$43 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 $43 One Way, $154 Round Trip

$154 return flights and $43 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.

Mon, Feb 23 - Mon, Feb 23

GCM

Grand Cayman

CYB

Cayman Brac

$154

Roundtrip

found 2 hours ago

Thu, Jan 29 - Thu, Jan 29

GCM

Grand Cayman

LYB

Little Cayman

$169

Roundtrip

found 3 days ago

Thu, Feb 5 - Sun, Feb 8

FLL

Fort Lauderdale

GCM

Grand Cayman

$185

Roundtrip

just found

Sun, Jan 25 - Thu, Jan 29

ORD

Chicago

GCM

Grand Cayman

$223

Roundtrip

found 2 days ago

Sat, Jan 31 - Sat, Feb 7

LGA

New York

GCM

Grand Cayman

$231

Roundtrip

found 4 hours ago

Sat, Jan 31 - Sat, Feb 7

EWR

New York

GCM

Grand Cayman

$231

Roundtrip

found 4 hours ago

Fri, Feb 20 - Mon, Feb 23

MIA

Miami

GCM

Grand Cayman

$247

Roundtrip

found 8 hours ago

Fri, Feb 20 - Wed, Feb 25

MIA

Miami

GCM

Grand Cayman

$261

Roundtrip

found 8 hours ago

Mon, Mar 2 - Fri, Mar 6

JFK

New York

GCM

Grand Cayman

$287

Roundtrip

just found

Tue, Feb 3 - Sat, Feb 14

EKW

Miami

GCM

Grand Cayman

$323

Roundtrip

found 2 days ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
YYZ	George Town	January 24 to January 31	$283
LGA	George Town	January 25 to January 29	$294
BOS	George Town	January 25 to February 6	$347
ORD	George Town	January 24 to January 26	$371
LHR	George Town	January 25 to February 2	$897

*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

Fully refundableReserve now, pay when you stay

$474 nightly

$530 total

Jan 24 - Jan 25

Total with taxes and fees

Book a stay at this 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)

The beds were very comfortable the shower excellent and the staff excellent professional and super friendly. We are ate The Westin as sunshine grill being refurbished. Would return

Reviewed on Jan 16, 2026

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman

$997 nightly

$1,114 total

Feb 1 - Feb 2

Total with taxes and fees

Book a stay at this 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! (983 reviews)

Very nice

Reviewed on Jan 17, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Seven Mile Beach Seven Mile Beach Grand Cayman

$984 nightly

$1,100 total

Jan 26 - Jan 27

Total with taxes and fees

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 ...

9/10 Wonderful! (1,003 reviews)

Vacation was relaxing and Westin was very clean, well staffed in all areas. Several dining options on the property and within walking distance. Will stay again for the beach access.

Reviewed on Jan 18, 2026

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Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

$725 nightly

$810 total

Jan 26 - Jan 27

Total with taxes and fees

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 ...

8.8/10 Excellent! (1,001 reviews)

Breakfast menu was fresh and ocean view from the room was excellent. Really enjoyed the accommodations.

Reviewed on Jan 12, 2026

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

Fully refundableReserve now, pay when you stay

$474 nightly

$530 total

Jan 24 - Jan 25

Total with taxes and fees

Book a stay at this 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)

The beds were very comfortable the shower excellent and the staff excellent professional and super friendly. We are ate The Westin as sunshine grill being refurbished. Would return

Reviewed on Jan 16, 2026

Holiday Inn Resort Grand Cayman by IHG

278 Crighton Drive West Bay Grand Cayman

Fully refundable

$471 nightly

$520 total

Jan 24 - Jan 25

Total with taxes and fees

Book a stay at this beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions ...

8.2/10 Very Good! (658 reviews)

Helpful staff and good amenities. Location is a bit out of the way which can be good if you want a more peaceful vacation. Not walking distance to anything but the staff is good at getting local taxi drivers when needed. Restaurant food is good and staff is very friendly.

Reviewed on Jan 1, 2026

Wyndham Reef Resort Grand Cayman

2221 Queens Highway East End Grand Cayman

Book a stay at this 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. Popular ...

8.4/10 Very Good! (1,032 reviews)

Staff did a great job!

Reviewed on Jan 20, 2026

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Seven Mile Beach Resort & Club

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

$413 nightly

$461 total

Jan 26 - Jan 27

Total with taxes and fees

Book a stay at this 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! (389 reviews)

Room spotless. Staff courteous.

Reviewed on Jan 17, 2026

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

$641 nightly

$717 total

Feb 2 - Feb 3

Total with taxes and fees

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 ...

9.6/10 Exceptional! (486 reviews)

Amazing!!

Reviewed on Jan 19, 2026

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

$725 nightly

$810 total

Jan 26 - Jan 27

Total with taxes and fees

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 ...

8.8/10 Excellent! (1,001 reviews)

Breakfast menu was fresh and ocean view from the room was excellent. Really enjoyed the accommodations.

Reviewed on Jan 12, 2026

The Locale Hotel Grand Cayman

455 West Bay Road Seven Mile Beach Grand Cayman

Fully refundableReserve now, pay when you stay

$330 nightly

$370 total

Jan 28 - Jan 29

Total with taxes and fees

Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9.4/10 Exceptional! (1,004 reviews)

Very clean. Breakfast was excellent. Really liked the location we enjoyed many places to walk to.

Reviewed on Jan 20, 2026

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The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman

$1,582 nightly

$1,771 total

Jan 31 - Feb 1

Total with taxes and fees

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. ...

9.4/10 Exceptional! (1,000 reviews)

The hotel staff were incredibly friendly and efficient, and the room was spacious, clean, and comfortable with excellent sleep quality. Fantastic location in the city center, within walking distance of shops and restaurants. Hotel is beautiful. Thank you for having us.

Reviewed on Jan 9, 2026

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 Seven Mile Beach Grand Cayman

$725 nightly

$810 total

Jan 26 - Jan 27

Total with taxes and fees

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 ...

8.8/10 Excellent! (1,001 reviews)

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

Travelers say...

Breakfast menu was fresh and ocean view from the room was excellent. Really enjoyed the accommodations.

Reviewed on Jan 12, 2026

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman

$997 nightly

$1,114 total

Feb 1 - Feb 2

Total with taxes and fees

Book a stay at this 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! (983 reviews)

Very nice

Reviewed on Jan 17, 2026

Aqua Bay Club Condos

W Bay Rd Seven Mile Beach Grand Cayman

Book a stay at this 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! (89 reviews)

What a wonderful place..we are so sorry it might be torn down to build a ten story tower.

Reviewed on Jan 12, 2026

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Wyndham Reef Resort Grand Cayman

2221 Queens Highway East End Grand Cayman

Book a stay at this 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. Popular ...

8.4/10 Very Good! (1,032 reviews)

Staff did a great job!

Reviewed on Jan 20, 2026

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

Snag some “suite” deals when you add cheap hotel rooms to Cayman Islands flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Cayman Islands.

Fun for All

While shopping Orbitz sales on Cayman Islands flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Cayman Islands flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Cayman Islands. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Cayman Islands?

Have a look at the deals from the 20 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 $154 and $897. But it was jet-setters arriving in from Fort Lauderdale (FLL) who scored the top bargains. One-way tickets to Cayman Islands fell to just $43.

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.

$43 Cheap flights to Cayman Islands

Top places to visit in Cayman Islands

Seven Mile Beach

West Bay

Cheap flights to Cayman Islands from $43 One Way, $154 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

Hotel Indigo Grand Cayman by IHG

Grand Cayman Marriott Resort

The Locale Hotel Grand Cayman

The Ritz-Carlton, Grand Cayman

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

Budget Prices, Luxury Life

Fun for All

Non-Stop or Stop and Visit

All in One

Frequently asked questions

More to Explore

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