$94 Cheap flights to Cayman Islands

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Cayman Islands

A coastal city with a beach, clear blue waters, and a distant ship.
FlightsFlights
FlightsFlights

Seven Mile Beach

Seven Mile Beach
An aerial view of a coastal town with a large body of water, green hills, and a highway.
FlightsFlights
FlightsFlights

West Bay

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.

Fri, Nov 13 - Tue, Nov 17
MIA
Miami
GCM
Grand Cayman
$287 Roundtrip, found 12 hours ago
$287
Roundtrip
found 12 hours ago
Select Cayman Airways flight, departing Fri, Nov 13 from Miami to Grand Cayman, returning Tue, Nov 17, priced at $287 found 12 hours ago
Thu, Oct 22 - Sun, Oct 25
MIA
Miami
GCM
Grand Cayman
$292 Roundtrip, found 18 hours ago
$292
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Thu, Oct 22 from Miami to Grand Cayman, returning Sun, Oct 25, priced at $292 found 18 hours ago
Sat, Jan 16 - Sat, Jan 23
MIA
Miami
CYB
Cayman Brac
$339 Roundtrip, found 6 hours ago
$339
Roundtrip
found 6 hours ago
Select Cayman Airways flight, departing Sat, Jan 16 from Miami to Cayman Brac, returning Sat, Jan 23, priced at $339 found 6 hours ago
Mon, Oct 26 - Fri, Oct 30
EWR
New York
GCM
Grand Cayman
$342 Roundtrip, found 1 day ago
$342
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Oct 26 from New York to Grand Cayman, returning Fri, Oct 30, priced at $342 found 1 day ago
Thu, Oct 1 - Mon, Oct 19
LGA
New York
GCM
Grand Cayman
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Oct 1 from New York to Grand Cayman, returning Mon, Oct 19, priced at $344 found 2 days ago
Wed, Nov 18 - Sun, Nov 22
ORD
Chicago
GCM
Grand Cayman
$347 Roundtrip, found 5 hours ago
$347
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Wed, Nov 18 from Chicago to Grand Cayman, returning Sun, Nov 22, priced at $347 found 5 hours ago
Loading

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
YYZGeorge TownSeptember 18 to September 21$327
EWRGeorge TownSeptember 18 to September 21$359
BOSGeorge TownSeptember 20 to September 26$361
ORDGeorge TownSeptember 18 to September 21$381
*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
The price is $289 total per night from Sep 16 to Sep 17
$289 total
per night
Sep 16 - Sep 17
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! (1,005 reviews)
"The hotel was great. Brand new, clean, comfortable beds. The restaurant was delicious and in walking distance to so many great places. The Westin is across the street and you have access to everything there. There is a bus stop at the corner which was also very helpful. Highly recommend."

Reviewed on Sep 14, 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
The price is $706 total per night from Sep 21 to Sep 22
$706 total
per night
Sep 21 - Sep 22
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! (1,003 reviews)
"We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally ..."

Reviewed on Sep 12, 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
Fully refundableReserve now, pay when you stay
The price is $654 total per night from Oct 15 to Oct 16
$654 total
per night
Oct 15 - Oct 16
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 ...
Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Grand Cayman Marriott Beach Resort.

Grand Cayman Marriott Beach Resort.

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
The price is $361 total per night from Sep 24 to Sep 25
$361 total
per night
Sep 24 - Sep 25
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 ...
Opens in a new windowGrand Cayman Marriott Beach 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
$258 nightly
The price is $289 total per night from Sep 16 to Sep 17
$289 total
Sep 16 - Sep 17
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! (1,005 reviews)
"The hotel was great. Brand new, clean, comfortable beds. The restaurant was delicious and in walking distance to so many great places. The Westin is across the street and you have access to everything there. There is a bus stop at the corner which was also very helpful. Highly recommend."

Reviewed on Sep 14, 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
$211 nightly
The price is $233 total per night from Sep 18 to Sep 19
$233 total
Sep 18 - Sep 19
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. ...
Get rates
Opens in a new windowThe Reef Beach Resort, East End, Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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
$275 nightly
The price is $308 total per night from Sep 16 to Sep 17
$308 total
Sep 16 - Sep 17
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 ...
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

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
The price is $859 total per night from Sep 16 to Sep 17
$859 total
per night
Sep 16 - Sep 17
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! (1,006 reviews)
"The Ritz-Carlton, Grand Cayman is a luxury hotel super recommended, the attention is excellent, the staff has thought of every detail to make the stay unforgettable, excellent cleanliness, restaurant seven a luxury breakfast."

Reviewed on Sep 15, 2026

Opens in a new windowThe Ritz-Carlton, Grand Cayman
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
The price is $706 total per night from Sep 21 to Sep 22
$706 total
per night
Sep 21 - Sep 22
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! (1,003 reviews)
"We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally ..."

Reviewed on Sep 12, 2026

Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
The price is $198 total per night from Sep 27 to Sep 28
$198 total
per night
Sep 27 - Sep 28
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! (1,006 reviews)
"El personal que trabaja fueron muy pacientes y nos ayudaron mucho con el ingles"

Reviewed on Sep 14, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 $379 total per night from Oct 1 to Oct 2
$379 total
per night
Oct 1 - Oct 2
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! (894 reviews)
"Lovely"

Reviewed on Sep 14, 2026

Opens in a new windowHotel Indigo Grand Cayman 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 Beach Resort.
Great for families

Grand Cayman Marriott Beach Resort.

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
The price is $361 total per night from Sep 24 to Sep 25
$361 total
per night
Sep 24 - Sep 25
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 ...
Opens in a new windowGrand Cayman Marriott Beach 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
The price is $706 total per night from Sep 21 to Sep 22
$706 total
per night
Sep 21 - Sep 22
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! (1,003 reviews)
"We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally ..."

Reviewed on Sep 12, 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 Port of ...
Get rates
Opens in a new windowAqua Bay Club Condos
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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. ...
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

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 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 $381. But it was jet-setters arriving in from Miami (MIA) 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

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.