Find flights
Airlines
Travel Guide

C$ 169+ Cheap flights to the Cayman Islands

— GCM
10 Dec — 17 Dec1
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

Sun 29/1110:15 a.m. -
Nonstop4h 20m
Sun 6/123:35 p.m. -
Nonstop4h 10m
Deal found 9/11C$ 478
Mon 30/1110:15 a.m. -
Nonstop4h 20m
Sun 6/123:35 p.m. -
Nonstop4h 10m
Deal found 7/11C$ 481
Fri 27/116:10 a.m. -
1 stop10h 20m
Thu 3/125:45 p.m. -
1 stop28h 53m
Deal found 9/11C$ 483
Tue 1/128:40 p.m. -
2 stops19h 50m
Tue 8/125:45 p.m. -
2 stops20h 18m
Deal found 7/11C$ 484
Thu 19/116:10 a.m. -
1 stop10h 20m
Tue 24/115:45 p.m. -
1 stop28h 52m
Deal found 10/11C$ 485
Tue 10/116:10 a.m. -
1 stop10h 20m
Sun 15/115:45 p.m. -
1 stop28h 52m
Deal found 6/11C$ 488

Find flight deals to Cayman Islands

Round-trip from

C$ 388

One-way from

C$ 169

Popular in

August

Cheapest in

January

Average price

C$ 631

Good round-trip deal

C$ 493 or less

Good one-way deal

C$ 246 or less
WestJet
  • WestJet
  • 14/1-17/1
  • Nonstop
  • 8h 30m total
  • Toronto to George Town
Search Deals
WestJet
  • WestJet
  • 18/1-31/12
  • Nonstop
  • 4h 20m total
  • Toronto to Cayman Islands
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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

 
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
Quickest round-trip

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Mon 18/1

10:15 a.m.-2:35 p.m.

Nonstop4h 20m

George Town Owen Roberts Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 172

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Wed 3/2

8:40 p.m.-1:45 p.m.

2 stops17h 05m

George Town Owen Roberts Intl

Thu 11/2

2:55 p.m.-11:48 a.m.

2 stops20h 53m

C$ 406

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 13/2

3:35 p.m.-1:45 p.m.

1 stop22h 10m

George Town Owen Roberts Intl

Fri 19/2

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

2 stops20h 18m

C$ 456

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 13/2

3:35 p.m.-1:45 p.m.

1 stop22h 10m

George Town Owen Roberts Intl

Sat 6/3

5:45 p.m.-4:23 p.m.

2 stops22h 38m

C$ 477

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Fri 19/3

9:15 a.m.-12:24 p.m.

Nonstop4h 09m

George Town Owen Roberts Intl

Wed 24/3

6:40 p.m.-11:18 a.m.

1 stop15h 38m

C$ 480

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 23/1

7:43 a.m.-4:35 p.m.

2 stops8h 52m

George Town Owen Roberts Intl

Sun 31/1

2:55 p.m.-11:59 p.m.

1 stop9h 04m

C$ 483

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sun 6/12

5:55 p.m.-4:30 p.m.

2 stops22h 35m

George Town Owen Roberts Intl

Tue 15/12

5:45 p.m.-10:38 p.m.

1 stop28h 53m

C$ 483

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 23/1

7:43 a.m.-4:35 p.m.

2 stops8h 52m

George Town Owen Roberts Intl

Sat 30/1

5:10 p.m.-11:52 p.m.

1 stop6h 42m

C$ 483

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Thu 3/12

7:44 p.m.-4:30 p.m.

2 stops20h 46m

George Town Owen Roberts Intl

Mon 7/12

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

2 stops20h 18m

C$ 484

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Thu 3/12

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

1 stop10h 20m

George Town Owen Roberts Intl

Sun 13/12

2:25 p.m.-9:14 a.m.

1 stop18h 49m

C$ 508

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 21 resultsSorted by cheapest first
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

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 5 hours 15 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 Air Canada, WestJet and Porter Airlines.

Air Canada
Air Canada
From C$ 270
WestJet
WestJet
From C$ 336
Porter Airlines
Porter Airlines
From C$ 294
Air Transat
Air Transat
From C$ 300

What are the cheapest airlines that fly to Cayman Islands?

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

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
468 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Porter Airlines
8.0
Very good
468 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
United Airlines
7.3
Good
10,478 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
WestJet
7.2
Good
3,435 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Canada
7.1
Good
11,880 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
American Airlines
7.0
Good
12,227 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.6

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

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, Porter 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$ 133, while round-trip flights cost around C$ 292.

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

    A round-trip flight to Cayman Islands will typically cost around C$ 389, however they can be found for as little as C$ 292.

  • 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 2 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

Browse thousands of different options on Cheapflights for your next trip

Find flights to Cayman Islands cities and airports

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

Fly with Cheapflights

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.