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C$ 88+ 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 28/6. 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 Jun — 24 Jun1
1 adult

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 12 June 2025.

Good round-trip deal

C$ 437 or less

Good one-way deal

C$ 242 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 12 June 2025.

Sat 2/81:35 p.m.GCM - YYZ
1 stop8h 01mUnited Airlines
Sat 16/86:10 a.m.YYZ - GCM
1 stop10h 25mUnited Airlines
Deal found 11/6C$ 525
Sat 12/71:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Sat 19/79:40 a.m.YYZ - GCM
Nonstop4h 05mWestJet
Deal found 11/6C$ 528
Tue 5/82:10 p.m.GCM - YYZ
1 stop8h 49mAmerican Airlines
Tue 12/86:21 p.m.YYZ - GCM
2 stops17h 59mAmerican Airlines
Deal found 11/6C$ 588
Sat 2/81:45 p.m.GCM - YYZ
1 stop9h 13mMultiple Airlines
Sat 16/89:40 a.m.YYZ - GCM
Nonstop4h 05mMultiple Airlines
Deal found 11/6C$ 659
Tue 24/61:35 p.m.GCM - YUL
2 stops20h 05mUnited Airlines
Tue 1/73:41 p.m.YUL - GCM
2 stops21h 49mUnited Airlines
Deal found 11/6C$ 786
Tue 24/612:40 p.m.GCM - YYZ
1 stop10h 18mDelta
Sun 29/66:15 a.m.YYZ - GCM
1 stop6h 10mDelta
Deal found 10/6C$ 794
Sat 2/84:45 p.m.GCM - YYZ
1 stop17h 49mAir Canada
Thu 14/89:00 a.m.YYZ - GCM
Nonstop3h 55mAir Canada
Deal found 11/6C$ 801
Tue 24/611:30 a.m.GCM - YUL
2 stops29h 25mMultiple Airlines
Sat 28/66:45 a.m.YUL - GCM
1 stop7h 00mMultiple Airlines
Deal found 11/6C$ 803
Sat 28/61:45 p.m.GCM - YUL
1 stop9h 52mWestJet
Tue 1/76:45 a.m.YUL - GCM
1 stop7h 00mWestJet
Deal found 11/6C$ 834
Fri 4/71:35 p.m.GCM - YUL
2 stops17h 01mAir Canada
Mon 7/79:50 p.m.YUL - GCM
2 stops15h 40mAir Canada
Deal found 11/6C$ 913
Mon 7/77:00 a.m.GCM - YXE
3 stops32h 39mMultiple Airlines
Mon 21/77:00 a.m.YXE - GCM
3 stops28h 45mMultiple Airlines
Deal found 10/6C$ 950
Wed 18/612:40 p.m.GCM - YUL
1 stop10h 14mDelta
Mon 23/66:45 p.m.YUL - GCM
1 stop17h 40mDelta
Deal found 11/6C$ 1,072

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 12 June 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

Sat 2/8

1:35 p.m.-10:36 p.m.

1 stop8h 01m

Toronto Pearson Intl

Sat 16/8

6:10 a.m.-3:35 p.m.

1 stop10h 25m

C$ 525

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 12/7

1:45 p.m.-6:54 p.m.

Nonstop4h 09m

Toronto Pearson Intl

Sat 19/7

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

Nonstop4h 05m

C$ 528

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 5/8

2:10 p.m.-11:59 p.m.

1 stop8h 49m

Toronto Pearson Intl

Tue 12/8

6:21 p.m.-11:20 a.m.

2 stops17h 59m

C$ 588

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 2/8

1:45 p.m.-11:58 p.m.

1 stop9h 13m

Toronto Pearson Intl

Sat 16/8

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

Nonstop4h 05m

C$ 659

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Tue 24/6

1:35 p.m.-10:40 a.m.

2 stops20h 05m

Montreal Pierre Elliott Trudeau Intl

Tue 1/7

3:41 p.m.-12:30 p.m.

2 stops21h 49m

C$ 786

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 24/6

12:40 p.m.-11:58 p.m.

1 stop10h 18m

Toronto Pearson Intl

Sun 29/6

6:15 a.m.-11:25 a.m.

1 stop6h 10m

C$ 794

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 2/8

4:45 p.m.-11:34 a.m.

1 stop17h 49m

Toronto Pearson Intl

Thu 14/8

9:00 a.m.-11:55 a.m.

Nonstop3h 55m

C$ 801

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Tue 24/6

11:30 a.m.-5:55 p.m.

2 stops29h 25m

Montreal Pierre Elliott Trudeau Intl

Sat 28/6

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

1 stop7h 00m

C$ 803

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Sat 28/6

1:45 p.m.-12:37 a.m.

1 stop9h 52m

Montreal Pierre Elliott Trudeau Intl

Tue 1/7

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

1 stop7h 00m

C$ 834

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Fri 4/7

1:35 p.m.-7:36 a.m.

2 stops17h 01m

Montreal Pierre Elliott Trudeau Intl

Mon 7/7

9:50 p.m.-12:30 p.m.

2 stops15h 40m

C$ 913

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 47 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, September is the cheapest month in which you can book a flight from Cayman Islands (average of C$ 146). Flying from Cayman Islands in April will prove the most costly (average of C$ 395). 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$ 293
United Airlines
United Airlines
From C$ 265
Air Canada
Air Canada
From C$ 298
Cayman Airways
Cayman Airways
From C$ 319

What is the cheapest place to fly to from Cayman Islands?

The cheapest city to fly to from Cayman Islands is Washington, D.C., with prices starting at C$ 242. Explore other affordable destinations below.

Washington, D.C.
Washington, D.C.
From C$ 177
Houston Hobby
Houston Hobby
From C$ 237
Charlotte Douglas
Charlotte Douglas
From C$ 275
Toronto
Toronto
From C$ 280

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.
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
WestJet
7.2
Good
2,868 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Air Canada
7.1
Good
9,537 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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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 12 June 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 September; with April 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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