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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 30/12. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
6 Dec — 13 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals to Cayman Islands

Enter your travel dates to find the best prices.

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 6 November 2025.

Wed 17/127:40 p.m.YYZ - GCM
1 stop20h 55mUnited Airlines
Sat 17/12:50 p.m.GCM - YYZ
1 stop19h 08mUnited Airlines
Deal found 6/11C$ 405
Fri 14/116:50 p.m.YYZ - GCM
1 stop21h 30mMultiple Airlines
Thu 20/112:50 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Deal found 6/11C$ 408
Thu 20/119:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Thu 27/112:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 6/11C$ 411
Fri 7/116:50 p.m.YYZ - GCM
1 stop21h 30mMultiple Airlines
Sun 9/112:50 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Deal found 6/11C$ 412
Mon 24/113:45 p.m.YYZ - GCM
1 stop24h 45mUnited Airlines
Mon 1/125:45 p.m.GCM - YYZ
2 stops26h 00mUnited Airlines
Deal found 6/11C$ 425
Sun 23/119:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Thu 27/112:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 6/11C$ 426

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 6 November 2025
Explore the Cayman Islands
Flights to George Town
Flights to Cayman Brac
Flights to Little Cayman

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 6 November 2025.

Round-trip from

C$ 411

One-way from

C$ 166

Popular in

December

Cheapest in

June

Average price

C$ 640

Good round-trip deal

C$ 513 or less

Good one-way deal

C$ 178 or less
WestJet
  • WestJet
  • 20/11-27/11
  • Nonstop
  • 8h 25m total
  • Toronto to George Town
Search Deals
United Airlines
  • United Airlines
  • 10/11
  • 1 total stop
  • 24h 45m total
  • Toronto to Cayman Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Toronto to Cayman Islands.
Search Deals
Price to beat on a one-way flight from Toronto to Cayman Islands.
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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 6 November 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 30/12

9:00 a.m.-1:45 p.m.

1 stop28h 45m

George Town Owen Roberts Intl

Fri 9/1

2:25 p.m.-11:46 p.m.

2 stops9h 21m

C$ 420

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 24/11

3:45 p.m.-4:30 p.m.

1 stop24h 45m

George Town Owen Roberts Intl

Mon 1/12

5:45 p.m.-7:45 p.m.

2 stops26h 00m

C$ 425

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 8/1

7:40 p.m.-1:15 p.m.

2 stops17h 35m

George Town Owen Roberts Intl

Sat 17/1

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

2 stops22h 17m

C$ 427

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 23/11

9:25 a.m.-1:44 p.m.

Nonstop4h 19m

George Town Owen Roberts Intl

Thu 27/11

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

Nonstop4h 06m

C$ 429

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 20/11

9:25 a.m.-1:44 p.m.

Nonstop4h 19m

George Town Owen Roberts Intl

Thu 27/11

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

Nonstop4h 06m

C$ 429

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 5/3

9:00 p.m.-1:45 p.m.

1 stop16h 45m

George Town Owen Roberts Intl

Mon 9/3

4:45 p.m.-1:43 p.m.

2 stops19h 58m

C$ 429

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 5/2

6:40 p.m.-1:45 p.m.

2 stops19h 05m

George Town Owen Roberts Intl

Sun 8/2

2:50 p.m.-11:46 p.m.

2 stops32h 56m

C$ 429

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 25/1

9:00 p.m.-1:45 p.m.

1 stop16h 45m

George Town Owen Roberts Intl

Sun 1/2

2:50 p.m.-7:45 p.m.

1 stop28h 55m

C$ 429

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Wed 31/12

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

1 stop7h 00m

George Town Owen Roberts Intl

Fri 2/1

3:00 p.m.-9:48 a.m.

1 stop18h 48m

C$ 449

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Tue 30/12

7:55 p.m.-2:00 p.m.

1 stop18h 05m

George Town Owen Roberts Intl

Fri 2/1

3:00 p.m.-9:48 a.m.

1 stop18h 48m

C$ 449

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 23 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 14 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 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$ 392
Air Canada
Air Canada
From C$ 415
United Airlines
United Airlines
From C$ 371
American Airlines
American Airlines
From C$ 294

What are the cheapest airlines that fly to Cayman Islands?

The cheapest airlines flying from Toronto to Cayman Islands are United Airlines, WestJet 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 6 November 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 6 November 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.
Porter Airlines
8.0
Very good
387 reviews
Check prices

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
387 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
9,007 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
American Airlines
7.2
Good
11,040 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
WestJet
7.2
Good
3,155 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,416 reviews
Porter Airlines
8.0
Very good
387 reviews
Check prices

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

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$ 173, while round-trip flights cost around C$ 390.

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

    A round-trip flight to Cayman Islands will typically cost around C$ 602, however they can be found for as little as C$ 390.

  • 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 10 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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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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