$94 Cheap flights to Cayman Islands

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Many airlines offer flexible change policies

Top places to visit in Cayman Islands

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

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

West Bay

Cheap flights to Cayman Islands from $94 One Way, $287 Round Trip

$287 return flights and $94 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.

Thu, May 7 - Mon, May 11

MIA

Miami

GCM

Grand Cayman

$287

Roundtrip

just found

Thu, Feb 18 - Fri, Feb 26

BOS

Boston

GCM

Grand Cayman

$293

Roundtrip

found 4 days ago

Sat, May 16 - Sat, May 23

EWR

New York

GCM

Grand Cayman

$331

Roundtrip

found 1 day ago

Mon, Sep 14 - Sun, Sep 20

JFK

New York

GCM

Grand Cayman

$331

Roundtrip

found 5 hours ago

Wed, Jun 17 - Mon, Jun 22

LGA

New York

GCM

Grand Cayman

$345

Roundtrip

found 6 days ago

Sat, Nov 7 - Sat, Nov 14

MIA

Miami

CYB

Cayman Brac

$350

Roundtrip

found 17 hours ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
EWR	George Town	April 18 to April 23	$355
YUL	George Town	April 17 to April 24	$437
ORD	George Town	April 18 to April 25	$492
BOS	George Town	April 17 to April 22	$507

*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

The Sunshine Hotel and Suites

1465 Esterley Tibbetts Seven Mile Beach Grand Cayman

$393 total

per night

May 3 - May 4

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! (1,010 reviews)

Third time staying here and it gets better every time! They recently renovated and the new rooms are really nice! With two little kids, it was nice to have a little kitchen to store and reheat as needed. We arrived 2 hours early and they accommodated us quickly which was very helpful with little ...

Reviewed on Apr 12, 2026

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman

$1,194 total

per night

Apr 17 - Apr 18

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! (1,001 reviews)

Staff friendly. Hotel clean. Only draw back is beach staff for water sports and rental. Very rude and arrogant. Not the type that make you want to do any booking or activity with them

Reviewed on Mar 25, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Seven Mile Beach Seven Mile Beach Grand Cayman

$952 total

per night

May 8 - May 9

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)

The hotel was excellent, very clean and beautifully maintained. The beach was absolutely gorgeous and a highlight of the stay. The staff was incredibly friendly, welcoming, and always helpful. All services worked smoothly, and everything was well organized. Overall, a great experience and I would ...

Reviewed on Apr 11, 2026

Save an average of 15% on thousands of hotels when you're signed in

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

$531 total

per night

May 8 - May 9

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! (1,005 reviews)

The hotel was very nice. Friendly staff and beach service was a nice feature. Would definitely return.

Reviewed on Apr 10, 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

The Sunshine Hotel and Suites

1465 Esterley Tibbetts Seven Mile Beach Grand Cayman

$352 nightly

$393 total

May 3 - May 4

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! (1,010 reviews)

Reviewed on Apr 12, 2026

Holiday Inn Resort Grand Cayman by IHG

278 Crighton Drive West Bay Grand Cayman

Fully refundable

$275 nightly

$304 total

May 11 - May 12

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! (668 reviews)

The water from sink in bathroom has a bad smell. Toilet bowl has also some type of bad smell. But room is clean and organized. Breakfast foods great staffs are friendly. Wish the beach is not rocky

Reviewed on Apr 10, 2026

Reef Resort Grand Cayman

2221 Queens Highway East End Grand Cayman

Book a stay at this beach condo 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! (1,050 reviews)

Housekeeping is only provided once every 6 nights. They do not replace coffee pods in the room. We asked for a different room and the front desk informed us that they were fully booked despite the fact that the hotel was nearly empty. Seaweed was a daily issue on the beach. Prices were very high ...

Reviewed on Apr 12, 2026

Get rates

Save an average of 15% on thousands of hotels when you're signed in

Seven Mile Beach Resort & Club

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

$316 nightly

$356 total

May 10 - May 11

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! (418 reviews)

This property feels more like an Airbnb-style accommodation than a traditional hotel or resort. It operates in a more self-service manner, so guests should expect to handle many things independently rather than rely on full hotel services. It may be suitable for travelers seeking a simpler stay, ...

Reviewed on Apr 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.

Score Epic Cayman Islands Accommodation Deals

Hotel Indigo Grand Cayman by IHG

32 Seafire Way Seven Mile Beach West Bay

$451 nightly

$504 total

May 11 - May 12

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 ...

9.8/10 Exceptional! (588 reviews)

Check in was smooth - arrived early but able to use all hotel facilities while waiting for the room. Staff were very friendly and accommodating. Room was spacious, with good views. Pool was good (separate wading pool for younger kids a nice feature). Staff very helpful in finding loungers. Bonny ...

Reviewed on Apr 12, 2026

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

$475 nightly

$531 total

May 8 - May 9

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! (1,005 reviews)

The hotel was very nice. Friendly staff and beach service was a nice feature. Would definitely return.

Reviewed on Apr 10, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Seven Mile Beach Seven Mile Beach Grand Cayman

$851 nightly

$952 total

May 8 - May 9

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)

Reviewed on Apr 11, 2026

Save an average of 15% on thousands of hotels when you're signed in

Hampton by Hilton Grand Cayman Seven Mile Beach

22 Piper Way Seven Mile Beach

Fully refundableReserve now, pay when you stay

$300 nightly

$336 total

May 3 - May 4

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! (760 reviews)

Property has beach access but is not directly on the beach. Floors could use newer carpeting. Staff is A++

Reviewed on Apr 8, 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

$475 nightly

$531 total

May 8 - May 9

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! (1,005 reviews)

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

Travelers say...

The hotel was very nice. Friendly staff and beach service was a nice feature. Would definitely return.

Reviewed on Apr 10, 2026

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman

$1,069 nightly

$1,194 total

Apr 17 - Apr 18

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! (1,001 reviews)

Staff friendly. Hotel clean. Only draw back is beach staff for water sports and rental. Very rude and arrogant. Not the type that make you want to do any booking or activity with them

Reviewed on Mar 25, 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 ...

9.8/10 Exceptional! (90 reviews)

We stayed on the end condo on the ground floor. It was very clean and well stocked with comfy furnishings and amazing views! Claudette was so kind and helpful in the office along with the other girl. We sat in the screened in porch and watched the ocean and was able to snorkel right outside our condo. ...

Reviewed on Mar 1, 2026

Get rates

Save an average of 15% on thousands of hotels when you're signed in

Reef Resort Grand Cayman

2221 Queens Highway East End Grand Cayman

Book a stay at this beach condo 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! (1,050 reviews)

Reviewed on Apr 12, 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

When you plan to buy tickets for flights to Cayman Islands, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Cayman Islands flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Cayman Islands Flights

Orbitz offers deeply discounted flights to Cayman Islands, and we provide the resources to research your travel destination and plan your complete itinerary.

Use Orbitz to Earn Points with Your Frequent Flyer Program

Saving your frequent flyer miles for your flights to Cayman Islands? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Cayman Islands flights.

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 $287 and $507. But it was jet-setters arriving in from Boston (BOS) who scored the top bargains. One-way tickets to Cayman Islands fell to just $94.

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

Car rentals near Grand Cayman

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.

$94 Cheap flights to Cayman Islands

Top places to visit in Cayman Islands

Seven Mile Beach

West Bay

Cheap flights to Cayman Islands from $94 One Way, $287 Round Trip

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

The Sunshine Hotel and Suites

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

The Sunshine Hotel and Suites

Holiday Inn Resort Grand Cayman by IHG

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 Westin Grand Cayman Seven Mile Beach Resort & Spa

Hampton by Hilton Grand Cayman Seven Mile Beach

Family Friendly Hotels in Cayman Islands

Grand Cayman Marriott Resort

Kimpton Seafire Resort + Spa by IHG

Aqua Bay Club Condos

Reef Resort Grand Cayman

Need a Car For After Your Flight?

Economy

Compact

Midsize

SUV

Cayman Islands

Reliable Customer Service

Bargain Tickets for Cayman Islands Flights

Use Orbitz to Earn Points with Your Frequent Flyer Program

Convenient Travel Planning Services

Frequently asked questions

More to Explore

Rewards are waiting for you in the Orbitz app