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C$ 104+ 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 9/11. 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
22 Aug — 29 Aug1
1 adult

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 17 August 2025.

Good round-trip deal

C$ 321 or less

Good one-way deal

C$ 233 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

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 17 August 2025.

Fri 12/912:10 p.m.GCM - YYZ
2 stops21h 05mAmerican Airlines
Fri 19/96:00 a.m.YYZ - GCM
1 stop6h 10mAmerican Airlines
Deal found 14/8C$ 504
Mon 8/912:50 p.m.GCM - YOW
2 stops43h 10mAir Canada
Sat 13/99:05 a.m.YOW - GCM
2 stops51h 50mAir Canada
Deal found 16/8C$ 529
Sat 18/101:45 p.m.GCM - YUL
1 stop9h 42mWestJet
Sat 25/106:45 a.m.YUL - GCM
1 stop6h 57mWestJet
Deal found 15/8C$ 536
Sat 18/101:45 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Tue 28/106:10 a.m.YYZ - GCM
1 stop10h 20mMultiple Airlines
Deal found 15/8C$ 539
Sun 19/101:35 p.m.GCM - YYZ
2 stops30h 09mUnited Airlines
Sun 26/103:45 p.m.YYZ - GCM
1 stop24h 45mUnited Airlines
Deal found 15/8C$ 554
Sat 18/103:15 p.m.GCM - YYZ
2 stops18h 00mAmerican Airlines
Sat 25/106:00 a.m.YYZ - GCM
1 stop6h 25mAmerican Airlines
Deal found 16/8C$ 555
Fri 26/912:25 p.m.GCM - YYZ
1 stop9h 04mAmerican Airlines
Tue 30/97:15 p.m.YYZ - GCM
2 stops16h 55mAmerican Airlines
Deal found 15/8C$ 557
Sat 18/101:45 p.m.GCM - YUL
1 stop9h 42mWestJet
Mon 27/106:45 a.m.YUL - GCM
1 stop6h 59mWestJet
Deal found 15/8C$ 562
Sat 18/101:35 p.m.GCM - YYZ
1 stop8h 01mUnited Airlines
Sat 25/106:00 p.m.YYZ - GCM
1 stop19h 15mUnited Airlines
Deal found 14/8C$ 565
Sun 19/1012:10 p.m.GCM - YYZ
1 stop10h 49mAmerican Airlines
Sun 26/103:45 p.m.YYZ - GCM
1 stop20h 40mAmerican Airlines
Deal found 15/8C$ 568
Fri 26/912:10 p.m.GCM - YYZ
2 stops26h 29mAmerican Airlines
Mon 29/96:14 a.m.YYZ - GCM
1 stop6h 11mAmerican Airlines
Deal found 15/8C$ 576
Sat 13/125:30 p.m.GCM - YUL
1 stop21h 46mUnited Airlines
Thu 18/126:00 a.m.YUL - GCM
1 stop7h 45mUnited Airlines
Deal found 15/8C$ 596

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 17 August 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 12/9

12:10 p.m.-10:15 a.m.

2 stops21h 05m

Toronto Pearson Intl

Fri 19/9

6:00 a.m.-11:10 a.m.

1 stop6h 10m

C$ 504

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Mon 8/9

12:50 p.m.-1:04 p.m.

1 stop23h 14m

Ottawa

Sat 13/9

9:05 a.m.-11:55 a.m.

2 stops51h 50m

C$ 529

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Sat 18/10

1:45 p.m.-12:27 a.m.

1 stop9h 42m

Montreal Pierre Elliott Trudeau Intl

Sat 25/10

6:45 a.m.-12:42 p.m.

1 stop6h 57m

C$ 536

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 18/10

1:45 p.m.-6:51 p.m.

Nonstop4h 06m

Toronto Pearson Intl

Tue 28/10

6:10 a.m.-3:30 p.m.

1 stop10h 20m

C$ 539

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 19/10

1:35 p.m.-8:44 p.m.

2 stops30h 09m

Toronto Pearson Intl

Sun 26/10

3:45 p.m.-3:30 p.m.

1 stop24h 45m

C$ 554

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 18/10

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

2 stops18h 00m

Toronto Pearson Intl

Sat 25/10

6:00 a.m.-11:25 a.m.

1 stop6h 25m

C$ 555

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Fri 26/9

12:25 p.m.-10:29 p.m.

1 stop9h 04m

Toronto Pearson Intl

Tue 30/9

7:15 p.m.-11:10 a.m.

2 stops16h 55m

C$ 557

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Sat 18/10

1:45 p.m.-12:27 a.m.

1 stop9h 42m

Montreal Pierre Elliott Trudeau Intl

Mon 27/10

6:45 a.m.-12:44 p.m.

1 stop6h 59m

C$ 562

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 18/10

1:35 p.m.-10:36 p.m.

1 stop8h 01m

Toronto Pearson Intl

Sat 25/10

6:00 p.m.-12:15 p.m.

1 stop19h 15m

C$ 565

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 19/10

12:10 p.m.-11:59 p.m.

1 stop10h 49m

Toronto Pearson Intl

Sun 26/10

3:45 p.m.-11:25 a.m.

1 stop20h 40m

C$ 568

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 54 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, September is the cheapest month in which you can book a flight from Cayman Islands (average of C$ 155). Flying from Cayman Islands in June 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$ 297
Air Canada
Air Canada
From C$ 349
Cayman Airways
Cayman Airways
From C$ 320

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

The cheapest city to fly to from Cayman Islands is New York, with prices starting at C$ 233. Explore other affordable destinations below.

New York
New York
From C$ 169
Washington, D.C.
Washington, D.C.
From C$ 177
Nassau Intl
Nassau Intl
From C$ 193
Toronto
Toronto
From C$ 232

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
3,018 reviews
Check prices

Crew

7.9

Comfort

7.0

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,018 reviews
WestJet
7.2
Good
3,018 reviews
Check prices

Crew

7.9

Comfort

7.0

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
9,977 reviews
WestJet
7.2
Good
3,018 reviews
Check prices

Crew

7.9

Comfort

7.0

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

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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 17 August 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 September; with June 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!

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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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