Find flights
Airlines
Travel Guide

C$ 153+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
— GCM
24 Mar — 31 Mar1
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
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 22 February 2026.

Sun 22/39:25 a.m.
YYZ
-
GCM
Nonstop4h 19m
WestJet
Sun 29/31:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
WestJet
Deal found 18/2C$ 376
Mon 6/41:00 p.m.
YYZ
-
GCM
2 stops24h 30m
United Airlines
Mon 13/41:35 p.m.
GCM
-
YYZ
2 stops21h 14m
United Airlines
Deal found 20/2C$ 380
Mon 30/39:00 p.m.
YYZ
-
GCM
1 stop16h 45m
United Airlines
Mon 20/41:50 p.m.
GCM
-
YYZ
1 stop28h 47m
United Airlines
Deal found 21/2C$ 382
Tue 21/49:00 p.m.
YYZ
-
GCM
1 stop16h 45m
United Airlines
Mon 27/41:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Deal found 20/2C$ 383
Mon 30/37:43 p.m.
YYZ
-
GCM
2 stops18h 02m
United Airlines
Tue 21/41:35 p.m.
GCM
-
YYZ
1 stop8h 01m
United Airlines
Deal found 19/2C$ 384
Fri 27/29:00 p.m.
YYZ
-
GCM
2 stops19h 20m
United Airlines
Tue 3/32:25 p.m.
GCM
-
YYZ
2 stops23h 49m
United Airlines
Deal found 20/2C$ 386

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 22 February 2026
Explore the Cayman Islands
Flights to George Town
Flights to Cayman Brac
Flights to Little Cayman

Find flight deals to Cayman Islands

Find the latest flights to Cayman Islands in 2026, 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 22 February 2026.

Round-trip from

C$ 376

One-way from

C$ 153

Popular in

November

Cheapest in

June

Average price

C$ 550

Good round-trip deal

C$ 390 or less

Good one-way deal

C$ 319 or less
WestJet
  • WestJet
  • 22/3-29/3
  • Nonstop
  • 8h 28m total
  • Toronto to George Town
Search Deals
Porter Airlines
  • Porter Airlines
  • 9/4
  • Nonstop
  • 4h 10m total
  • Toronto to Cayman Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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.
Search Deals

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 22 February 2026.
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 7/4

7:00 p.m.-12:45 p.m.

2 stops18h 45m

George Town Owen Roberts Intl

Tue 14/4

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

2 stops19h 19m

C$ 380

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 19/3

12:15 p.m.-3:25 p.m.

Nonstop4h 10m

George Town Owen Roberts Intl

Thu 26/3

4:25 p.m.-9:35 p.m.

Nonstop4h 10m

C$ 382

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 9/3

9:00 p.m.-12:45 p.m.

1 stop16h 45m

George Town Owen Roberts Intl

Mon 16/3

1:50 p.m.-11:48 a.m.

2 stops20h 58m

C$ 386

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 7/3

6:40 p.m.-12:45 p.m.

2 stops18h 05m

George Town Owen Roberts Intl

Sat 14/3

4:30 p.m.-9:58 a.m.

2 stops16h 28m

C$ 404

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 12/4

11:00 a.m.-12:30 p.m.

2 stops26h 30m

George Town Owen Roberts Intl

Thu 16/4

1:35 p.m.-11:49 a.m.

2 stops21h 14m

C$ 405

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 7/3

8:45 a.m.-12:45 p.m.

1 stop28h 00m

George Town Owen Roberts Intl

Wed 11/3

1:25 p.m.-11:20 p.m.

1 stop8h 55m

C$ 406

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 5/3

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

1 stop7h 00m

George Town Owen Roberts Intl

Sun 8/3

1:50 p.m.-7:45 p.m.

1 stop28h 55m

C$ 406

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 17/3

7:40 p.m.-12:45 p.m.

2 stops18h 05m

George Town Owen Roberts Intl

Tue 24/3

4:45 p.m.-7:45 p.m.

2 stops26h 00m

C$ 406

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 20/3

7:00 a.m.-1:00 p.m.

1 stop7h 00m

George Town Owen Roberts Intl

Fri 27/3

2:00 p.m.-1:18 p.m.

1 stop22h 18m

C$ 445

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 3/4

7:00 a.m.-1:00 p.m.

1 stop7h 00m

George Town Owen Roberts Intl

Fri 17/4

2:00 p.m.-10:25 a.m.

3 stops19h 25m

C$ 487

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/2

Showing 1-10 of 25 results
1
2
3

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 12 hours 34 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$ 202
Air Canada
Air Canada
From C$ 305
United Airlines
United Airlines
From C$ 360
Porter Airlines
Porter Airlines
From C$ 368

What are the cheapest airlines that fly to Cayman Islands?

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

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 22 February 2026.
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 22 February 2026.
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
419 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Porter Airlines
8.0
Very good
419 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
United Airlines
7.4
Good
9,341 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
American Airlines
7.2
Good
11,338 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
WestJet
7.2
Good
3,270 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Air Canada
7.1
Good
10,738 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!

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$ 158, while round-trip flights cost around C$ 283.

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

    A round-trip flight to Cayman Islands will typically cost around C$ 378, however they can be found for as little as C$ 283.

  • 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. 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Cayman Islands?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Cayman Islands today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets to Cayman Islands?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights to Cayman Islands for you. Better yet — we are completely free to use.

Can Cheapflights find flights to Cayman Islands with no change fees?

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.

Can Cheapflights notify me if prices for flights to Cayman Islands become cheaper?

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.