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C$ 229+ Cheap flights from the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/2. 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
5 Mar — 12 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 3 February 2026.

Good round-trip deal

C$ 444 or less

Good one-way deal

C$ 244 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 3 February 2026.

Thu 2/41:50 p.m.
GCM
-
YUL
1 stop9h 48m
WestJet
Mon 13/46:45 a.m.
YUL
-
GCM
1 stop6h 59m
WestJet
Deal found 1/2C$ 391
Sat 13/61:45 p.m.
GCM
-
YYZ
Nonstop4h 10m
WestJet
Sat 20/69:40 a.m.
YYZ
-
GCM
Nonstop4h 05m
WestJet
Deal found 31/1C$ 396
Mon 30/31:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
Multiple Airlines
Tue 7/412:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Multiple Airlines
Deal found 2/2C$ 399
Mon 13/41:50 p.m.
GCM
-
YYZ
1 stop24h 56m
United Airlines
Fri 17/47:00 a.m.
YYZ
-
GCM
1 stop6h 45m
United Airlines
Deal found 31/1C$ 412
Mon 13/41:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
Multiple Airlines
Fri 17/47:15 a.m.
YYZ
-
GCM
1 stop6h 45m
Multiple Airlines
Deal found 31/1C$ 445
Mon 30/31:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Tue 7/49:00 p.m.
YYZ
-
GCM
1 stop16h 45m
United Airlines
Deal found 2/2C$ 505
Thu 19/22:25 p.m.
GCM
-
YOW
2 stops20h 01m
United Airlines
Sat 21/25:11 p.m.
YOW
-
GCM
1 stop20h 34m
United Airlines
Deal found 3/2C$ 544
Thu 19/34:45 p.m.
GCM
-
YYZ
1 stop28h 52m
United Airlines
Thu 26/36:10 a.m.
YYZ
-
GCM
1 stop10h 20m
United Airlines
Deal found 2/2C$ 549
Sun 29/312:00 p.m.
GCM
-
YYZ
2 stops24h 00m
American Airlines
Thu 2/46:10 a.m.
YYZ
-
GCM
1 stop9h 50m
American Airlines
Deal found 3/2C$ 600
Sat 28/31:15 p.m.
GCM
-
YYZ
1 stop9h 05m
Multiple Airlines
Sat 11/412:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Multiple Airlines
Deal found 2/2C$ 604
Sun 29/312:00 p.m.
GCM
-
YYZ
2 stops20h 49m
American Airlines
Wed 1/46:00 a.m.
YYZ
-
GCM
2 stops14h 15m
American Airlines
Deal found 3/2C$ 606
Sun 1/32:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
WestJet
Sun 8/39:25 a.m.
YYZ
-
GCM
Nonstop4h 19m
WestJet
Deal found 1/2C$ 623

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

Fly to

Pearson Intl

Route

Depart

Return

Price

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Thu 2/4

1:50 p.m.-12:38 a.m.

1 stop9h 48m

Montreal Pierre Elliott Trudeau Intl

Mon 13/4

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

1 stop6h 59m

C$ 391

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 13/4

1:50 p.m.-7:02 p.m.

2 stops28h 12m

Toronto Pearson Intl

Fri 17/4

3:53 p.m.-12:30 p.m.

1 stop21h 37m

C$ 412

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 30/3

1:35 p.m.-9:54 a.m.

2 stops19h 19m

Toronto Pearson Intl

Tue 7/4

9:00 p.m.-12:45 p.m.

1 stop16h 45m

C$ 412

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 13/6

1:45 p.m.-6:55 p.m.

Nonstop4h 10m

Toronto Pearson Intl

Sat 20/6

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

Nonstop4h 05m

C$ 434

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 13/4

1:50 p.m.-6:59 p.m.

Nonstop4h 09m

Toronto Pearson Intl

Fri 17/4

7:15 a.m.-1:00 p.m.

1 stop6h 45m

C$ 445

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Thu 19/2

2:25 p.m.-10:26 a.m.

2 stops20h 01m

Ottawa

Sat 21/2

7:30 p.m.-1:45 p.m.

2 stops18h 15m

C$ 544

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 19/3

4:45 p.m.-10:37 p.m.

1 stop28h 52m

Toronto Pearson Intl

Thu 26/3

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

1 stop10h 20m

C$ 549

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 29/3

12:00 p.m.-9:49 a.m.

2 stops20h 49m

Toronto Pearson Intl

Thu 2/4

6:00 a.m.-1:44 p.m.

1 stop8h 44m

C$ 600

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Sat 4/4

2:20 p.m.-12:00 p.m.

2 stops20h 40m

Montreal Pierre Elliott Trudeau Intl

Sat 11/4

7:00 p.m.-10:55 a.m.

1 stop16h 55m

C$ 631

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 27/6

1:45 p.m.-6:50 p.m.

Nonstop4h 05m

Toronto Pearson Intl

Sat 11/7

8:30 a.m.-11:30 a.m.

Nonstop4h 00m

C$ 635

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 48 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$ 156). Flying from Cayman Islands in August will prove the most costly (average of C$ 429). 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, United Airlines. These airlines depart to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 290
Air Canada
Air Canada
From C$ 327
Cayman Airways
Cayman Airways
From C$ 567
United Airlines
United Airlines
From C$ 162

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$ 240. Explore other affordable destinations below.

Toronto
Toronto
From C$ 240
Miami
Miami
From C$ 256

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
9,236 reviews
Check prices

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
9,236 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
3,255 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
10,684 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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 3 February 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!

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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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