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C$ 107+ 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 18/1. 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
26 Dec — 2 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 26 November 2025.

Good round-trip deal

C$ 481 or less

Good one-way deal

C$ 287 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 26 November 2025.

Thu 11/125:45 p.m.GCM - YYZ
2 stops27h 36mUnited Airlines
Mon 15/129:00 p.m.YYZ - GCM
2 stops19h 30mUnited Airlines
Deal found 23/11C$ 420
Mon 8/125:45 p.m.GCM - YYZ
2 stops16h 13mUnited Airlines
Mon 15/129:00 p.m.YYZ - GCM
2 stops19h 30mUnited Airlines
Deal found 24/11C$ 422
Sat 13/122:25 p.m.GCM - YOW
1 stop7h 31mUnited Airlines
Mon 15/125:14 p.m.YOW - GCM
2 stops23h 16mUnited Airlines
Deal found 23/11C$ 430
Wed 31/125:10 p.m.GCM - YYZ
1 stop6h 36mUnited Airlines
Tue 6/17:40 p.m.YYZ - GCM
2 stops17h 35mUnited Airlines
Deal found 24/11C$ 433
Tue 16/125:50 p.m.GCM - YYZ
Nonstop4h 05mAir Transat
Thu 18/1210:55 a.m.YYZ - GCM
Nonstop4h 10mAir Transat
Deal found 25/11C$ 440
Thu 22/12:50 p.m.GCM - YYZ
1 stop9h 09mUnited Airlines
Mon 26/17:40 p.m.YYZ - GCM
2 stops17h 35mUnited Airlines
Deal found 23/11C$ 454
Sat 6/125:30 p.m.GCM - YYZ
1 stop6h 16mUnited Airlines
Mon 8/123:30 p.m.YYZ - GCM
2 stops25h 00mUnited Airlines
Deal found 24/11C$ 466
Thu 22/12:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Mon 26/19:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Deal found 24/11C$ 490
Fri 23/12:25 p.m.GCM - YUL
2 stops23h 35mUnited Airlines
Mon 26/12:13 p.m.YUL - GCM
2 stops23h 02mUnited Airlines
Deal found 24/11C$ 497
Mon 11/51:35 p.m.GCM - YYZ
1 stop7h 43mUnited Airlines
Mon 18/59:00 p.m.YYZ - GCM
2 stops16h 30mUnited Airlines
Deal found 23/11C$ 511
Fri 23/11:30 p.m.GCM - YUL
1 stop9h 53mAir Canada
Mon 26/18:10 p.m.YUL - GCM
1 stop16h 15mAir Canada
Deal found 25/11C$ 624
Fri 12/121:30 p.m.GCM - YHZ
1 stop10h 01mAir Canada
Sat 13/127:00 a.m.YHZ - GCM
1 stop30h 25mAir Canada
Deal found 25/11C$ 638

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 26 November 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

Thu 11/12

5:45 p.m.-9:21 p.m.

2 stops27h 36m

Toronto Pearson Intl

Mon 15/12

9:00 p.m.-4:30 p.m.

2 stops19h 30m

C$ 420

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 8/12

5:45 p.m.-9:58 a.m.

2 stops16h 13m

Toronto Pearson Intl

Mon 15/12

9:00 p.m.-4:30 p.m.

2 stops19h 30m

C$ 422

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Sat 13/12

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

1 stop7h 31m

Ottawa

Mon 15/12

5:14 p.m.-4:30 p.m.

2 stops23h 16m

C$ 430

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 16/12

5:50 p.m.-9:55 p.m.

Nonstop4h 05m

Toronto Pearson Intl

Thu 18/12

10:55 a.m.-3:05 p.m.

Nonstop4h 10m

C$ 440

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 11/5

1:35 p.m.-10:04 a.m.

2 stops19h 29m

Toronto Pearson Intl

Mon 18/5

9:00 p.m.-12:30 p.m.

2 stops16h 30m

C$ 440

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

Mon 26/1

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

2 stops17h 35m

C$ 454

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 6/12

5:30 p.m.-11:46 p.m.

1 stop6h 16m

Toronto Pearson Intl

Mon 8/12

3:30 p.m.-4:30 p.m.

2 stops25h 00m

C$ 466

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 31/12

5:10 p.m.-11:46 p.m.

1 stop6h 36m

Toronto Pearson Intl

Tue 6/1

6:40 p.m.-1:15 p.m.

1 stop18h 35m

C$ 467

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Fri 23/1

2:25 p.m.-2:00 p.m.

2 stops23h 35m

Montreal Pierre Elliott Trudeau Intl

Mon 26/1

2:13 p.m.-1:15 p.m.

2 stops23h 02m

C$ 497

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

Mon 26/1

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

Nonstop4h 19m

C$ 519

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/11

Showing 1-10 of 59 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, May is the cheapest month in which you can book a flight from Cayman Islands (average of C$ 227). Flying from Cayman Islands in August will prove the most costly (average of C$ 457). 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$ 452
Cayman Airways
Cayman Airways
From C$ 451
Air Canada
Air Canada
From C$ 548

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$ 267. Explore other affordable destinations below.

Toronto
Toronto
From C$ 267

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 United Airlines,WestJet, andAir 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.
United Airlines
7.4
Good
9,046 reviews
Check prices

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.
United Airlines
7.4
Good
9,046 reviews
United Airlines
7.4
Good
9,046 reviews
Check prices

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.
WestJet
7.2
Good
3,173 reviews
United Airlines
7.4
Good
9,046 reviews
Check prices

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.
Air Canada
7.1
Good
10,476 reviews
United Airlines
7.4
Good
9,046 reviews
Check prices

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Miz,Oct 2024

EWR - YYZ

I booked on United but it was really Air Canada. It was very confusing when I went to the airport. The ride to NY was very turbulent and shaky. The ride back was better. It would be nicer with more leg room and to get rid of the tilting the seat back thing. Fine for an hour flight but any longer would have been not great. Please put subtitles on the programs so we don;t have t use headphones if we forget them.

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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 26 November 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 May; 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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