$95 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

Cheap flights to Cayman Islands from $95 One Way, $153 Round Trip

$153 return flights and $95 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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
EWRGeorge TownJuly 5 to July 9$450
YYZGeorge TownJuly 5 to July 15$460
BOSGeorge TownJuly 4 to July 19$470
ORDGeorge TownJuly 6 to July 11$838
JFKWest EndJuly 6 to July 8$933
YULGeorge TownJuly 4 to July 7$1,105
*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
Fully refundableReserve now, pay when you stay
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)
"Beautiful room renovation but with no restaurant or real resort amenities is just for sleeping right now."

Reviewed on Jun 23, 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
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! (829 reviews)
"Lobby area, beach, social hour, breakfast buffet all excellent The staff very friendly always wanting to assist! Greeted us wherever we were!! Pool help awesome"

Reviewed on Jun 28, 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
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! (1,002 reviews)

Reviewed on Jun 27, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
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
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)
"Overall, a fantastic experience. 10/10 recommend it and we plan to come back in the future."

Reviewed on Jun 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
Fully refundableReserve now, pay when you stay
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)
"Beautiful room renovation but with no restaurant or real resort amenities is just for sleeping right now."

Reviewed on Jun 23, 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
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! (621 reviews)
"I like the services of the staff and enjoy the food and drinks offerings at the restaurant. The deck to view the sunrise is a nice addition."

Reviewed on May 30, 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! (1,003 reviews)
"Quite,clean and friendly staff"

Reviewed on Jun 22, 2025

Wyndham Reef Resort Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
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
Stay at this 3-star beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (344 reviews)
"Property was very nice! Great location. Short and easy walkway to the beach and shops and restaurants. Quiet and beautiful area. Room was perfect, 2 bedroom and 2 baths with full kitchen and laundry area. Will definitely stay here again."

Reviewed on May 21, 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

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
Fully refundable
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! (282 reviews)
"very friendly staff"

Reviewed on Jun 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
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! (996 reviews)
"The food and drinks were excellent at all on-site restaurants! The beach was clean and the water was perfectly turquoise. Additionally, the staff was very helpful and friendly. Overall a wonderful experience and we would gladly return."

Reviewed on Jun 25, 2025

The Ritz-Carlton, Grand Cayman
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
Stay at this 4-star 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. ...
9/10 Wonderful! (556 reviews)
"Excellent Stay – Highly Recommend! I had a wonderful experience at this hotel. The location is unbeatable—right on Seven Mile, which made getting around super convenient. The free breakfast was a great bonus, with a variety of food options to choose from each morning. The rooms were very clean, and ..."

Reviewed on Jun 29, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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
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! (829 reviews)
"Lobby area, beach, social hour, breakfast buffet all excellent The staff very friendly always wanting to assist! Greeted us wherever we were!! Pool help awesome"

Reviewed on Jun 28, 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
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)

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

Travelers say...
"Overall, a fantastic experience. 10/10 recommend it and we plan to come back in the future."

Reviewed on Jun 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
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! (829 reviews)
"Lobby area, beach, social hour, breakfast buffet all excellent The staff very friendly always wanting to assist! Greeted us wherever we were!! Pool help awesome"

Reviewed on Jun 28, 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! (86 reviews)
"The property was well situated in West Bay. It provided a nice quiet environment with easy access to Islands attractions."

Reviewed on Jun 15, 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! (1,003 reviews)
"Quite,clean and friendly staff"

Reviewed on Jun 22, 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

End your search for discount fares on flights to Cayman Islands. Orbitz has all the best prices on Cayman Islands flights. With Orbitz, you can expect:

Cheap Deals on Flights to Cayman Islands

We offer big discounts and last-minute savings on Cayman Islands flights. We make it easy for you to research, plan, and book your flight to Cayman Islands — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Cayman Islands flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Cayman Islands flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Cayman Islands flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Cayman Islands flights to the actual booking. If you want to cancel your flight to Cayman Islands, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Cayman Islands with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Cayman Islands?
Have a look at the deals from the 20 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 $153 and $1,105. But it was jet-setters arriving in from Grand Cayman (GCM) who scored the top bargains. One-way tickets to Cayman Islands fell to just $95.
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.