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C$ 275+ Cheap flights from the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/7. 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
23 Jun — 30 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 18 June 2025.

Good round-trip deal

C$ 616 or less

Good one-way deal

C$ 241 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 18 June 2025.

Sat 12/74:15 p.m.GCM - YYZ
2 stops18h 34mUnited Airlines
Sat 19/76:10 a.m.YYZ - GCM
1 stop7h 20mUnited Airlines
Deal found 16/6C$ 496
Tue 8/71:35 p.m.GCM - YUL
2 stops24h 25mUnited Airlines
Tue 15/79:15 a.m.YUL - GCM
2 stops28h 15mUnited Airlines
Deal found 16/6C$ 547
Sat 12/71:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Sat 19/79:40 a.m.YYZ - GCM
Nonstop4h 05mWestJet
Deal found 16/6C$ 547
Sat 6/912:25 p.m.GCM - YHZ
2 stops23h 46mAmerican Airlines
Sat 20/94:01 p.m.YHZ - GCM
2 stops21h 21mAmerican Airlines
Deal found 18/6C$ 593
Mon 21/72:10 p.m.GCM - YYZ
1 stop8h 49mAmerican Airlines
Mon 28/76:00 a.m.YYZ - GCM
1 stop6h 22mAmerican Airlines
Deal found 17/6C$ 594
Tue 8/72:10 p.m.GCM - YUL
2 stops22h 34mAmerican Airlines
Tue 15/72:35 p.m.YUL - GCM
1 stop21h 47mAmerican Airlines
Deal found 16/6C$ 685
Thu 31/77:00 a.m.GCM - YYZ
2 stops13h 08mMultiple Airlines
Tue 5/89:40 a.m.YYZ - GCM
Nonstop4h 05mMultiple Airlines
Deal found 16/6C$ 717
Tue 8/71:35 p.m.GCM - YUL
2 stops19h 46mAir Canada
Wed 16/79:35 a.m.YUL - GCM
2 stops27h 20mAir Canada
Deal found 16/6C$ 729
Fri 5/121:35 p.m.GCM - YYZ
Nonstop4h 05mAir Canada
Sun 7/128:10 a.m.YYZ - GCM
Nonstop4h 10mAir Canada
Deal found 16/6C$ 770
Wed 9/711:30 a.m.GCM - YUL
2 stops23h 55mMultiple Airlines
Tue 15/76:45 a.m.YUL - GCM
1 stop7h 00mMultiple Airlines
Deal found 16/6C$ 782
Wed 30/712:37 p.m.GCM - YYZ
1 stop8h 22mDelta
Sun 3/86:15 a.m.YYZ - GCM
1 stop6h 07mDelta
Deal found 16/6C$ 790
Thu 10/71:35 p.m.GCM - YWG
2 stops47h 34mUnited Airlines
Wed 16/74:25 p.m.YWG - GCM
2 stops44h 05mUnited Airlines
Deal found 17/6C$ 1,054

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 18 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 12/7

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

1 stop9h 13m

Toronto Pearson Intl

Tue 12/8

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

2 stops24h 30m

C$ 496

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Tue 8/7

1:35 p.m.-3:00 p.m.

2 stops24h 25m

Montreal Pierre Elliott Trudeau Intl

Thu 17/7

6:15 a.m.-12:30 p.m.

2 stops31h 15m

C$ 547

George TownHalifax

GCM - YHZ

GCMYHZ

George Town Owen Roberts Intl

Sat 6/9

12:25 p.m.-2:11 p.m.

2 stops23h 46m

Halifax Intl

Sat 20/9

4:01 p.m.-11:22 a.m.

2 stops21h 21m

C$ 593

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 21/7

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

1 stop8h 49m

Toronto Pearson Intl

Mon 28/7

6:00 a.m.-11:22 a.m.

1 stop6h 22m

C$ 594

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$ 617

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Tue 8/7

2:10 p.m.-1:44 p.m.

2 stops22h 34m

Montreal Pierre Elliott Trudeau Intl

Tue 15/7

2:35 p.m.-11:22 a.m.

1 stop21h 47m

C$ 685

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Tue 8/7

1:35 p.m.-10:21 a.m.

2 stops19h 46m

Montreal Pierre Elliott Trudeau Intl

Wed 16/7

9:35 a.m.-11:55 a.m.

2 stops27h 20m

C$ 729

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 5/8

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

Nonstop4h 09m

Toronto Pearson Intl

Mon 25/8

7:45 a.m.-5:20 p.m.

1 stop10h 35m

C$ 734

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Wed 9/7

11:30 a.m.-12:25 p.m.

2 stops23h 55m

Montreal Pierre Elliott Trudeau Intl

Tue 15/7

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

1 stop7h 00m

C$ 782

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$ 806

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/6

Showing 1-10 of 48 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$ 393). 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$ 241. 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$ 254
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
7,964 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

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
8,810 reviews
Delta
8.0
Very good
7,964 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

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
7,964 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

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
2,876 reviews
Delta
8.0
Very good
7,964 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

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
9,572 reviews
Delta
8.0
Very good
7,964 reviews
Check prices

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

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 18 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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