Find flights
Airlines

C$ 131+ 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 29/3. 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
24 Mar — 31 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 22 February 2026.

Good round-trip deal

C$ 444 or less

Good one-way deal

C$ 245 or less
Price to beat on a round-trip flight from Cayman Islands.
Search Deals
Price to beat on a one-way flight from Cayman Islands.
Search Deals

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 22 February 2026.

Thu 2/44:25 p.m.
GCM
-
YYZ
Nonstop4h 05m
Multiple Airlines
Sun 12/49:25 a.m.
YYZ
-
GCM
Nonstop4h 19m
Multiple Airlines
Deal found 18/2C$ 388
Fri 17/41:50 p.m.
GCM
-
YYZ
1 stop26h 06m
United Airlines
Wed 22/43:53 p.m.
YYZ
-
GCM
1 stop21h 37m
United Airlines
Deal found 20/2C$ 413
Thu 14/51:35 p.m.
GCM
-
YYZ
2 stops29h 02m
United Airlines
Tue 19/53:53 p.m.
YYZ
-
GCM
1 stop21h 37m
United Airlines
Deal found 20/2C$ 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
Wed 1/41:50 p.m.
GCM
-
YYZ
1 stop20h 59m
United Airlines
Wed 8/47:00 a.m.
YYZ
-
GCM
1 stop6h 45m
United Airlines
Deal found 18/2C$ 454
Fri 24/41:35 p.m.
GCM
-
YYZ
2 stops23h 44m
United Airlines
Sun 10/55:15 p.m.
YYZ
-
GCM
2 stops20h 15m
United Airlines
Deal found 18/2C$ 458
Tue 21/412:55 p.m.
GCM
-
YYZ
1 stop8h 28m
United Airlines
Sun 26/47:00 a.m.
YYZ
-
GCM
1 stop6h 45m
United Airlines
Deal found 19/2C$ 464
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 18/2C$ 587
Thu 2/44:25 p.m.
GCM
-
YUL
1 stop7h 10m
Multiple Airlines
Tue 7/46:45 a.m.
YUL
-
GCM
1 stop9h 40m
Multiple Airlines
Deal found 20/2C$ 602
Wed 22/41:25 p.m.
GCM
-
CLT
1 stop9h 28m
Delta
Mon 27/46:46 a.m.
CLT
-
GCM
1 stop6h 14m
Delta
Deal found 20/2C$ 758
Fri 1/51:35 p.m.
GCM
-
YEG
2 stops32h 19m
Air Canada
Tue 5/56:15 a.m.
YEG
-
GCM
2 stops52h 15m
Air Canada
Deal found 21/2C$ 758
Thu 2/44:00 p.m.
GCM
-
YUL
2 stops20h 45m
American Airlines
Tue 7/44:16 p.m.
YUL
-
GCM
2 stops20h 17m
American Airlines
Deal found 20/2C$ 874

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 22 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 TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 2/4

4:25 p.m.-9:30 p.m.

Nonstop4h 05m

Toronto Pearson Intl

Sun 12/4

9:25 a.m.-12:44 p.m.

Nonstop4h 19m

C$ 388

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Fri 17/4

1:50 p.m.-4:56 p.m.

1 stop26h 06m

Toronto Pearson Intl

Wed 22/4

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

2 stops16h 30m

C$ 413

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 14/5

1:35 p.m.-7:37 p.m.

2 stops29h 02m

Toronto Pearson Intl

Tue 19/5

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 1/4

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

2 stops19h 29m

Toronto Pearson Intl

Wed 8/4

7:43 p.m.-12:30 p.m.

2 stops17h 47m

C$ 454

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Fri 24/4

1:35 p.m.-2:19 p.m.

2 stops23h 44m

Toronto Pearson Intl

Sun 10/5

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

2 stops20h 15m

C$ 458

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 21/4

12:55 p.m.-10:23 p.m.

1 stop8h 28m

Toronto Pearson Intl

Sun 26/4

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

1 stop6h 45m

C$ 464

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$ 587

George TownEdmonton

GCM - YEG

GCMYEG

George Town Owen Roberts Intl

Fri 1/5

1:35 p.m.-8:54 p.m.

2 stops32h 19m

Edmonton

Tue 5/5

6:15 a.m.-11:30 a.m.

2 stops52h 15m

C$ 758

George TownCharlotte

GCM - CLT

GCMCLT

George Town Owen Roberts Intl

Wed 22/4

1:25 p.m.-11:53 p.m.

1 stop9h 28m

Charlotte Douglas

Mon 27/4

6:46 a.m.-12:00 p.m.

1 stop6h 14m

C$ 758

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

Showing 1-10 of 56 results
1
2
3
...
6

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$ 150). 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

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

Boarding

8.2

Entertainment

6.9

Food

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

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

Boarding

8.2

Entertainment

6.9

Food

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

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
9,341 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Boarding

8.2

Entertainment

6.9

Food

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

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
3,270 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Boarding

8.2

Entertainment

6.9

Food

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

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
10,738 reviews
Porter Airlines
8.0
Very good
419 reviews
Check prices

Boarding

8.2

Entertainment

6.9

Food

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

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!

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Caribbean regions

Book your next flight out of one of these popular departure points located in Caribbean.
Flights from Puerto Plata
Flights from Exuma

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 22 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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.