Cheap flights to Cayman Islands

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Top places to visit in Cayman Islands

panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea
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Seven Mile Beach

Seven Mile Beach
aerial drone footage of the island of grand cayman in the cayman islands in the clear blue and green tropical waters of the caribbean sea
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West Bay

West Bay
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKGeorge TownMay 30 to June 6$335
YYZGeorge TownMay 30 to June 1$359
BOSGeorge TownMay 30 to June 6$422
ORDGeorge TownMay 30 to June 6$436
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$307 nightly
The price is $344 total per night from May 29 to May 30
$344 total
May 29 - May 30
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 ...
9/10 Wonderful! (1,006 reviews)
"No breakfast No hot tub Staff was not pleasant at day shift Rooms were clean and airconditioned It was good being able to use the pool and chairs at Westin"

Reviewed on May 27, 2026

Opens in a new windowThe Sunshine Hotel and Suites
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Fully refundable
$1,013 nightly
The price is $1,131 total per night from Jun 21 to Jun 22
$1,131 total
Jun 21 - Jun 22
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! (1,000 reviews)
"Everything is top notch"

Reviewed on May 26, 2026

Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach Seven Mile Beach Grand Cayman
$798 nightly
The price is $902 total per night from Jun 19 to Jun 20
$902 total
Jun 19 - Jun 20
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 ...
9.2/10 Wonderful! (1,002 reviews)
"We chose this hotel to celebrate our 30th wedding anniversary, and unfortunately the experience was not what we hoped for. We booked a partial ocean‑view room, but the room we were given had no resemblance to that description. When we approached the front desk — twice — to request the room type we ..."

Reviewed on May 25, 2026

Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
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Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $474 total per night from Jun 24 to Jun 25
$474 total
Jun 24 - Jun 25
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 ...
9/10 Wonderful! (1,000 reviews)
"Enjoyed our 5 night stay! Food was good. Staff was great!"

Reviewed on May 26, 2026

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.

Our Top Cayman Islands Apartment Hotels

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$307 nightly
The price is $344 total per night from May 29 to May 30
$344 total
May 29 - May 30
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 ...
9/10 Wonderful! (1,006 reviews)
"No breakfast No hot tub Staff was not pleasant at day shift Rooms were clean and airconditioned It was good being able to use the pool and chairs at Westin"

Reviewed on May 27, 2026

Opens in a new windowThe Sunshine Hotel and Suites
Holiday Inn Resort Grand Cayman by IHG

Holiday Inn Resort Grand Cayman by IHG

3.5 out of 5
278 Crighton Drive West Bay Grand Cayman
Fully refundable
$235 nightly
The price is $259 total per night from Jun 25 to Jun 26
$259 total
Jun 25 - Jun 26
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 ...
Opens in a new windowHoliday Inn Resort Grand Cayman by IHG
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
2221 Queens Highway East End Grand Cayman
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,073 reviews)
"It’s right on the ocean and I really enjoyed that."

Reviewed on May 25, 2026

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Opens in a new windowThe Reef Beach Resort, East End, Grand Cayman
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Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
19 D Piper Way, West Bay Road Seven Mile Beach Grand Cayman
$278 nightly
The price is $311 total per night from Jun 19 to Jun 20
$311 total
Jun 19 - Jun 20
Total with taxes and fees
Book a stay at this beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (439 reviews)
"The unit we rented for our family was perfect. well stocked with everything and super close to the beach. The staff were super helpful, friendly, and prompt with our needs over the week."

Reviewed on May 23, 2026

Opens in a new windowSeven Mile Beach Resort & Club
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

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
$348 nightly
The price is $389 total per night from Jun 19 to Jun 20
$389 total
Jun 19 - Jun 20
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 Governor's ...
9.8/10 Exceptional! (652 reviews)
"Hotel was very nice, staff was friendly, welcoming and extremely helpful. The room was clean, comfortable and surprisingly noise-proof, which made the stay very relaxing. Great location as well - and the rooftop is definitely a must visit."

Reviewed on May 26, 2026

Opens in a new windowHotel Indigo Grand Cayman by IHG
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
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $259 total per night from Jun 10 to Jun 11
$259 total
Jun 10 - Jun 11
Total with taxes and fees
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. ...
9.2/10 Wonderful! (798 reviews)
"The room was spacious and well maintained. The staff was exceptional. Breafast was good too. If you have an early flight they will prepare a fruit and pastry snack for you."

Reviewed on May 27, 2026

Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $474 total per night from Jun 24 to Jun 25
$474 total
Jun 24 - Jun 25
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 ...
9/10 Wonderful! (1,000 reviews)
"Enjoyed our 5 night stay! Food was good. Staff was great!"

Reviewed on May 26, 2026

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

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
$1,160 nightly
The price is $1,298 total per night from Jun 17 to Jun 18
$1,298 total
Jun 17 - Jun 18
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. ...
9.6/10 Exceptional! (1,000 reviews)
"Staff was amazing!! So friendly and welcoming. Rooms were clean and great view. Pool was nice and beach was fantastic. Highly recommend this resort"

Reviewed on May 25, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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
Great for families

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $474 total per night from Jun 24 to Jun 25
$474 total
Jun 24 - Jun 25
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 ...
9/10 Wonderful! (1,000 reviews)

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

Travelers say...
"Enjoyed our 5 night stay! Food was good. Staff was great!"

Reviewed on May 26, 2026

Opens in a new windowGrand Cayman Marriott Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Fully refundable
$1,013 nightly
The price is $1,131 total per night from Jun 21 to Jun 22
$1,131 total
Jun 21 - Jun 22
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! (1,000 reviews)
"Everything is top notch"

Reviewed on May 26, 2026

Opens in a new windowKimpton Seafire Resort + Spa by IHG
Aqua Bay Club Condos

Aqua Bay Club Condos

3 out of 5
W Bay Rd Seven Mile Beach Grand Cayman
Book a stay at this beach aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Cemetery ...
Get rates
Opens in a new windowAqua Bay Club Condos
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The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
2221 Queens Highway East End Grand Cayman
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,073 reviews)
"It’s right on the ocean and I really enjoyed that."

Reviewed on May 25, 2026

Get rates
Opens in a new windowThe Reef Beach Resort, East End, Grand Cayman
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
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Cayman Islands

Start your search for cheap flights to Cayman Islands on Orbitz. Orbitz is where you will discover guaranteed low prices on Cayman Islands flights, as well as all of the following conveniences:

Travel Updates on Your Mobile Device

Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future Cayman Islands flights. You can also review and reserve hotel rooms for when your Cayman Islands flights land and see other special offers.

Low Prices Guaranteed on Flights to Cayman Islands

Orbitz offers large discounts on a wide range of Cayman Islands flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Cayman Islands while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Cayman Islands to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Cayman Islands. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

Which airlines fly to Cayman Islands?
Have a look at the deals from the 4 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 $335 and $436. But it was jet-setters arriving in from () who scored the top bargains. One-way tickets to Cayman Islands fell to just .
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.

More to Explore

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.