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C$ 184+ 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 14/6. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
12 May — 19 May1
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 7 May 2025.

Round-trip from

C$ 447

One-way from

C$ 184

Popular in

December

Cheapest in

June

Average price

C$ 570

Good round-trip deal

C$ 489 or less

Good one-way deal

C$ 202 or less
United Airlines
  • United Airlines
  • 1/7-7/7
  • 3 total stops
  • 26h 43m total
  • Toronto to George Town
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WestJet
  • WestJet
  • 14/6
  • Nonstop
  • 4h 05m total
  • Toronto to Cayman Islands
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Highest demand for flights based on searches. 8% potential increase in price (C$ 69 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 25 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Toronto to Cayman Islands.
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Price to beat on a one-way flight from Toronto to Cayman Islands.
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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 7 May 2025.

Tue 1/76:10 a.m.YYZ - GCM
1 stop7h 20mUnited Airlines
Mon 7/71:35 p.m.GCM - YYZ
2 stops19h 23mUnited Airlines
Deal found 7/5C$ 447
Sat 27/99:40 a.m.YYZ - GCM
Nonstop4h 02mWestJet
Sat 4/101:45 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 7/5C$ 451
Thu 29/59:00 a.m.YYZ - GCM
Nonstop3h 55mAir Canada
Thu 5/612:50 p.m.GCM - YYZ
Nonstop4h 00mAir Canada
Deal found 6/5C$ 464
Tue 3/67:15 p.m.YYZ - GCM
1 stop17h 05mAmerican Airlines
Tue 10/612:10 p.m.GCM - YYZ
1 stop10h 49mAmerican Airlines
Deal found 6/5C$ 484
Thu 24/79:00 a.m.YYZ - GCM
Nonstop3h 55mMultiple Airlines
Tue 29/71:45 p.m.GCM - YYZ
Nonstop4h 09mMultiple Airlines
Deal found 7/5C$ 560
Sat 10/512:25 p.m.YTZ - GCM
2 stops25h 05mAir Canada
Tue 13/51:35 p.m.GCM - YTZ
2 stops43h 12mAir Canada
Deal found 7/5C$ 631

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 7 May 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

Tue 1/7

6:10 a.m.-12:30 p.m.

1 stop7h 20m

George Town Owen Roberts Intl

Wed 9/7

1:35 p.m.-9:58 a.m.

2 stops19h 23m

C$ 447

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 27/9

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

Nonstop4h 02m

George Town Owen Roberts Intl

Sat 4/10

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

Nonstop4h 06m

C$ 451

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 29/5

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

Nonstop3h 55m

George Town Owen Roberts Intl

Thu 5/6

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

Nonstop4h 00m

C$ 464

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 3/6

7:15 p.m.-11:20 a.m.

1 stop17h 05m

George Town Owen Roberts Intl

Tue 10/6

12:10 p.m.-11:59 p.m.

1 stop10h 49m

C$ 484

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 31/5

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

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 7/6

6:05 p.m.-9:55 p.m.

1 stop26h 50m

C$ 647

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 3/8

6:15 a.m.-11:25 a.m.

1 stop6h 10m

George Town Owen Roberts Intl

Sun 10/8

12:40 p.m.-10:09 p.m.

1 stop8h 29m

C$ 794

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 29/9

5:50 p.m.-11:05 a.m.

2 stops42h 15m

George Town Owen Roberts Intl

Fri 3/10

3:15 p.m.-10:52 a.m.

2 stops18h 37m

C$ 1,052

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 20/6

5:25 p.m.-2:50 p.m.

3 stops22h 25m

George Town Owen Roberts Intl

Fri 27/6

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

2 stops23h 01m

C$ 1,830

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 14/6

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

Nonstop4h 05m

C$ 184

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 14/6

10:05 a.m.-3:10 p.m.

1 stop6h 05m

C$ 201

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/5

Showing 1-10 of 16 results
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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 18 hours 48 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 most popular airlines that fly to Cayman Islands?

The most popular airlines flying from Toronto to Cayman Islands are WestJet, Air Canada and United Airlines.

WestJet

WestJet

From C$ 242

Air Canada

Air Canada

From C$ 283

United Airlines

United Airlines

From C$ 276

American Airlines

American Airlines

From C$ 282

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 7 May 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 7 May 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines to Cayman Islands have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,944 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,944 reviews
Delta
8.0
Very good
7,944 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,710 reviews
Delta
8.0
Very good
7,944 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,944 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
WestJet
7.2
Good
2,832 reviews
Delta
8.0
Very good
7,944 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Air Canada
7.0
Good
9,284 reviews
Delta
8.0
Very good
7,944 reviews
Check prices

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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, WestJet 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$ 146, while round-trip flights cost around C$ 322.

  • How much is a round-trip flight to Cayman Islands?

    A round-trip flight to Cayman Islands will typically cost around C$ 462, however they can be found for as little as C$ 233.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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Find flights to Cayman Islands cities and airports

Select your preferred flight destination in Cayman Islands from the list below.
Flights to George Town
Flights to Cayman Brac
Flights to Little Cayman

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Need flexible booking options for your flight to Cayman Islands ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Yes, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Cayman Islands today and book when you’re ready!

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