Find flights
Airlines

C$ 126+ 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
8 Apr — 15 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 9 March 2026.

Good round-trip deal

C$ 458 or less

Good one-way deal

C$ 270 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 9 March 2026.

Tue 9/61:45 p.m.
GCM
-
YYZ
Nonstop4h 10m
WestJet
Sat 13/69:40 a.m.
YYZ
-
GCM
Nonstop4h 05m
WestJet
Deal found 5/3C$ 383
Sat 13/61:45 p.m.
GCM
-
YYZ
Nonstop4h 10m
WestJet
Sat 20/69:40 a.m.
YYZ
-
GCM
Nonstop4h 05m
WestJet
Deal found 4/3C$ 385
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 4/3C$ 391
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 6/3C$ 404
Thu 23/44:25 p.m.
GCM
-
YYZ
Nonstop4h 05m
Porter Airlines
Thu 30/412:15 p.m.
YYZ
-
GCM
Nonstop4h 10m
Porter Airlines
Deal found 6/3C$ 407
Mon 30/31:50 p.m.
GCM
-
YYZ
Nonstop4h 09m
Multiple Airlines
Fri 3/47:15 a.m.
YYZ
-
GCM
1 stop6h 45m
Multiple Airlines
Deal found 5/3C$ 423
Thu 21/512:25 p.m.
GCM
-
YHZ
1 stop11h 29m
Air Canada
Mon 8/65:15 a.m.
YHZ
-
GCM
1 stop8h 10m
Air Canada
Deal found 5/3C$ 543
Mon 13/411:25 a.m.
GCM
-
YHZ
1 stop8h 44m
Air Canada
Mon 20/47:00 a.m.
YHZ
-
GCM
1 stop30h 10m
Air Canada
Deal found 6/3C$ 570
Mon 13/41:50 p.m.
GCM
-
YHZ
2 stops22h 13m
United Airlines
Tue 21/47:00 a.m.
YHZ
-
GCM
2 stops31h 45m
United Airlines
Deal found 9/3C$ 578
Tue 14/41:50 p.m.
GCM
-
YHZ
2 stops32h 59m
United Airlines
Fri 24/47:00 a.m.
YHZ
-
GCM
2 stops32h 30m
United Airlines
Deal found 6/3C$ 590
Mon 13/41:50 p.m.
GCM
-
YHZ
2 stops17h 34m
United Airlines
Mon 27/47:00 a.m.
YHZ
-
GCM
2 stops31h 45m
United Airlines
Deal found 6/3C$ 608
Mon 13/411:25 a.m.
GCM
-
YHZ
1 stop8h 44m
Air Canada
Wed 22/47:00 a.m.
YHZ
-
GCM
2 stops31h 30m
Air Canada
Deal found 6/3C$ 609

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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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

Thu 19/3

8:45 a.m.-12:45 p.m.

1 stop29h 00m

C$ 450

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 12/3

1:25 p.m.-6:57 p.m.

2 stops28h 32m

Toronto Pearson Intl

Sun 22/3

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

1 stop10h 20m

C$ 450

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 19/4

1:35 p.m.-5:56 p.m.

2 stops27h 21m

Toronto Pearson Intl

Sun 26/4

9:35 a.m.-12:30 p.m.

2 stops27h 55m

C$ 460

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 23/4

1:50 p.m.-11:59 p.m.

1 stop9h 09m

Toronto Pearson Intl

Thu 30/4

1:00 p.m.-12:30 p.m.

2 stops24h 30m

C$ 477

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 23/4

1:35 p.m.-2:24 p.m.

1 stop23h 49m

Toronto Pearson Intl

Mon 4/5

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

1 stop21h 37m

C$ 477

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

Mon 8/6

5:15 a.m.-11:25 a.m.

1 stop8h 10m

C$ 543

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Thu 21/5

12:25 p.m.-11:50 a.m.

2 stops21h 25m

Halifax Intl

Sat 30/5

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

2 stops48h 00m

C$ 543

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Mon 25/5

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

1 stop11h 29m

Halifax Intl

Mon 8/6

5:15 a.m.-11:25 a.m.

1 stop8h 10m

C$ 543

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Tue 14/4

1:50 p.m.-12:49 a.m.

2 stops32h 59m

Halifax Intl

Fri 24/4

7:00 a.m.-1:30 p.m.

2 stops32h 30m

C$ 590

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Mon 13/4

1:50 p.m.-9:24 a.m.

2 stops17h 34m

Halifax Intl

Tue 28/4

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

2 stops29h 45m

C$ 608

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/3

Showing 1-10 of 60 resultsSorted by cheapest first
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$ 149). Flying from Cayman Islands in August will prove the most costly (average of C$ 419). 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, Porter Airlines. These airlines depart to the following popular destinations: Toronto.

WestJet
WestJet
From C$ 435
Porter Airlines
Porter Airlines
From C$ 396

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$ 228. Explore other affordable destinations below.

Toronto
Toronto
From C$ 228
Chicago
Chicago
From C$ 365

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 and WestJet 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
423 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
423 reviews
Porter Airlines
8.0
Very good
423 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,285 reviews
Porter Airlines
8.0
Very good
423 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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 9 March 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.