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C$ 120+ 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 9/1. 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
9 Jan — 16 Jan1
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 10 December 2025.

Good round-trip deal

C$ 400 or less

Good one-way deal

C$ 328 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 10 December 2025.

Mon 19/12:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Mon 26/19:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Deal found 9/12C$ 392
Fri 30/13:00 p.m.GCM - YYZ
1 stop17h 05mPorter Airlines
Fri 6/27:15 a.m.YYZ - GCM
1 stop6h 45mPorter Airlines
Deal found 10/12C$ 396
Thu 25/122:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Thu 1/19:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Deal found 8/12C$ 400
Thu 29/15:25 p.m.GCM - YYZ
Nonstop4h 05mPorter Airlines
Thu 5/212:15 p.m.YYZ - GCM
Nonstop4h 10mPorter Airlines
Deal found 10/12C$ 402
Thu 22/15:25 p.m.GCM - YYZ
Nonstop4h 05mPorter Airlines
Thu 29/111:30 p.m.YYZ - GCM
1 stop14h 30mPorter Airlines
Deal found 7/12C$ 421
Wed 4/32:25 p.m.GCM - YYZ
2 stops23h 49mUnited Airlines
Tue 17/35:30 p.m.YYZ - GCM
2 stops23h 00mUnited Airlines
Deal found 8/12C$ 433
Thu 29/12:50 p.m.GCM - YYZ
1 stop23h 11mUnited Airlines
Thu 5/29:00 p.m.YYZ - GCM
1 stop16h 45mUnited Airlines
Deal found 10/12C$ 435
Thu 15/15:25 p.m.GCM - YYZ
Nonstop4h 05mPorter Airlines
Sun 18/17:15 a.m.YYZ - GCM
1 stop6h 45mPorter Airlines
Deal found 9/12C$ 451
Thu 8/15:25 p.m.GCM - YYZ
Nonstop4h 05mPorter Airlines
Thu 15/112:15 p.m.YYZ - GCM
Nonstop4h 10mPorter Airlines
Deal found 9/12C$ 456
Thu 25/122:50 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Thu 1/111:30 p.m.YYZ - GCM
1 stop14h 30mMultiple Airlines
Deal found 8/12C$ 471
Thu 8/12:50 p.m.GCM - YYZ
1 stop19h 08mUnited Airlines
Thu 15/19:00 p.m.YYZ - GCM
1 stop16h 45mUnited Airlines
Deal found 9/12C$ 480
Thu 22/12:50 p.m.GCM - YOW
1 stop30h 28mUnited Airlines
Sat 31/15:11 p.m.YOW - GCM
1 stop20h 34mUnited Airlines
Deal found 8/12C$ 494

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 10 December 2025. 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

Fri 30/1

3:00 p.m.-8:05 a.m.

1 stop17h 05m

Toronto Pearson Intl

Fri 6/2

7:15 a.m.-2:00 p.m.

1 stop6h 45m

C$ 396

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 19/1

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

Nonstop4h 06m

Toronto Pearson Intl

Mon 26/1

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

Nonstop4h 19m

C$ 400

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 29/1

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

Nonstop4h 05m

Toronto Pearson Intl

Thu 5/2

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

Nonstop4h 10m

C$ 402

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 22/1

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

Nonstop4h 06m

Toronto Pearson Intl

Thu 29/1

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

Nonstop4h 19m

C$ 402

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 22/1

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

Nonstop4h 05m

Toronto Pearson Intl

Thu 29/1

11:30 p.m.-2:00 p.m.

1 stop14h 30m

C$ 421

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 22/1

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

1 stop9h 09m

Toronto Pearson Intl

Thu 29/1

7:40 p.m.-1:45 p.m.

2 stops18h 05m

C$ 433

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 4/3

2:25 p.m.-11:20 p.m.

1 stop8h 55m

Toronto Pearson Intl

Tue 17/3

5:30 p.m.-3:30 p.m.

2 stops23h 00m

C$ 433

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 29/1

2:50 p.m.-2:01 p.m.

1 stop23h 11m

Toronto Pearson Intl

Thu 5/2

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

1 stop16h 45m

C$ 435

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Fri 23/1

2:25 p.m.-9:56 p.m.

1 stop7h 31m

Ottawa

Sat 31/1

5:11 p.m.-1:45 p.m.

1 stop20h 34m

C$ 494

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Thu 8/1

2:50 p.m.-9:18 p.m.

1 stop30h 28m

Ottawa

Sun 11/1

7:27 p.m.-1:45 p.m.

2 stops18h 18m

C$ 547

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 60 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, November is the cheapest month in which you can book a flight from Cayman Islands (average of C$ 198). Flying from Cayman Islands in February will prove the most costly (average of C$ 525). 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$ 400
Cayman Airways
Cayman Airways
From C$ 442
Air Canada
Air Canada
From C$ 537

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$ 189. Explore other affordable destinations below.

Toronto
Toronto
From C$ 189
New York
New York
From C$ 334

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
3,194 reviews
Check prices

Boarding

7.4

Overall

7.2

Crew

7.9

Food

6.2

Comfort

7.1

Entertainment

6.1

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
3,194 reviews
WestJet
7.2
Good
3,194 reviews
Check prices

Boarding

7.4

Overall

7.2

Crew

7.9

Food

6.2

Comfort

7.1

Entertainment

6.1

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
10,514 reviews
WestJet
7.2
Good
3,194 reviews
Check prices

Boarding

7.4

Overall

7.2

Crew

7.9

Food

6.2

Comfort

7.1

Entertainment

6.1

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 10 December 2025.

  • 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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