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C$ 187+ Cheap flights to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 26/10. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
8 Jul — 15 Jul1
1 adult

Flights to Cayman Islands in 2025

Find the latest flights to Cayman Islands in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 3 July 2025.

Round-trip from

C$ 493

One-way from

C$ 187

Popular in

December

Cheapest in

June

Average price

C$ 522

Good round-trip deal

C$ 499 or less

Good one-way deal

C$ 413 or less
United Airlines
  • United Airlines
  • 11/8-18/8
  • 4 total stops
  • 39h 37m total
  • Toronto to George Town
WestJet
  • WestJet
  • 26/10
  • Nonstop
  • 4h 24m total
  • Toronto to Cayman Islands
Highest demand for flights based on searches. 8% potential increase in price (C$ 73 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 23 potential savings vs. average RT price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Toronto to Cayman Islands.
Price to beat on a one-way flight from Toronto to Cayman Islands.

Find flight deals to Cayman Islands

Cheapest flights to Cayman Islands
Explore the most affordable flight options available to Cayman Islands. Find the lowest fares based on data from user searches, with prices last updated on 3 July 2025.

Mon 11/89:00 p.m.YYZ - GCM
2 stops16h 30mUnited Airlines
Mon 18/81:35 p.m.GCM - YYZ
2 stops23h 07mUnited Airlines
Deal found 30/6C$ 493
Thu 18/99:00 a.m.YYZ - GCM
Nonstop3h 55mAir Canada
Thu 25/912:50 p.m.GCM - YYZ
Nonstop4h 00mAir Canada
Deal found 1/7C$ 503
Tue 16/93:25 p.m.YYZ - GCM
2 stops21h 00mAmerican Airlines
Tue 23/912:10 p.m.GCM - YYZ
2 stops21h 59mAmerican Airlines
Deal found 30/6C$ 507
Tue 8/79:40 a.m.YYZ - GCM
Nonstop4h 05mWestJet
Tue 15/71:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 1/7C$ 523
Thu 18/99:00 a.m.YYZ - GCM
Nonstop3h 55mMultiple Airlines
Sat 27/91:45 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Deal found 30/6C$ 551
Fri 1/88:25 p.m.YTZ - GCM
2 stops49h 55mMultiple Airlines
Fri 8/84:45 p.m.GCM - YTZ
2 stops23h 01mMultiple Airlines
Deal found 2/7C$ 1,090

Cheapflights Fare Finder

Locate flights to Cayman Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 3 July 2025.
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 11/8

9:00 p.m.-12:30 p.m.

2 stops16h 30m

George Town Owen Roberts Intl

Mon 18/8

1:35 p.m.-1:42 p.m.

2 stops23h 07m

C$ 493

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 18/9

9:00 a.m.-11:55 a.m.

Nonstop3h 55m

George Town Owen Roberts Intl

Thu 25/9

12:50 p.m.-5:50 p.m.

Nonstop4h 00m

C$ 503

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 16/9

3:25 p.m.-11:25 a.m.

2 stops21h 00m

George Town Owen Roberts Intl

Tue 23/9

12:10 p.m.-11:09 a.m.

2 stops21h 59m

C$ 507

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 18/9

9:00 a.m.-11:55 a.m.

Nonstop3h 55m

George Town Owen Roberts Intl

Sat 27/9

1:45 p.m.-6:51 p.m.

Nonstop4h 06m

C$ 551

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 26/8

9:40 a.m.-12:45 p.m.

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 30/8

1:45 p.m.-6:54 p.m.

Nonstop4h 09m

C$ 672

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 1/8

8:25 p.m.-9:20 p.m.

2 stops49h 55m

George Town Owen Roberts Intl

Fri 8/8

4:45 p.m.-4:46 p.m.

2 stops23h 01m

C$ 1,090

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 26/12

7:00 a.m.-2:00 p.m.

1 stop7h 00m

George Town Owen Roberts Intl

Fri 2/1

3:00 p.m.-10:23 p.m.

1 stop7h 23m

C$ 1,299

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 10/7

12:45 p.m.-12:30 p.m.

2 stops24h 45m

C$ 198

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 20/9

9:40 a.m.-12:42 p.m.

Nonstop4h 02m

C$ 207

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Wed 17/9

5:45 p.m.-11:22 a.m.

1 stop18h 37m

C$ 209

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 15 results
1
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Best time to book a flight to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to the Cayman Islands

How long is the flight to Cayman Islands?

On average, a flight from Toronto to Cayman Islands takes 17 hours 39 minutes. Flights to Cayman Islands from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Cayman Islands?

The cheapest airlines flying from Toronto to Cayman Islands are WestJet, United Airlines and American Airlines.

What are the most popular places to fly to in Cayman Islands?

Destination popularity is based on the amount of flight searches to Cayman Islands in the last few years. This data was updated on 3 July 2025.
The most popular places in Cayman Islands to fly to are George Town, Cayman Brac and Little Cayman.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated 3 July 2025.
Check out reviews from past customers who have flown Porter Airlines,Delta, andUnited Airlines to the Cayman Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
8.0
Very good

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.0

Entertainment

7.0

Food

7.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

FAQs about flying to Cayman Islands

Cayman Islands climate

The Cayman Islands has pleasant, beach-friendly temperatures all year round. The soothing trade winds keep the temperature from getting too hot. From May to November you’ll run into the rainy season, which also coincides with the hurricane season. 

What is good to know if travelling to Cayman Islands?

  • The islands feature some of the most spectacular diving areas the world over. Among these is the Bloody Bay Marine Park, which is located north of Little Cayman and remains a choice destination for divers.
  • Seven Mile Beach is the biggest one on Grand Cayman and features seemingly endless kilometres of shimmering white sand. Its downside is its popularity among the cruise-ship arrivals that sometimes makes for a crowded setting. As a result Rum Point may be a better option and is also good for children with changing areas, hammocks and a lively beach bar among the amenities.
  • Amateur sportsmen have much to occupy themselves with as the area features all of backpacking, hiking, kayaking, golfing and bird watching in plentiful supply throughout all three of the islands.
  • Grand Cayman is also known as Hell, something that is considerably more attractive than the name suggests. It is an area of often-spectacular black lava formations that also makes it an ideal setting for vacation pictures that are bound to stand out for years to come.
  • Beautiful beaches, palm trees gently swaying in the breeze and seemingly constant sunshine make the Cayman Islands a perfect setting for both weddings and honeymoons. If a beach wedding is not to your taste, chapel and church services are also on offer but remember to bring the necessary legal paperwork with you to make sure that your dream day goes off without a hitch – ahem.
  • When is the best time to fly to Cayman Islands?

    Peak Season: The most popular time for cheap flights to the Cayman Islands is between December and April. Off Season: Between May and November the rainy season prevails and can sometimes feature hurricanes so it is advisable to check the forecast before setting off. Some travellers consider the wet season to be the ideal time for finding cheap flights to the Cayman Islands. There are many possible reasons for this but chief among them are the cheaper hotel and resort rates, the uncrowded beaches and the fact that when the rain does arrive, it does so for relatively short periods.

  • Can I find cheaper flights to Cayman Islands if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Cayman Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Cayman Islands?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Cayman Islands.

  • What is the cheapest airport to fly to in Cayman Islands?

    George Town Owen Roberts Intl is currently the cheapest airport to fly to in Cayman Islands. One-way flights to George Town Owen Roberts Intl typically cost C$ 220, while round-trip flights cost around C$ 303.

  • Where does the fastest flight to Cayman Islands depart from?

    For those looking to save time traveling to Cayman Islands, Toronto offers the quickest one-way flight (3 hours 55 minutes).

  • Does George Town Owen Roberts Intl have rental cars?

    Yes. Those touching down at George Town Owen Roberts Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to George Town Owen Roberts Intl?

    Yes. George Town Owen Roberts Intl has hotels nearby for those requiring accommodations. Amore Suite Cayman Islands is the closest property to George Town Owen Roberts Intl (0.0 km away from George Town Owen Roberts Intl).

See more FAQs

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