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C$ 198+ Cheap flights from the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 26/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
GCM — YYZ
30 May — 6 Jun1
1 adult
1 adult, Economy, 0 bags

Find flights from Cayman Islands within your budget

 
Find flights departing from Cayman Islands that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 30 April 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 13/6

4:45 p.m.-9:54 a.m.

2 stops16h 09m

Toronto Pearson Intl

Sat 20/6

7:00 a.m.-12:30 p.m.

2 stops30h 30m

C$ 502

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Mon 11/5

1:35 p.m.-5:30 p.m.

2 stops26h 55m

Montreal Pierre Elliott Trudeau Intl

Sat 16/5

9:15 a.m.-3:10 p.m.

1 stop6h 55m

C$ 576

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 10/9

12:25 p.m.-5:30 p.m.

Nonstop4h 05m

Toronto Pearson Intl

Tue 22/9

10:45 a.m.-10:25 a.m.

1 stop24h 40m

C$ 580

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 9/6

12:01 p.m.-11:05 p.m.

2 stops10h 04m

Toronto Pearson Intl

Tue 16/6

6:00 a.m.-4:11 p.m.

1 stop11h 11m

C$ 610

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 20/6

6:05 p.m.-9:55 p.m.

1 stop26h 50m

Toronto Pearson Intl

Tue 23/6

9:40 a.m.-12:45 p.m.

Nonstop4h 05m

C$ 610

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Fri 15/5

1:35 p.m.-2:24 p.m.

1 stop23h 49m

Toronto Pearson Intl

Mon 18/5

7:43 p.m.-12:30 p.m.

2 stops17h 47m

C$ 640

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 10/5

1:35 p.m.-5:56 p.m.

2 stops27h 21m

Toronto Pearson Intl

Fri 15/5

9:00 p.m.-1:30 p.m.

1 stop17h 30m

C$ 694

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Tue 29/9

1:45 p.m.-10:45 a.m.

1 stop19h 00m

Halifax Intl

Mon 26/10

6:00 a.m.-12:44 p.m.

1 stop8h 44m

C$ 744

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Thu 11/6

7:00 a.m.-1:36 a.m.

2 stops17h 36m

Ottawa

Thu 18/6

5:10 a.m.-11:25 a.m.

1 stop7h 15m

C$ 758

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 20/6

8:50 a.m.-10:55 p.m.

3 stops13h 05m

Toronto Pearson Intl

Mon 22/6

8:25 a.m.-11:25 a.m.

Nonstop4h 00m

C$ 761

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Cayman Islands

Have a flexible travel schedule? Discover the best time to fly from 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.

Travel insights for flights from Cayman Islands

Get recent, data-driven insights about flights from Cayman Islands including ideal travel times, pricing trends, and more.

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

The price you pay for your flight from Cayman Islands may vary depending on when you book. For the best chance of a lower fare, look to book 75 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Cayman Islands?

Currently, November is the cheapest month in which you can book a flight from Cayman Islands (average of C$ 141). Flying from Cayman Islands in February will prove the most costly (average of C$ 304). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Cayman Islands?

For flights departing from Cayman Islands check dates and pricing for the following: WestJet, Porter Airlines. These airlines depart to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 439
Porter Airlines
Porter Airlines
From C$ 400
Cayman Airways
Cayman Airways
From C$ 568

What is the cheapest place to fly to from Cayman Islands?

The cheapest city to fly to from Cayman Islands is Toronto, with prices starting at C$ 270. Explore other affordable destinations below.

Toronto
Toronto
From C$ 270
Chicago
Chicago
From C$ 368

Airline reviews for flights from Cayman Islands

Get insights into the airlines that provide service from 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 airline for your flight from Cayman Islands. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Check out reviews from past customers who have flown Porter Airlines and WestJet from 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
435 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,330 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Food

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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Related info for your journey

Access useful and relevant information related to your journey from Cayman Islands. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 30 April 2026.

  • What is the cheapest month to fly from Cayman Islands?

    At the present moment the cheapest month to fly from Cayman Islands is currently November; with February being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from 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 from Cayman Islands today with Cheapflights!

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

    Millions of users choose and trust Cheapflights to book the best flight deals from Cayman Islands for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

  • Can Cheapflights find flights from Cayman Islands with no change fees?

    Yes! Cheapflights helps users easily find flights from Cayman Islands with no change fees.

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

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

See more FAQs

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 from 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 from Cayman Islands today with Cheapflights!

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

Millions of users choose and trust Cheapflights to book the best flight deals from Cayman Islands for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Yes! Cheapflights helps users easily find flights from Cayman Islands with no change fees.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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