stay nice and toasty.

How do I get cheap first-class/business deals to Cayman Islands?

If you think a first or business-class fare is beyond your reach, you may want to think again. Here are some terrific tips to help you pick up a premium flight to Cayman Islands for less:

Flexibility isn't just a yoga thing. Leave some room to move around your travel dates so you can pick up more affordable airfares when a huge sale drops.
Look for a low-cost carrier that offers business-class seats. They often come with extra legroom and a glass of Champagne — but at a more affordable price.
Make the most of your airline's flight rewards program and upgrade your seat. You can also bid for an upgrade in online auctions.

What is the best time to go to Cayman Islands?

Anytime is a fantastic time to go to Cayman Islands, though July, August and October are the busiest months. As with most places in the Northern Hemisphere, the summer starts June 20. If you'd prefer to spend your days in a light shirt than a winter jacket, this time of year may be ideal for you. Expect average daytime highs of 85 ºF and nighttime lows around 85 ºF.

Travel tips for Cayman Islands

Cayman Islands is full of amazing attractions and Playa Dorada is one of them. Lock in a car rental and head there at your leisure.
Seven Mile Beach offers tons of unique experiences and is an excellent place to start your adventure. Whether you're into cafés, restaurants, art or something else, this city will keep you on the go.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

$78 Cheap flights to Cayman Islands

Travelers

Top places to visit in Cayman Islands

Seven Mile Beach

West Bay

Cheap flights to Cayman Islands from $78 One Way, $152 Round Trip

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort

Kimpton Seafire Resort + Spa by IHG

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Grand Cayman Marriott Resort

Our Top Cayman Islands Apartment Hotels

Sunshine Suites Resort

Holiday Inn Resort Grand Cayman by IHG

Wyndham Reef Resort Grand Cayman

Seven Mile Beach Resort & Club

Score Epic Cayman Islands Accommodation Deals

The Ritz-Carlton, Grand Cayman

Hampton by Hilton Grand Cayman Seven Mile Beach

Kimpton Seafire Resort + Spa by IHG

Hotel Indigo Grand Cayman by IHG

Family Friendly Hotels in Cayman Islands

Grand Cayman Marriott Resort

Kimpton Seafire Resort + Spa by IHG

Aqua Bay Club Condos

Wyndham Reef Resort Grand Cayman

Need a Car For After Your Flight?

Economy

Compact

Midsize

SUV

Cayman Islands

Get Discount Rates On Your Cayman Islands Flight

Make Orbitz Your Official Travel Planner

Build A Comprehensive Travel Itinerary

Frequently asked questions

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