$109 Cheap flights to Cayman Islands

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Top places to visit in Cayman Islands

A coastal city with a beach, clear blue waters, and a distant ship.
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Seven Mile Beach

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

West Bay

Cheap flights to Cayman Islands from $109 One Way, $287 Round Trip

$287 return flights and $109 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, Oct 23 - Mon, Oct 26
MIA
Miami
GCM
Grand Cayman
$287 Roundtrip, just found
$287
Roundtrip
just found
Select American Airlines flight, departing Fri, Oct 23 from Miami to Grand Cayman, returning Mon, Oct 26, priced at $287 just found
Thu, Sep 10 - Sun, Sep 13
TPA
Tampa
GCM
Grand Cayman
$321 Roundtrip, just found
$321
Roundtrip
just found
Select Cayman Airways flight, departing Thu, Sep 10 from Tampa to Grand Cayman, returning Sun, Sep 13, priced at $321 just found
Mon, Oct 12 - Sun, Oct 18
JFK
New York
GCM
Grand Cayman
$331 Roundtrip, found 4 days ago
$331
Roundtrip
found 4 days ago
Select Cayman Airways flight, departing Mon, Oct 12 from New York to Grand Cayman, returning Sun, Oct 18, priced at $331 found 4 days ago
Sat, Dec 19 - Sat, Dec 26
MIA
Miami
CYB
Cayman Brac
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Sat, Dec 19 from Miami to Cayman Brac, returning Sat, Dec 26, priced at $339 found 2 days ago
Wed, Oct 21 - Wed, Oct 28
LGA
New York
GCM
Grand Cayman
$357 Roundtrip, found 2 days ago
$357
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Oct 21 from New York to Grand Cayman, returning Wed, Oct 28, priced at $357 found 2 days ago
Wed, Oct 21 - Sat, Oct 24
IAD
Washington
GCM
Grand Cayman
$357 Roundtrip, found 2 days ago
$357
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Oct 21 from Washington to Grand Cayman, returning Sat, Oct 24, priced at $357 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKGeorge TownAugust 8 to August 12$950
ORDGeorge TownAugust 9 to August 10$992
YYZGeorge TownAugust 8 to August 15$1,007
BOSGeorge TownAugust 8 to August 15$1,063
LHRGeorge TownAugust 7 to September 7$1,600
*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
$258 nightly
The price is $289 total per night from Aug 9 to Aug 10
$289 total
Aug 9 - Aug 10
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 Sunshine Grill restaurant has fresh and delicious food. It had a full and interesting menu for breakfast, lunch and dinner."

Reviewed on Aug 2, 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
$665 nightly
The price is $744 total per night from Aug 27 to Aug 28
$744 total
Aug 27 - Aug 28
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! (1,002 reviews)
"The resort was nice, staff were helpful and incredibly kind. The only negative was that there aren’t many restaurants on property so we had to leave the resort often and incur many taxi charges for dinner each evening. The upside is that the restaurants they have on property are really good, but ..."

Reviewed on Aug 1, 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
$568 nightly
The price is $642 total per night from Aug 16 to Aug 17
$642 total
Aug 16 - Aug 17
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 ...
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
$336 nightly
The price is $381 total per night from Aug 30 to Aug 31
$381 total
Aug 30 - Aug 31
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! (1,004 reviews)
"The staff was top notch, the property was beautiful and the food was excellent!"

Reviewed on Aug 1, 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
$258 nightly
The price is $289 total per night from Aug 9 to Aug 10
$289 total
Aug 9 - Aug 10
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 Sunshine Grill restaurant has fresh and delicious food. It had a full and interesting menu for breakfast, lunch and dinner."

Reviewed on Aug 2, 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
$199 nightly
The price is $219 total per night from Aug 31 to Sep 1
$219 total
Aug 31 - Sep 1
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! (683 reviews)
"First do not stay here if you plan on doing things on 7 mile beach . Taxis are $30 and up each way. Hotel offers free shuttle but ends at 5pm. I ended up changing hotels due to this being out of the way. Also there’s construction around."

Reviewed on Jul 25, 2026

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
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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
$248 nightly
The price is $277 total per night from Aug 4 to Aug 5
$277 total
Aug 4 - Aug 5
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! (451 reviews)
"Everything was perfect. Lot of space, nice location, nice staff."

Reviewed on Aug 1, 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
$272 nightly
The price is $304 total per night from Sep 2 to Sep 3
$304 total
Sep 2 - Sep 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 Governor's ...
9.8/10 Exceptional! (796 reviews)
"Everything was excellent!"

Reviewed on Aug 3, 2026

Opens in a new windowHotel Indigo Grand Cayman by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
$767 nightly
The price is $859 total per night from Aug 27 to Aug 28
$859 total
Aug 27 - Aug 28
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. ...
Opens in a new windowThe Ritz-Carlton, Grand Cayman
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
$170 nightly
The price is $192 total per night from Aug 4 to Aug 5
$192 total
Aug 4 - Aug 5
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 ...
Opens in a new windowThe Locale Hotel Grand Cayman
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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
$336 nightly
The price is $381 total per night from Aug 30 to Aug 31
$381 total
Aug 30 - Aug 31
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! (1,004 reviews)
"The staff was top notch, the property was beautiful and the food was excellent!"

Reviewed on Aug 1, 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.

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
$336 nightly
The price is $381 total per night from Aug 30 to Aug 31
$381 total
Aug 30 - Aug 31
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! (1,004 reviews)

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

Travelers say...
"The staff was top notch, the property was beautiful and the food was excellent!"

Reviewed on Aug 1, 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
$665 nightly
The price is $744 total per night from Aug 27 to Aug 28
$744 total
Aug 27 - Aug 28
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! (1,002 reviews)
"The resort was nice, staff were helpful and incredibly kind. The only negative was that there aren’t many restaurants on property so we had to leave the resort often and incur many taxi charges for dinner each evening. The upside is that the restaurants they have on property are really good, but ..."

Reviewed on Aug 1, 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 Governor's ...
9.8/10 Exceptional! (93 reviews)
"The property was wonderful. It is located in the perfect snorkeling location. The beach was amazing and you could do as much or as little as you like and be better for it. We needed to get away and reconnect and Aqua Bay was the perfect place to do that. I’m beyond grateful for the experience and ..."

Reviewed on Jul 14, 2026

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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. ...
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

Save more on flights to Cayman Islands while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Cayman Islands

Now it is easier than ever to find a discount Cayman Islands flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

Use Your Mobile Phone To Secure A Low Cost Flight To Cayman Islands

We now offer free apps for the most commonly used mobile devices. You can use your mobile phone to share relevant information pertaining to your trips, view images of local lodgings and take advantage of hotel and car rental discounts that may be available only to mobile device users.

Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Cayman Islands flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Cayman Islands a breeze.

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 $1,600. But it was jet-setters arriving in from Miami (MIA) who scored the top bargains. One-way tickets to Cayman Islands fell to just $109.
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.