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C$ 100+ 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 20/2. 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
23 Feb — 2 Mar1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Cayman Islands

Discover essential information about flights departing from Cayman Islands, including flight schedules, destinations, airlines operating at the Cayman Islands airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 24 January 2026.

Good round-trip deal

C$ 447 or less

Good one-way deal

C$ 246 or less
Price to beat on a round-trip flight from Cayman Islands.
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Price to beat on a one-way flight from Cayman Islands.
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Find flights from Cayman Islands

Enter your travel dates to find the best prices.

Cheapest flights from Cayman Islands
Explore the most affordable flight options available from Cayman Islands. Find the lowest fares based on data from user searches, with prices last updated on 24 January 2026.

Mon 2/32:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
Multiple Airlines
Tue 10/312:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Multiple Airlines
Deal found 22/1C$ 391
Sat 14/25:45 p.m.
GCM
-
YYZ
2 stops22h 17m
United Airlines
Wed 18/27:40 p.m.
YYZ
-
GCM
2 stops18h 05m
United Airlines
Deal found 23/1C$ 414
Sun 15/22:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Sat 21/210:00 a.m.
YYZ
-
GCM
2 stops27h 15m
United Airlines
Deal found 22/1C$ 435
Mon 2/32:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Tue 10/39:00 p.m.
YYZ
-
GCM
1 stop16h 45m
United Airlines
Deal found 22/1C$ 442
Thu 26/25:25 p.m.
GCM
-
YYZ
Nonstop4h 05m
Multiple Airlines
Wed 4/36:50 p.m.
YYZ
-
GCM
1 stop21h 40m
Multiple Airlines
Deal found 22/1C$ 450
Thu 12/25:25 p.m.
GCM
-
YYZ
Nonstop4h 05m
Porter Airlines
Thu 19/212:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Porter Airlines
Deal found 23/1C$ 487
Thu 12/22:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
WestJet
Thu 19/29:25 a.m.
YYZ
-
GCM
Nonstop4h 19m
WestJet
Deal found 22/1C$ 490
Sun 15/22:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Thu 19/26:45 a.m.
YYZ
-
GCM
1 stop7h 00m
United Airlines
Deal found 23/1C$ 491
Thu 12/23:45 p.m.
GCM
-
YYZ
1 stop8h 12m
American Airlines
Mon 16/26:00 a.m.
YYZ
-
GCM
1 stop14h 15m
American Airlines
Deal found 22/1C$ 515
Thu 12/23:45 p.m.
GCM
-
YYZ
1 stop8h 12m
American Airlines
Thu 19/26:00 a.m.
YYZ
-
GCM
1 stop8h 14m
American Airlines
Deal found 23/1C$ 516
Sat 16/54:09 p.m.
GCM
-
YHZ
2 stops30h 15m
United Airlines
Sat 23/512:40 p.m.
YHZ
-
GCM
2 stops49h 50m
United Airlines
Deal found 22/1C$ 571
Sat 16/51:45 p.m.
GCM
-
YHZ
1 stop19h 25m
Multiple Airlines
Sat 23/56:30 a.m.
YHZ
-
GCM
1 stop8h 15m
Multiple Airlines
Deal found 22/1C$ 640

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 24 January 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 14/2

2:50 p.m.-9:58 a.m.

1 stop19h 08m

Toronto Pearson Intl

Wed 18/2

5:30 p.m.-1:45 p.m.

1 stop20h 15m

C$ 414

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 12/2

5:25 p.m.-9:30 p.m.

Nonstop4h 05m

Toronto Pearson Intl

Thu 19/2

12:15 p.m.-4:25 p.m.

Nonstop4h 10m

C$ 414

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 15/2

2:50 p.m.-11:59 p.m.

1 stop9h 09m

Toronto Pearson Intl

Sat 21/2

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

2 stops17h 35m

C$ 414

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 12/2

2:50 p.m.-6:59 p.m.

Nonstop4h 09m

Toronto Pearson Intl

Thu 19/2

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

Nonstop4h 19m

C$ 429

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 26/2

2:50 p.m.-5:49 p.m.

2 stops26h 59m

Toronto Pearson Intl

Wed 4/3

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

1 stop29h 00m

C$ 435

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 8/3

1:50 p.m.-11:52 p.m.

1 stop9h 02m

Toronto Pearson Intl

Sun 15/3

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

1 stop29h 00m

C$ 435

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Sat 16/5

4:09 p.m.-12:24 a.m.

2 stops30h 15m

Halifax Intl

Sat 23/5

12:40 p.m.-12:30 p.m.

2 stops49h 50m

C$ 571

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Sat 16/5

1:45 p.m.-11:10 a.m.

1 stop19h 25m

Halifax Intl

Sat 23/5

6:30 a.m.-12:45 p.m.

1 stop8h 15m

C$ 640

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Sat 16/5

12:25 p.m.-11:50 a.m.

2 stops21h 25m

Halifax Intl

Sat 23/5

5:15 a.m.-11:30 a.m.

1 stop8h 15m

C$ 649

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Sat 4/7

12:25 p.m.-9:24 a.m.

2 stops19h 59m

Ottawa

Sat 11/7

5:15 a.m.-11:30 a.m.

1 stop7h 15m

C$ 814

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/1

Showing 1-10 of 40 results
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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.

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

Currently, April is the cheapest month in which you can book a flight from Cayman Islands (average of C$ 157). Flying from Cayman Islands in August will prove the most costly (average of C$ 432). 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, Air Canada. These airlines depart to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 292
Cayman Airways
Cayman Airways
From C$ 571
Air Canada
Air Canada
From C$ 330

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$ 242. Explore other affordable destinations below.

Toronto
Toronto
From C$ 242
Miami
Miami
From C$ 258

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 WestJet and Air Canada 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.
WestJet
7.2
Good
3,250 reviews
Check prices

Comfort

7.0

Entertainment

6.1

Overall

7.2

Food

6.2

Crew

7.9

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.
WestJet
7.2
Good
3,250 reviews
WestJet
7.2
Good
3,250 reviews
Check prices

Comfort

7.0

Entertainment

6.1

Overall

7.2

Food

6.2

Crew

7.9

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.
Air Canada
7.1
Good
10,652 reviews
WestJet
7.2
Good
3,250 reviews
Check prices

Comfort

7.0

Entertainment

6.1

Overall

7.2

Food

6.2

Crew

7.9

Boarding

7.4

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.

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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 24 January 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 April; with August 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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