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C$ 151+ Cheap flights to the Cayman Islands

— GCM
18 Sep — 25 Sep1
1 adult
1 adult, Economy, 0 bags

Flights to Cayman Islands in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Cayman Islands

Sat 19/99:40 a.m. -
Nonstop4h 05m
Sat 26/91:45 p.m. -
Nonstop4h 10m
Deal found 16/8C$ 348
Thu 29/109:25 a.m. -
Nonstop4h 19m
Sun 1/112:50 p.m. -
Nonstop4h 09m
Deal found 14/8C$ 378
Thu 3/1210:15 a.m. -
Nonstop4h 20m
Sun 13/123:35 p.m. -
Nonstop4h 10m
Deal found 17/8C$ 382
Sat 12/99:40 a.m. -
Nonstop4h 05m
Sat 19/91:45 p.m. -
Nonstop4h 10m
Deal found 15/8C$ 384
Thu 5/1110:15 a.m. -
Nonstop4h 20m
Thu 12/113:35 p.m. -
Nonstop4h 10m
Deal found 17/8C$ 391
Thu 5/1110:15 a.m. -
Nonstop4h 20m
Sun 15/113:35 p.m. -
Nonstop4h 10m
Deal found 17/8C$ 393

Find flights to Cayman Islands

Explore the Cayman Islands
Flights to George Town
Flights to Cayman Brac
Flights to Little Cayman

Find flight deals to Cayman Islands

Round-trip from

C$ 348

One-way from

C$ 157

Popular in

August

Cheapest in

January

Average price

C$ 802

Good round-trip deal

C$ 510 or less

Good one-way deal

C$ 421 or less
WestJet
  • WestJet
  • 19/9-26/9
  • Nonstop
  • 8h 15m total
  • Toronto to George Town
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WestJet
  • WestJet
  • 19/9
  • Nonstop
  • 4h 05m total
  • Toronto to Cayman Islands
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 96 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 24 potential savings vs. average RT price).
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Average for round-trip flights in August 2026
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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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Cheapflights Fare Finder

 
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 2/1

10:53 a.m.-4:35 p.m.

2 stops29h 42m

George Town Owen Roberts Intl

Sat 9/1

5:45 p.m.-1:33 p.m.

2 stops19h 48m

C$ 600

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 29/8

6:10 a.m.-12:25 p.m.

1 stop7h 15m

George Town Owen Roberts Intl

Sat 5/9

1:35 p.m.-9:54 a.m.

2 stops19h 19m

C$ 618

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Thu 3/12

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

2 stops19h 30m

George Town Owen Roberts Intl

Sun 13/12

5:45 p.m.-1:33 p.m.

2 stops19h 48m

C$ 633

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Thu 29/10

7:44 p.m.-3:30 p.m.

2 stops20h 46m

George Town Owen Roberts Intl

Sun 1/11

5:45 p.m.-2:03 p.m.

2 stops20h 18m

C$ 633

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 12/12

7:00 a.m.-4:30 p.m.

2 stops33h 30m

George Town Owen Roberts Intl

Sat 19/12

2:55 p.m.-2:03 p.m.

1 stop23h 08m

C$ 633

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sun 6/12

8:35 a.m.-4:30 p.m.

2 stops31h 55m

George Town Owen Roberts Intl

Tue 15/12

5:45 p.m.-6:42 p.m.

2 stops24h 57m

C$ 636

TorontoCayman Brac

YYZ Toronto Pearson Intl - CYB Cayman Brac Gerrard-Smith

YYZCYB

Toronto Pearson Intl

Fri 23/10

11:15 a.m.-8:05 a.m.

2 stops21h 50m

Cayman Brac Gerrard-Smith

Sat 31/10

6:20 p.m.-8:45 p.m.

1 stop25h 25m

C$ 873

TorontoGeorge Town

YTZ Toronto Island - GCM George Town Owen Roberts Intl

YTZGCM

Toronto Island

Fri 4/12

3:15 p.m.-4:35 p.m.

1 stop25h 20m

George Town Owen Roberts Intl

Mon 7/12

5:45 p.m.-4:41 p.m.

2 stops22h 56m

C$ 911

TorontoGeorge Town

YTZ Toronto Island - GCM George Town Owen Roberts Intl

YTZGCM

Toronto Island

Sun 6/12

12:10 p.m.-4:30 p.m.

2 stops28h 20m

George Town Owen Roberts Intl

Thu 10/12

5:45 p.m.-10:06 a.m.

2 stops40h 21m

C$ 912

TorontoGeorge Town

YTZ Toronto Island - GCM George Town Owen Roberts Intl

YTZGCM

Toronto Island

Sat 24/10

7:25 p.m.-12:15 p.m.

2 stops17h 50m

George Town Owen Roberts Intl

Sat 7/11

5:45 p.m.-10:06 a.m.

2 stops16h 21m

C$ 920

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/8

Showing 1-10 of 19 resultsSorted by cheapest first
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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

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 10 hours 4 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 Porter Airlines.

WestJet
WestJet
From C$ 328
Air Canada
Air Canada
From C$ 238
Porter Airlines
Porter Airlines
From C$ 343
United Airlines
United Airlines
From C$ 254

What are the cheapest airlines that fly to Cayman Islands?

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

When is the best time to book a flight to Cayman Islands?

To ensure you get the cheapest price possible for a flight to Cayman Islands, you should look to book at least 69 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

The most popular places in Cayman Islands to fly to are George Town, Cayman Brac and Little Cayman.

Reviews of airlines servicing Cayman Islands

Check out reviews from past customers who have flown Porter Airlines,United Airlines, andWestJet 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.
Porter Airlines
8.0
Very good
457 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Porter Airlines
8.0
Very good
457 reviews
Porter Airlines
8.0
Very good
457 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
United Airlines
7.4
Good
10,103 reviews
Porter Airlines
8.0
Very good
457 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
WestJet
7.2
Good
3,430 reviews
Porter Airlines
8.0
Very good
457 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
American Airlines
7.1
Good
11,958 reviews
Porter Airlines
8.0
Very good
457 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.
Air Canada
7.1
Good
11,497 reviews
Porter Airlines
8.0
Very good
457 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Regan,Aug 2026

YYZ - YVR

My first flight with an all female flight crew who were the best ever.

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, American 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$ 227, while round-trip flights cost around C$ 287.

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

    A round-trip flight to Cayman Islands will typically cost around C$ 383, however they can be found for as little as C$ 287.

  • 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 (4 hours 0 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. Centrally located, cozy studio in residential neighborhood. 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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Find flights to Cayman Islands cities and airports

Flights to George Town
Flights to Cayman Brac
Flights to Little Cayman

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