$113 Cheap flights to Cayman Islands

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Top places to visit in Cayman Islands

Cheap flights to Cayman Islands from $113 One Way, $325 Round Trip

$325 return flights and $113 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.

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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
YYZGeorge TownMay 10 to May 14$362
LGAGeorge TownMay 9 to May 21$415
BOSGeorge TownMay 10 to May 17$495
JFKWest EndMay 11 to May 16$702
LHRGeorge TownMay 10 to May 25$1,276
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is $331 per night from Jun 1 to Jun 2
$331
includes taxes & fees
$296 per night
Jun 1 - Jun 2
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)
"Property was great. The only complaint was it was very loud on the first floor rooms proximate to the main lobby."

Reviewed on Apr 9, 2025

Sunshine Suites 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
The price is $915 per night from Jun 1 to Jun 2
$915
includes taxes & fees
$819 per night
Jun 1 - Jun 2
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! (804 reviews)
"Third time to the Caymans and this hotel by far was the best! The facilities/rooms were spacious and clean. The staff was top notch! The pool and beach were perfect and relaxing. The food was delicious. I could go on and on but would simply say this is THE place to stay in Grand Cayman!"

Reviewed on Apr 27, 2025

Kimpton 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, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is $793 per night from May 7 to May 8
$793
includes taxes & fees
$718 per night
May 7 - May 8
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 ...
8.8/10 Excellent! (1,000 reviews)
"."

Reviewed on Apr 28, 2025

The 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, Po Box 30371, Seven Mile Beach, Grand Cayman
Fully refundableReserve now, pay when you stay
The price is $611 per night from May 18 to May 19
$611
includes taxes & fees
$554 per night
May 18 - May 19
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,004 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr 28, 2025

Grand 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

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is $331 per night from Jun 1 to Jun 2
$331
includes taxes & fees
$296 per night
Jun 1 - Jun 2
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)
"Property was great. The only complaint was it was very loud on the first floor rooms proximate to the main lobby."

Reviewed on Apr 9, 2025

Sunshine Suites Resort
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
The price is $275 per night from Jun 1 to Jun 2
$275
includes taxes & fees
$249 per night
Jun 1 - Jun 2
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! (615 reviews)
"Wonderful resort with outstanding location right on the ocean. Very friendly staff, especially Tevita & Valerie. Great job by all…..WE’LL BE BACK!!"

Reviewed on Apr 16, 2025

Holiday Inn Resort Grand Cayman by IHG
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
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! (1,000 reviews)
"It was wonderful. Caution: Doors to room slam shut would be my only concern. I slammed my finger in the door and it could be broken."

Reviewed on Apr 19, 2025

Wyndham Reef Resort 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
The price is $346 per night from May 3 to May 4
$346
includes taxes & fees
$309 per night
May 3 - May 4
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! (339 reviews)
"We love seven mile beach resort. Perfect for kids. Can’t wait to go back."

Reviewed on Apr 24, 2025

Seven 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

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
Fully refundableReserve now, pay when you stay
The price is $611 per night from May 18 to May 19
$611
includes taxes & fees
$554 per night
May 18 - May 19
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,004 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr 28, 2025

Grand Cayman Marriott Resort
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
The price is $528 per night from May 19 to May 20
$528
includes taxes & fees
$472 per night
May 19 - May 20
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! (241 reviews)
"Service Clean"

Reviewed on Apr 28, 2025

Hotel 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
The price is $1,146 per night from Jun 1 to Jun 2
$1,146
includes taxes & fees
$1,024 per night
Jun 1 - Jun 2
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! (975 reviews)
"Staff and facility amazing"

Reviewed on Apr 27, 2025

The Ritz-Carlton, Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is $915 per night from Jun 1 to Jun 2
$915
includes taxes & fees
$819 per night
Jun 1 - Jun 2
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! (804 reviews)
"Third time to the Caymans and this hotel by far was the best! The facilities/rooms were spacious and clean. The staff was top notch! The pool and beach were perfect and relaxing. The food was delicious. I could go on and on but would simply say this is THE place to stay in Grand Cayman!"

Reviewed on Apr 27, 2025

Kimpton Seafire Resort + Spa by IHG
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, Po Box 30371, Seven Mile Beach, Grand Cayman
Fully refundableReserve now, pay when you stay
The price is $611 per night from May 18 to May 19
$611
includes taxes & fees
$554 per night
May 18 - May 19
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,004 reviews)

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

Travelers say...
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr 28, 2025

Grand 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
The price is $915 per night from Jun 1 to Jun 2
$915
includes taxes & fees
$819 per night
Jun 1 - Jun 2
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! (804 reviews)
"Third time to the Caymans and this hotel by far was the best! The facilities/rooms were spacious and clean. The staff was top notch! The pool and beach were perfect and relaxing. The food was delicious. I could go on and on but would simply say this is THE place to stay in Grand Cayman!"

Reviewed on Apr 27, 2025

Kimpton Seafire Resort + Spa by IHG
Aqua Bay Club Condos

Aqua Bay Club Condos

3 out of 5
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! (85 reviews)
"We loved being at this end of seven mile beach, nice and quiet property. Loved having a screened in patio."

Reviewed on Apr 25, 2025

Aqua Bay Club Condos
Save an average of 15% on thousands of hotels when you're signed in
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
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! (1,000 reviews)
"It was wonderful. Caution: Doors to room slam shut would be my only concern. I slammed my finger in the door and it could be broken."

Reviewed on Apr 19, 2025

Wyndham Reef Resort 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?

Cayman Islands

Finding cheap flights to Cayman Islands is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Cayman Islands flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Cayman Islands through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Cayman Islands—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Cayman Islands flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Cayman Islands with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Cayman Islands?
Have a look at the deals from the 14 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 $325 and $1,276. But it was jet-setters arriving in from Miami (MIA) who scored the top bargains. One-way tickets to Cayman Islands fell to just $113.
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.