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C$ 152+ 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 31/5. 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
21 May — 28 May1
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 16 May 2025.

Good round-trip deal

C$ 293 or less

Good one-way deal

C$ 247 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 16 May 2025.

Tue 5/81:35 p.m.GCM - YYZ
2 stops19h 23mUnited Airlines
Tue 12/83:00 p.m.YYZ - GCM
2 stops22h 30mUnited Airlines
Deal found 14/5C$ 630
Tue 5/82:10 p.m.GCM - YYZ
1 stop8h 49mAmerican Airlines
Tue 12/86:00 a.m.YYZ - GCM
1 stop6h 20mAmerican Airlines
Deal found 15/5C$ 632
Thu 5/612:50 p.m.GCM - YYZ
Nonstop4h 00mAir Canada
Thu 12/69:00 a.m.YYZ - GCM
Nonstop3h 55mAir Canada
Deal found 15/5C$ 639
Tue 5/81:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Tue 12/89:40 a.m.YYZ - GCM
Nonstop4h 05mWestJet
Deal found 15/5C$ 724
Thu 2/1012:50 p.m.GCM - YOW
2 stops32h 14mAir Canada
Mon 6/105:15 a.m.YOW - GCM
1 stop7h 40mAir Canada
Deal found 15/5C$ 732
Thu 11/912:53 p.m.GCM - YYZ
1 stop10h 00mDelta
Sun 14/96:00 a.m.YYZ - GCM
1 stop6h 31mDelta
Deal found 15/5C$ 809
Sun 29/67:00 a.m.GCM - YUL
1 stop27h 31mMultiple Airlines
Sun 6/712:00 p.m.YUL - GCM
1 stop24h 55mMultiple Airlines
Deal found 15/5C$ 820
Wed 8/1012:45 p.m.GCM - YUL
1 stop9h 00mAmerican Airlines
Sun 12/102:30 p.m.YUL - GCM
1 stop21h 35mAmerican Airlines
Deal found 15/5C$ 852
Tue 5/812:00 p.m.GCM - YYZ
1 stop7h 52mMultiple Airlines
Tue 12/89:40 a.m.YYZ - GCM
Nonstop4h 04mMultiple Airlines
Deal found 15/5C$ 985
Thu 10/712:50 p.m.GCM - YWG
2 stops21h 24mAir Canada
Wed 16/73:50 p.m.YWG - GCM
2 stops20h 05mAir Canada
Deal found 16/5C$ 991
Thu 10/71:35 p.m.GCM - YWG
2 stops23h 34mUnited Airlines
Wed 16/77:00 a.m.YWG - GCM
2 stops29h 30mUnited Airlines
Deal found 15/5C$ 1,076
Wed 13/81:35 p.m.GCM - YXE
2 stops36h 23mUnited Airlines
Fri 22/85:15 a.m.YXE - GCM
2 stops30h 15mUnited Airlines
Deal found 15/5C$ 1,097

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 16 May 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

Tue 5/8

1:35 p.m.-9:58 a.m.

2 stops19h 23m

Toronto Pearson Intl

Tue 12/8

3:00 p.m.-12:30 p.m.

2 stops22h 30m

C$ 630

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

6:00 a.m.-11:20 a.m.

1 stop6h 20m

C$ 632

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 5/6

12:50 p.m.-5:50 p.m.

Nonstop4h 00m

Toronto Pearson Intl

Thu 12/6

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

Nonstop3h 55m

C$ 639

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

Tue 12/8

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

Nonstop4h 05m

C$ 724

George TownOttawa

GCM - YOW

GCMYOW

George Town Owen Roberts Intl

Thu 2/10

12:50 p.m.-10:04 p.m.

2 stops32h 14m

Ottawa

Mon 6/10

5:15 a.m.-11:55 a.m.

1 stop7h 40m

C$ 732

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Thu 11/9

12:53 p.m.-11:53 p.m.

1 stop10h 00m

Toronto Pearson Intl

Sun 14/9

6:00 a.m.-11:31 a.m.

1 stop6h 31m

C$ 809

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Sun 29/6

7:00 a.m.-11:31 a.m.

1 stop27h 31m

Montreal Pierre Elliott Trudeau Intl

Sun 6/7

12:00 p.m.-11:55 a.m.

1 stop24h 55m

C$ 820

George TownMontreal

GCM - YUL

GCMYUL

George Town Owen Roberts Intl

Wed 8/10

12:45 p.m.-10:45 p.m.

1 stop9h 00m

Montreal Pierre Elliott Trudeau Intl

Sun 12/10

2:30 p.m.-11:05 a.m.

1 stop21h 35m

C$ 852

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Tue 5/8

12:00 p.m.-8:52 p.m.

1 stop7h 52m

Toronto Pearson Intl

Tue 12/8

9:40 a.m.-12:44 p.m.

Nonstop4h 04m

C$ 985

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Thu 10/7

12:50 p.m.-10:14 a.m.

2 stops21h 24m

Winnipeg

Wed 16/7

3:50 p.m.-11:55 a.m.

2 stops20h 05m

C$ 991

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/5

Showing 1-10 of 46 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$ 147). Flying from Cayman Islands in April will prove the most costly (average of C$ 404). 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
Air Canada
Air Canada
From C$ 298
United Airlines
United Airlines
From C$ 265

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$ 247. Explore other affordable destinations below.

Washington, D.C.
Washington, D.C.
From C$ 177
Miami
Miami
From C$ 203
Toronto
Toronto
From C$ 209
Houston Hobby
Houston Hobby
From C$ 210

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

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
United Airlines
7.4
Good
8,731 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
WestJet
7.2
Good
2,841 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Air Canada
7.0
Good
9,343 reviews
Delta
8.0
Very good
7,946 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

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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 16 May 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!

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!

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