$80 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 $80 One Way, $309 Round Trip

$309 return flights and $80 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.

Wed, Nov 26 - Sun, Nov 30

MIA

Miami

GCM

Grand Cayman

$309

Roundtrip

just found

Sat, Nov 29 - Sat, Dec 6

BOS

Boston

GCM

Grand Cayman

$315

Roundtrip

found 12 hours ago

Thu, Oct 30 - Sun, Nov 2

JFK

New York

GCM

Grand Cayman

$317

Roundtrip

found 11 hours ago

Sat, Nov 8 - Tue, Nov 11

EWR

New York

GCM

Grand Cayman

$327

Roundtrip

found 16 hours ago

Sat, Nov 1 - Sat, Nov 8

LGA

New York

GCM

Grand Cayman

$332

Roundtrip

found 10 hours ago

Sat, Aug 30 - Sat, Sep 6

MIA

Miami

CYB

Cayman Brac

$348

Roundtrip

found 20 hours ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
JFK	George Town	August 10 to August 16	$426
BOS	George Town	August 8 to August 17	$468
ORD	George Town	August 10 to August 18	$555

*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

$283 nightly

$317 total

Aug 25 - Aug 26

Total includes 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! (1,001 reviews)

"Loved it here! Loved the people and checkin was a beeeze and access to the beach at Westin wa amazing. Great place to stay!"

Reviewed on Jul 5, 2025

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way, Seven Mile Beach, Grand Cayman

$568 nightly

$635 total

Aug 23 - Aug 24

Total includes 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! (846 reviews)

"This was a relaxing stay. It was clean the beach is awesome and ALL staff that I encountered were pleasant. What a sweet stay! I will be back!!!!!"

Reviewed on Jul 23, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa

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

$509 nightly

$569 total

Aug 9 - Aug 10

Total includes 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! (1,001 reviews)

"Great property, room was big and nice. Most importantly were the front desk staff and the bell men. Even-though the pool was full of kids even till evening, the windows keep the noice out and make the room quiet. The sushi restaurant is really good, and priced reasonably. Location is close to several ..."

Reviewed on Jul 30, 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

$447 nightly

$500 total

Aug 6 - Aug 7

Total includes 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! (1,000 reviews)

"I love how nice and helpful everybody was and how clean the hotel was."

Reviewed on Jul 27, 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

$283 nightly

$317 total

Aug 25 - Aug 26

Total includes 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! (1,001 reviews)

"Loved it here! Loved the people and checkin was a beeeze and access to the beach at Westin wa amazing. Great place to stay!"

Reviewed on Jul 5, 2025

Holiday Inn Resort Grand Cayman by IHG

278 Crighton Drive, West Bay, Grand Cayman

Fully refundable

$209 nightly

$230 total

Aug 3 - Aug 4

Total includes 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! (628 reviews)

"Very good."

Reviewed on Jul 28, 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! (1,009 reviews)

"We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip."

Reviewed on Jul 14, 2025

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Seven Mile Beach Resort & Club

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

$275 nightly

$308 total

Aug 3 - Aug 4

Total includes taxes and fees

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

8.6/10 Excellent! (348 reviews)

"Nice place lots of space. Quiet and clean. The ceiling fan motors in the living area and the bed room in our unit need replacement. Ther whine and clicked too much."

Reviewed on Jul 22, 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

Hotel Indigo Grand Cayman by IHG

32 Seafire Way, Seven Mile Beach, West Bay

Fully refundable

$369 nightly

$413 total

Aug 14 - Aug 15

Total includes 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! (323 reviews)

"The hotel was beautiful. The service was excellent. This resort has the nicest staff on the entire island. The beach was spectacular. This truly is the best place to stay in all of the Cayman Islands"

Reviewed on Jul 29, 2025

The Ritz-Carlton, Grand Cayman

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

$736 nightly

$824 total

Aug 24 - Aug 25

Total includes 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! (1,000 reviews)

"Great service and facilities. Friendly staff."

Reviewed on Jul 26, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach

22 Piper Way, Seven Mile Beach

Fully refundableReserve now, pay when you stay

$258 nightly

$289 total

Aug 8 - Aug 9

Total includes 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! (582 reviews)

"Well the breakfast at the hotel was great ! But the flooring in the bathroom was buckling up. But the staff was great very nice and helpful people."

Reviewed on Jul 29, 2025

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Kimpton Seafire Resort + Spa by IHG

60 Tanager Way, Seven Mile Beach, Grand Cayman

$568 nightly

$635 total

Aug 23 - Aug 24

Total includes 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! (846 reviews)

"This was a relaxing stay. It was clean the beach is awesome and ALL staff that I encountered were pleasant. What a sweet stay! I will be back!!!!!"

Reviewed on Jul 23, 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

$447 nightly

$500 total

Aug 6 - Aug 7

Total includes 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! (1,000 reviews)

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

Travelers say...

"I love how nice and helpful everybody was and how clean the hotel was."

Reviewed on Jul 27, 2025

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way, Seven Mile Beach, Grand Cayman

$568 nightly

$635 total

Aug 23 - Aug 24

Total includes 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! (846 reviews)

"This was a relaxing stay. It was clean the beach is awesome and ALL staff that I encountered were pleasant. What a sweet stay! I will be back!!!!!"

Reviewed on Jul 23, 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! (1,009 reviews)

"We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip."

Reviewed on Jul 14, 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

More to explore for Cayman Islands

Cayman Islands

If you are looking for discount prices on flights to Cayman Islands then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Cayman Islands flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Cayman Islands is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Cayman Islands flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Cayman Islands has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Cayman Islands flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Cayman Islands, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Cayman Islands flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Cayman Islands?

Have a look at the deals from the 13 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 $309 and $555. But it was jet-setters arriving in from Minneapolis (MSP) who scored the top bargains. One-way tickets to Cayman Islands fell to just $80.

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.

City Destinations in Cayman Islands

Airlines Operating

Top Trending

Hotels

Flights

Cars

Rent a car Puerto Rico

Packages

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.