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C$ 102+ 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
17 Oct — 24 Oct1
1 adult
1 adult, Economy

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 17 September 2025.

Good round-trip deal

C$ 299 or less

Good one-way deal

C$ 317 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

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 17 September 2025.

Mon 27/101:50 p.m.GCM - YYZ
Nonstop4h 06mMultiple Airlines
Mon 3/115:30 p.m.YYZ - GCM
2 stops23h 00mMultiple Airlines
Deal found 16/9C$ 381
Mon 27/101:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Mon 3/119:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Deal found 16/9C$ 385
Wed 29/104:45 p.m.GCM - YYZ
2 stops26h 00mUnited Airlines
Mon 3/113:30 p.m.YYZ - GCM
2 stops25h 00mUnited Airlines
Deal found 17/9C$ 410
Mon 27/104:45 p.m.GCM - YYZ
2 stops26h 00mUnited Airlines
Mon 3/115:30 p.m.YYZ - GCM
2 stops23h 00mUnited Airlines
Deal found 16/9C$ 411
Thu 2/1012:10 p.m.GCM - YYZ
1 stop10h 48mAmerican Airlines
Mon 6/107:24 p.m.YYZ - GCM
1 stop16h 56mAmerican Airlines
Deal found 16/9C$ 417
Sun 28/912:28 p.m.GCM - YYZ
1 stop21h 41mAmerican Airlines
Tue 30/95:17 p.m.YYZ - GCM
2 stops19h 08mAmerican Airlines
Deal found 17/9C$ 470
Mon 24/112:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Thu 27/119:25 a.m.YYZ - GCM
Nonstop4h 19mWestJet
Deal found 16/9C$ 479
Fri 31/1012:25 p.m.GCM - YUL
1 stop24h 09mAmerican Airlines
Fri 7/113:52 p.m.YUL - GCM
1 stop23h 08mAmerican Airlines
Deal found 16/9C$ 517
Sun 28/91:35 p.m.GCM - YEG
1 stop31h 36mUnited Airlines
Fri 17/103:17 p.m.YEG - GCM
2 stops44h 13mUnited Airlines
Deal found 17/9C$ 556
Thu 6/112:00 p.m.GCM - CLT
1 stop6h 21mDelta
Mon 10/116:33 a.m.CLT - GCM
1 stop6h 02mDelta
Deal found 16/9C$ 642
Sat 8/115:30 p.m.GCM - CLT
1 stop16h 32mUnited Airlines
Sun 16/116:45 a.m.CLT - GCM
1 stop9h 45mUnited Airlines
Deal found 16/9C$ 677
Sat 8/115:30 p.m.GCM - CLT
1 stop25h 21mUnited Airlines
Fri 14/112:50 p.m.CLT - GCM
1 stop25h 45mUnited Airlines
Deal found 16/9C$ 711

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 17 September 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 6/11

5:45 p.m.-2:20 p.m.

1 stop20h 35m

Toronto Pearson Intl

Mon 10/11

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

2 stops19h 30m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 3/11

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

2 stops16h 13m

Toronto Pearson Intl

Thu 13/11

7:40 p.m.-4:30 p.m.

2 stops20h 50m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Fri 7/11

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

2 stops16h 13m

Toronto Pearson Intl

Thu 13/11

7:40 p.m.-4:30 p.m.

2 stops20h 50m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 29/10

4:45 p.m.-2:20 p.m.

1 stop20h 35m

Toronto Pearson Intl

Mon 3/11

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

2 stops25h 00m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sun 2/11

2:25 p.m.-11:20 p.m.

1 stop8h 55m

Toronto Pearson Intl

Sat 15/11

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

2 stops23h 00m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 5/11

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

2 stops16h 13m

Toronto Pearson Intl

Tue 11/11

6:10 a.m.-4:30 p.m.

1 stop10h 20m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Fri 7/11

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

2 stops16h 13m

Toronto Pearson Intl

Mon 10/11

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

2 stops19h 30m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 4/11

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

2 stops16h 13m

Toronto Pearson Intl

Fri 14/11

9:00 p.m.-4:35 p.m.

2 stops19h 35m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 5/11

5:45 p.m.-2:01 p.m.

2 stops20h 16m

Toronto Pearson Intl

Mon 10/11

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

2 stops19h 30m

C$ 410

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 27/10

4:45 p.m.-11:59 p.m.

2 stops30h 14m

Toronto Pearson Intl

Thu 30/10

5:30 p.m.-3:30 p.m.

2 stops23h 00m

C$ 410

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/9

Showing 1-10 of 58 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$ 221). Flying from Cayman Islands in September will prove the most costly (average of C$ 497). 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$ 297
Air Canada
Air Canada
From C$ 349
Cayman Airways
Cayman Airways
From C$ 320

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$ 226. Explore other affordable destinations below.

Toronto
Toronto
From C$ 164

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 WestJet and Air 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.
WestJet
7.2
Good
3,095 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Food

6.2

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.
WestJet
7.2
Good
3,095 reviews
WestJet
7.2
Good
3,095 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Food

6.2

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.
Air Canada
7.1
Good
10,000 reviews
WestJet
7.2
Good
3,095 reviews
Check prices

Boarding

7.4

Overall

7.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Food

6.2

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.

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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 17 September 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 September 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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