C$ 185+ 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 25/11. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
3 Aug — 10 Aug1
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 29 July 2025.

Round-trip from

C$ 412

One-way from

C$ 185

Popular in

December

Cheapest in

June

Average price

C$ 602

Good round-trip deal

C$ 501 or less
United Airlines
  • United Airlines
  • 12/11-23/11
  • 3 total stops
  • 32h 37m total
  • Toronto to George Town
United Airlines
  • United Airlines
  • 25/11
  • 2 total stops
  • 20h 50m total
  • Toronto to Cayman Islands
Highest demand for flights based on searches. 7% potential increase in price (C$ 62 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 21 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.

Find flights to Cayman Islands

Browse one-way and round-trip flights deals to the Cayman Islands on Cheapflights. Flight deals are based on user searches and were last updated on 29 July 2025
Explore the 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 29 July 2025.

Wed 12/116:10 a.m.YYZ - GCM
1 stop10h 20mUnited Airlines
Sun 23/115:45 p.m.GCM - YYZ
2 stops22h 17mUnited Airlines
Deal found 28/7C$ 412
Sat 6/95:45 p.m.YYZ - GCM
2 stops18h 25mAmerican Airlines
Sat 13/912:25 p.m.GCM - YYZ
2 stops20h 34mAmerican Airlines
Deal found 29/7C$ 429
Sun 23/119:25 a.m.YYZ - GCM
Nonstop4h 23mWestJet
Sun 30/112:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 28/7C$ 435
Fri 14/118:10 a.m.YYZ - GCM
Nonstop4h 10mAir Canada
Thu 20/111:30 p.m.GCM - YYZ
Nonstop4h 05mAir Canada
Deal found 28/7C$ 486
Sat 11/108:30 a.m.YYZ - GCM
1 stop29h 00mMultiple Airlines
Sat 18/101:45 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Deal found 26/7C$ 487
Thu 21/85:25 p.m.YTZ - GCM
2 stops44h 05mAir Canada
Sat 30/81:35 p.m.GCM - YTZ
2 stops43h 11mAir Canada
Deal found 28/7C$ 814

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 29 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

Wed 12/11

6:10 a.m.-4:30 p.m.

1 stop10h 20m

George Town Owen Roberts Intl

Sun 23/11

5:45 p.m.-4:02 p.m.

2 stops22h 17m

C$ 412

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 23/11

9:25 a.m.-1:48 p.m.

Nonstop4h 23m

George Town Owen Roberts Intl

Sun 30/11

2:50 p.m.-6:56 p.m.

Nonstop4h 06m

C$ 435

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Wed 10/9

6:14 a.m.-11:25 a.m.

1 stop6h 11m

George Town Owen Roberts Intl

Wed 17/9

12:10 p.m.-10:15 a.m.

2 stops21h 05m

C$ 442

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Fri 14/11

8:10 a.m.-12:20 p.m.

Nonstop4h 10m

George Town Owen Roberts Intl

Thu 20/11

1:30 p.m.-5:35 p.m.

Nonstop4h 05m

C$ 486

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 11/10

8:30 a.m.-12:30 p.m.

1 stop29h 00m

George Town Owen Roberts Intl

Sat 18/10

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

Nonstop4h 06m

C$ 487

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Thu 15/1

9:30 p.m.-2:00 p.m.

1 stop16h 30m

George Town Owen Roberts Intl

Fri 13/2

3:00 p.m.-10:28 p.m.

1 stop7h 28m

C$ 606

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 2/1

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

1 stop7h 00m

George Town Owen Roberts Intl

Fri 9/1

3:00 p.m.-10:28 p.m.

1 stop7h 28m

C$ 705

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Thu 21/8

5:25 p.m.-12:30 p.m.

2 stops44h 05m

George Town Owen Roberts Intl

Sat 30/8

1:35 p.m.-9:46 a.m.

2 stops43h 11m

C$ 814

TorontoLittle Cayman

YYZ - LYB

YYZLYB

Toronto Pearson Intl

Mon 22/12

9:25 a.m.-7:40 a.m.

1 stop22h 15m

Little Cayman

Mon 29/12

8:50 a.m.-6:56 p.m.

1 stop10h 06m

C$ 1,354

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 25/11

7:40 p.m.-4:30 p.m.

2 stops20h 50m

C$ 185

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

Showing 1-10 of 19 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 15 hours 37 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 29 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 29 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.

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
8.0
Very good

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • 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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