C$ 166+ 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 24/10. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 344

One-way from

C$ 161

Popular in

December

Cheapest in

June

Average price

C$ 489

Good round-trip deal

C$ 479 or less

Good one-way deal

C$ 399 or less
WestJet
  • WestJet
  • 27/10-2/11
  • Nonstop
  • 8h 25m total
  • Toronto to George Town
WestJet
  • WestJet
  • 27/10
  • Nonstop
  • 4h 19m total
  • Toronto to Cayman Islands
Highest demand for flights based on searches. 9% potential increase in price (C$ 84 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 28 potential savings vs. average RT price).
Average for round-trip flights in September 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 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 11 September 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 11 September 2025.

Fri 31/108:15 a.m.YYZ - GCM
Nonstop4h 10mMultiple Airlines
Sun 9/112:50 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Deal found 10/9C$ 370
Mon 27/106:10 a.m.YYZ - GCM
1 stop10h 20mUnited Airlines
Mon 3/115:45 p.m.GCM - YYZ
1 stop20h 35mUnited Airlines
Deal found 10/9C$ 374
Sat 25/107:47 p.m.YYZ - GCM
2 stops20h 43mUnited Airlines
Sun 2/115:45 p.m.GCM - YYZ
2 stops27h 36mUnited Airlines
Deal found 10/9C$ 381
Mon 10/119:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Thu 13/112:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 9/9C$ 389
Tue 4/116:10 a.m.YYZ - GCM
1 stop10h 20mUnited Airlines
Tue 18/115:45 p.m.GCM - YYZ
2 stops19h 58mUnited Airlines
Deal found 11/9C$ 399
Sat 25/107:47 p.m.YYZ - GCM
2 stops17h 28mUnited Airlines
Mon 3/115:45 p.m.GCM - YYZ
1 stop20h 35mUnited Airlines
Deal found 11/9C$ 407

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 11 September 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

Fri 24/10

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

2 stops24h 45m

George Town Owen Roberts Intl

Sat 1/11

1:50 p.m.-11:59 p.m.

1 stop9h 09m

C$ 374

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 27/10

9:00 p.m.-3:30 p.m.

2 stops19h 30m

George Town Owen Roberts Intl

Fri 31/10

4:45 p.m.-10:58 a.m.

2 stops41h 13m

C$ 374

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 27/10

9:00 p.m.-3:30 p.m.

2 stops19h 30m

George Town Owen Roberts Intl

Sun 2/11

2:25 p.m.-11:20 p.m.

1 stop8h 55m

C$ 376

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 25/10

7:47 p.m.-12:15 p.m.

2 stops17h 28m

George Town Owen Roberts Intl

Sun 2/11

2:25 p.m.-11:20 p.m.

1 stop8h 55m

C$ 381

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 27/9

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

1 stop7h 20m

George Town Owen Roberts Intl

Sat 4/10

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

2 stops19h 23m

C$ 394

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Fri 7/11

2:45 p.m.-4:20 p.m.

2 stops25h 35m

George Town Owen Roberts Intl

Sun 9/11

5:45 p.m.-11:59 p.m.

2 stops30h 14m

C$ 400

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Wed 5/11

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

2 stops20h 50m

George Town Owen Roberts Intl

Tue 11/11

5:45 p.m.-1:43 p.m.

2 stops19h 58m

C$ 400

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 4/11

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

1 stop10h 20m

George Town Owen Roberts Intl

Tue 11/11

5:45 p.m.-1:43 p.m.

2 stops19h 58m

C$ 400

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Fri 31/10

2:45 p.m.-3:00 p.m.

2 stops25h 15m

George Town Owen Roberts Intl

Tue 11/11

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

2 stops22h 17m

C$ 400

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 3/11

9:00 p.m.-4:30 p.m.

2 stops19h 30m

George Town Owen Roberts Intl

Tue 11/11

5:45 p.m.-1:43 p.m.

2 stops19h 58m

C$ 400

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 36 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 12 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 11 September 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 11 September 2025.
Check out reviews from past customers who have flown Porter Airlines,United Airlines, andAmerican 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.

Crew

8.6

Overall

7.9

Entertainment

7.0

Comfort

7.9

Food

7.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Crew

8.6

Overall

7.9

Entertainment

7.0

Comfort

7.9

Food

7.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Crew

8.6

Overall

7.9

Entertainment

7.0

Comfort

7.9

Food

7.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Crew

8.6

Overall

7.9

Entertainment

7.0

Comfort

7.9

Food

7.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Crew

8.6

Overall

7.9

Entertainment

7.0

Comfort

7.9

Food

7.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Crew

8.6

Overall

7.9

Entertainment

7.0

Comfort

7.9

Food

7.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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$ 158, while round-trip flights cost around C$ 408.

  • 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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