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C$ 103+ 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 8/3. 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
27 Mar — 3 Apr1
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 25 February 2026.

Good round-trip deal

C$ 445 or less

Good one-way deal

C$ 250 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 25 February 2026.

Sat 13/61:45 p.m.
GCM
-
YYZ
Nonstop4h 10m
WestJet
Sat 20/69:40 a.m.
YYZ
-
GCM
Nonstop4h 05m
WestJet
Deal found 24/2C$ 382
Thu 9/44:25 p.m.
GCM
-
YYZ
Nonstop4h 05m
Multiple Airlines
Thu 16/49:25 a.m.
YYZ
-
GCM
Nonstop4h 19m
Multiple Airlines
Deal found 22/2C$ 401
Thu 12/31:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
Multiple Airlines
Tue 17/312:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Multiple Airlines
Deal found 23/2C$ 408
Wed 8/41:35 p.m.
GCM
-
YYZ
2 stops19h 19m
United Airlines
Wed 15/412:45 p.m.
YYZ
-
GCM
2 stops24h 45m
United Airlines
Deal found 22/2C$ 420
Thu 12/31:25 p.m.
GCM
-
YYZ
1 stop8h 55m
United Airlines
Tue 17/37:40 p.m.
YYZ
-
GCM
2 stops17h 35m
United Airlines
Deal found 23/2C$ 427
Tue 21/41:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Sun 26/47:30 a.m.
YYZ
-
GCM
1 stop7h 05m
United Airlines
Deal found 22/2C$ 430
Sat 16/51:50 p.m.
GCM
-
YYZ
1 stop9h 09m
United Airlines
Mon 1/62:30 p.m.
YYZ
-
GCM
2 stops23h 00m
United Airlines
Deal found 22/2C$ 434
Wed 1/41:50 p.m.
GCM
-
YYZ
2 stops20h 53m
United Airlines
Tue 7/49:00 p.m.
YYZ
-
GCM
1 stop16h 45m
United Airlines
Deal found 22/2C$ 439
Thu 9/44:25 p.m.
GCM
-
YYZ
Nonstop4h 05m
Porter Airlines
Thu 16/412:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Porter Airlines
Deal found 23/2C$ 464
Tue 19/51:45 p.m.
GCM
-
YHZ
1 stop19h 00m
WestJet
Fri 29/58:15 p.m.
YHZ
-
GCM
1 stop18h 30m
WestJet
Deal found 23/2C$ 476
Fri 27/32:00 p.m.
GCM
-
YOW
Nonstop4h 15m
Porter Airlines
Tue 31/36:45 a.m.
YOW
-
GCM
1 stop9h 40m
Porter Airlines
Deal found 22/2C$ 520
Sat 23/510:55 a.m.
GCM
-
YHZ
1 stop20h 54m
Air Canada
Fri 29/59:00 a.m.
YHZ
-
GCM
1 stop27h 00m
Air Canada
Deal found 23/2C$ 520

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

Fly to

Route

Depart

Return

Price

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 12/3

1:25 p.m.-11:20 p.m.

1 stop8h 55m

Toronto Pearson Intl

Tue 17/3

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

1 stop10h 20m

C$ 427

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 24/3

4:45 p.m.-7:17 p.m.

2 stops25h 32m

Toronto Pearson Intl

Tue 31/3

11:00 a.m.-12:45 p.m.

1 stop26h 45m

C$ 427

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 16/5

1:50 p.m.-11:49 a.m.

1 stop20h 59m

Toronto Pearson Intl

Sun 31/5

6:10 a.m.-12:30 p.m.

1 stop7h 20m

C$ 434

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 16/5

4:10 p.m.-9:54 a.m.

2 stops16h 44m

Toronto Pearson Intl

Thu 28/5

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

1 stop21h 37m

C$ 434

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 1/4

1:50 p.m.-11:43 a.m.

2 stops20h 53m

Toronto Pearson Intl

Tue 7/4

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

1 stop16h 45m

C$ 439

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 25/3

1:25 p.m.-11:20 p.m.

1 stop8h 55m

Toronto Pearson Intl

Wed 1/4

7:00 a.m.-12:45 p.m.

1 stop6h 45m

C$ 502

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Fri 27/3

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

Nonstop4h 15m

Ottawa

Tue 31/3

6:45 a.m.-3:25 p.m.

1 stop9h 40m

C$ 520

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Thu 21/5

12:25 p.m.-1:54 a.m.

1 stop11h 29m

Halifax Intl

Sat 30/5

5:00 p.m.-12:30 p.m.

2 stops21h 30m

C$ 557

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 20/5

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

2 stops19h 19m

Toronto Pearson Intl

Thu 28/5

5:15 p.m.-12:30 p.m.

2 stops20h 15m

C$ 578

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Fri 27/3

4:45 p.m.-5:18 p.m.

2 stops23h 33m

Ottawa

Tue 31/3

5:00 a.m.-11:10 a.m.

1 stop7h 10m

C$ 619

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/2

Showing 1-10 of 60 resultsSorted by cheapest first
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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$ 151). Flying from Cayman Islands in August will prove the most costly (average of C$ 434). 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, Porter Airlines. These airlines depart to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 291
Air Canada
Air Canada
From C$ 328
United Airlines
United Airlines
From C$ 163
Porter Airlines
Porter Airlines
From C$ 400

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$ 238. Explore other affordable destinations below.

Toronto
Toronto
From C$ 238
Miami
Miami
From C$ 256
Chicago
Chicago
From C$ 368

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 Porter Airlines,United Airlines, andWestJet 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.
Porter Airlines
8.0
Very good
419 reviews
Check prices

Food

7.6

Entertainment

6.9

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Porter Airlines
8.0
Very good
419 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Food

7.6

Entertainment

6.9

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
United Airlines
7.4
Good
9,343 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Food

7.6

Entertainment

6.9

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
WestJet
7.2
Good
3,274 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Food

7.6

Entertainment

6.9

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!
Air Canada
7.1
Good
10,746 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Food

7.6

Entertainment

6.9

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Feb 2026

YYJ - YYZ

Always great! The Flight Attendants are always polite and attentive! The Polite was great and reminded us all that it was Valentine's Day!

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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 25 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!

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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