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Flights to Cayman Islands

C$ 175 Cheap flights to the Cayman Islands

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1 adult, Economy, 0 bags

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Recent flights found to popular cities in Cayman Islands

Find flights to these popular cities in Cayman Islands from your nearest airport.

Flights to George Town

Search all flight deals to George Town
WestJet
24 Oct
YYZ
4h 05m
GCM
5 Nov
GCM
4h 10m
YYZ
C$ 356
WestJet
17 Oct
YYZ
4h 05m
GCM
24 Oct
GCM
4h 10m
YYZ
C$ 359
WestJet
13 Oct
YYZ
4h 05m
GCM
20 Oct
GCM
4h 10m
YYZ
C$ 365
WestJet
29 Oct
YYZ
4h 20m
GCM
1 Nov
GCM
4h 10m
YYZ
C$ 367
WestJet
17 Oct
YYZ
4h 05m
GCM
24 Oct
GCM
4h 10m
YYZ
C$ 373
WestJet
17 Oct
YYZ
4h 05m
GCM
24 Oct
GCM
4h 10m
YYZ
C$ 379
Air Transat
24 Jan
YTZ
11h 38m
1 stop
GCM
31 Jan
GCM
22h 48m
1 stop
YTZ
C$ 381
Air Transat
23 Jan
YTZ
23h 28m
1 stop
GCM
31 Jan
GCM
17h 28m
1 stop
YTZ
C$ 384
WestJet
6 Oct
YYZ
4h 05m
GCM
13 Oct
GCM
4h 10m
YYZ
C$ 387
WestJet
16 Nov
YYZ
4h 20m
GCM
30 Nov
GCM
4h 10m
YYZ
C$ 388
WestJet
6 Oct
YYZ
4h 05m
GCM
13 Oct
GCM
4h 10m
YYZ
C$ 394
WestJet
19 Sep
YYZ
4h 05m
GCM
26 Sep
GCM
4h 10m
YYZ
C$ 395

Flights to Little Cayman

Search all flight deals to Little Cayman
Multiple Airlines
19 Sep
YYZ
7h 15m
1 stop
LYB
26 Sep
LYB
7h 00m
1 stop
YYZ
C$ 664
Multiple Airlines
19 Sep
YYZ
23h 55m
2 stops
LYB
26 Sep
LYB
10h 05m
2 stops
YYZ
C$ 875
Multiple Airlines
19 Sep
YYZ
23h 55m
2 stops
LYB
26 Sep
LYB
15h 05m
3 stops
YYZ
C$ 1,100
Multiple Airlines
25 Dec
YYZ
22h 25m
2 stops
LYB
4 Jan
LYB
10h 55m
1 stop
YYZ
C$ 1,487
Multiple Airlines
25 Dec
YYZ
22h 25m
2 stops
LYB
2 Jan
LYB
27h 40m
1 stop
YYZ
C$ 1,574
Multiple Airlines
26 Dec
YYZ
18h 45m
2 stops
LYB
3 Jan
LYB
24h 25m
3 stops
YYZ
C$ 1,753
Multiple Airlines
19 Sep
YYZ
27h 05m
3 stops
LYB
26 Sep
LYB
15h 05m
3 stops
YYZ
C$ 2,011
Multiple Airlines
26 Dec
YYZ
18h 45m
2 stops
LYB
3 Jan
LYB
11h 00m
1 stop
YYZ
C$ 2,177
Multiple Airlines
25 Dec
YYZ
5h 50m
1 stop
LYB
3 Jan
LYB
20h 40m
2 stops
YYZ
C$ 2,245
Multiple Airlines
25 Dec
YYZ
8h 25m
1 stop
LYB
3 Jan
LYB
8h 10m
1 stop
YYZ
C$ 2,366
Multiple Airlines
26 Dec
YYZ
7h 00m
1 stop
LYB
3 Jan
LYB
8h 30m
1 stop
YYZ
C$ 3,273

Flights to Cayman Brac

Search all flight deals to Cayman Brac
Multiple Airlines
17 Dec
YYZ
28h 55m
1 stop
CYB
24 Dec
CYB
11h 15m
1 stop
YYZ
C$ 991
Multiple Airlines
17 Dec
YYZ
21h 50m
1 stop
CYB
24 Dec
CYB
11h 20m
2 stops
YYZ
C$ 1,008
Multiple Airlines
17 Dec
YYZ
31h 30m
2 stops
CYB
24 Dec
CYB
11h 20m
2 stops
YYZ
C$ 1,055
Multiple Airlines
22 Dec
YYZ
8h 50m
1 stop
CYB
29 Dec
CYB
9h 38m
1 stop
YYZ
C$ 1,118
Multiple Airlines
25 Dec
YYZ
22h 50m
2 stops
CYB
3 Jan
CYB
27h 50m
1 stop
YYZ
C$ 1,470
Multiple Airlines
22 Dec
YYZ
24h 10m
2 stops
CYB
29 Dec
CYB
8h 45m
1 stop
YYZ
C$ 1,499
Multiple Airlines
25 Dec
YYZ
29h 55m
2 stops
CYB
2 Jan
CYB
25h 45m
1 stop
YYZ
C$ 1,559
Multiple Airlines
22 Dec
YYZ
24h 05m
2 stops
CYB
29 Dec
CYB
26h 09m
2 stops
YYZ
C$ 1,577
Multiple Airlines
22 Dec
YYZ
24h 10m
2 stops
CYB
29 Dec
CYB
31h 30m
3 stops
YYZ
C$ 1,792
Multiple Airlines
27 Dec
YYZ
7h 35m
1 stop
CYB
4 Jan
CYB
8h 50m
1 stop
YYZ
C$ 1,918
Multiple Airlines
27 Dec
YYZ
7h 35m
1 stop
CYB
3 Jan
CYB
8h 50m
1 stop
YYZ
C$ 2,005

Find the cheapest flights from Canada to the Cayman Islands

Recent round-trip flight deals from Canada to the Cayman Islands

Enter your travel dates to find the best prices.
WestJet Logo
9:40 a.m. - 12:45 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
4h 05mdirect
WestJet Logo
3:35 p.m. - 7:45 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 10mdirect
C$ 356WestJet
Sat, 24 Oct - Thu, 5 Nov
WestJet Logo
9:40 a.m. - 12:45 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
4h 05mdirect
WestJet Logo
1:45 p.m. - 6:55 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 10mdirect
C$ 359WestJet
Sat, 17 Oct - Sat, 24 Oct
Air Transat Logo
7:00 a.m. - 6:38 p.m.YTZ  Toronto Island-GCM George Town Owen Roberts Intl
11h 38m1 stop Ottawa
Air Transat Logo
7:40 p.m. - 6:28 p.m.GCM  George Town Owen Roberts Intl-YTZ Toronto Island
22h 48m1 stop Ottawa
C$ 381Air Transat
Sun, 24 Jan - Sun, 31 Jan
Air Transat Logo
7:10 p.m. - 6:38 p.m.YTZ  Toronto Island-GCM George Town Owen Roberts Intl
23h 28m1 stop Ottawa
Air Transat Logo
7:40 p.m. - 1:08 p.m.GCM  George Town Owen Roberts Intl-YTZ Toronto Island
17h 28m1 stop Ottawa
C$ 384Air Transat
Sat, 23 Jan - Sun, 31 Jan
Multiple Airlines Logo
10:15 a.m. - 2:35 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
4h 20mdirect
Multiple Airlines Logo
2:00 p.m. - 6:08 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 08mdirect
C$ 404Multiple Airlines
Sun, 6 Dec - Tue, 15 Dec
Porter Airlines Logo
9:00 a.m. - 1:02 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
4h 02mdirect
Porter Airlines Logo
2:00 p.m. - 6:08 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 08mdirect
C$ 408Porter Airlines
Tue, 26 Jan - Fri, 26 Feb
Multiple Airlines Logo
7:00 a.m. - 6:38 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
11h 38m1 stop Ottawa
Multiple Airlines Logo
3:35 p.m. - 7:45 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 10mdirect
C$ 409Multiple Airlines
Sun, 13 Dec - Sun, 20 Dec
Air Canada Logo
7:30 a.m. - 10:30 a.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
4h 00mdirect
Air Canada Logo
11:25 a.m. - 4:30 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 05mdirect
C$ 423Air Canada
Sat, 17 Oct - Sat, 24 Oct
Air Canada Logo
7:50 a.m. - 12:10 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
4h 20mdirect
Air Canada Logo
1:10 p.m. - 5:15 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 05mdirect
C$ 426Air Canada
Sun, 8 Nov - Fri, 13 Nov
Porter Airlines Logo
7:00 a.m. - 6:38 p.m.YYZ  Toronto Pearson Intl-GCM George Town Owen Roberts Intl
11h 38m1 stop Ottawa
Porter Airlines Logo
2:00 p.m. - 6:08 p.m.GCM  George Town Owen Roberts Intl-YYZ Toronto Pearson Intl
4h 08mdirect
C$ 460Porter Airlines
Sun, 17 Jan - Fri, 29 Jan

momondo Fare Finder

 
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 24/10

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

Nonstop4h 05m

George Town Owen Roberts Intl

Thu 5/11

3:35 p.m.-7:45 p.m.

Nonstop4h 10m

C$ 356

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 17/10

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

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 24/10

1:45 p.m.-6:55 p.m.

Nonstop4h 10m

C$ 359

TorontoGeorge Town

YTZ Toronto Island - GCM George Town Owen Roberts Intl

YTZGCM

Toronto Island

Sun 24/1

7:00 a.m.-6:38 p.m.

1 stop11h 38m

George Town Owen Roberts Intl

Sun 31/1

7:40 p.m.-6:28 p.m.

1 stop22h 48m

C$ 381

TorontoGeorge Town

YTZ Toronto Island - GCM George Town Owen Roberts Intl

YTZGCM

Toronto Island

Sat 23/1

7:10 p.m.-6:38 p.m.

1 stop23h 28m

George Town Owen Roberts Intl

Sun 31/1

7:40 p.m.-1:08 p.m.

1 stop17h 28m

C$ 384

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sun 6/12

10:15 a.m.-2:35 p.m.

Nonstop4h 20m

George Town Owen Roberts Intl

Tue 15/12

2:00 p.m.-6:08 p.m.

Nonstop4h 08m

C$ 404

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Tue 26/1

9:00 a.m.-1:02 p.m.

Nonstop4h 02m

George Town Owen Roberts Intl

Fri 26/2

2:00 p.m.-6:08 p.m.

Nonstop4h 08m

C$ 408

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sun 13/12

7:00 a.m.-6:38 p.m.

1 stop11h 38m

George Town Owen Roberts Intl

Sun 20/12

3:35 p.m.-7:45 p.m.

Nonstop4h 10m

C$ 409
Quickest round-trip

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sat 17/10

7:30 a.m.-10:30 a.m.

Nonstop4h 00m

George Town Owen Roberts Intl

Sat 24/10

11:25 a.m.-4:30 p.m.

Nonstop4h 05m

C$ 423

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sun 8/11

7:50 a.m.-12:10 p.m.

Nonstop4h 20m

George Town Owen Roberts Intl

Fri 13/11

1:10 p.m.-5:15 p.m.

Nonstop4h 05m

C$ 426

TorontoGeorge Town

YYZ Toronto Pearson Intl - GCM George Town Owen Roberts Intl

YYZGCM

Toronto Pearson Intl

Sun 17/1

7:00 a.m.-6:38 p.m.

1 stop11h 38m

George Town Owen Roberts Intl

Fri 29/1

2:00 p.m.-6:08 p.m.

Nonstop4h 08m

C$ 460

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to the Cayman Islands from

Cayman Islands flights insights and trends

Explore insights for your Cayman Islands flight to craft the best travel plan

What is the cheapest flight to Cayman Islands?

The cheapest flights to Cayman Islands recently found by momondo users are C$ 225 with American Airlines, C$ 238 with Air Canada, and C$ 254 with United Airlines.

See prices from:

Cheapest flights to cities in Cayman Islands

Click on the cities below to find out when it's cheapest to fly to Cayman Islands, from Canada
George Town
George Town
Find flights to George Town

Cheap Cayman Islands flight deals and tips

Summary info about the Cayman Islands flight prices, duration and airlines

Best One-Way Price

C$ 175

Best Round-Trip Price

C$ 356

Fastest flight time

4h 20m
The best one-way flight price to Cayman Islands from Canada in the last 5 days is C$ 175 (Toronto Pearson Intl to George Town Owen Roberts Intl).
Search Deals
The best round-trip flight price to Cayman Islands from Canada in the last 5 days is C$ 356 (Toronto Pearson Intl to George Town Owen Roberts Intl).
Search Deals
The fastest flight to Cayman Islands from Canada takes 4h 20m (Toronto Pearson Intl to George Town Owen Roberts Intl).
Search Deals

Frequently asked questions about flying to the Cayman Islands

Which airlines fly to Cayman Islands?

There are 6 airlines that fly to Cayman Islands on a routine basis, but WestJet, Air Canada and Porter Airlines happen to be the most popular among our users. In the past year, 40% of those who searched for flights to Cayman Islands looked to travel with WestJet, making this airline the top choice among momondo travellers.

What is the most popular airport in Cayman Islands to fly to?

According to our data, 97% of momondo users who travelled to Cayman Islands in the last year flew into George Town Owen Roberts Intl (located in George Town), making it the most popular airport to fly to. There may be other airports in Cayman Islands, but the majority of our users take flights to George Town Owen Roberts Intl in order to visit George Town and it’s surrounding areas.

How much are flights to Cayman Islands?

The cheapest flight to Cayman Islands recently found on momondo was C$ 413. If you’re unable to find a flight deal this cheap, keep in mind that anything less than C$ 514 is considered a good price for flights to Cayman Islands. C$ 582 is the average cost to fly to Cayman Islands, while C$ 1,553 is the most expensive.

What is the best day of the week to fly to Cayman Islands?

If your travel plans are flexible and you’re looking to save money on flights to Cayman Islands, then be sure to book your departure on a Tuesday. Flying out on a Tuesday, as well as a Thursday, is your best option. Departing on a Wednesday tends to be the most expensive day of the week to fly to Cayman Islands.

When did momondo last update prices for flights to Cayman Islands?

Prices for flights to Cayman Islands refresh daily.

How many operators does momondo search for flights to Cayman Islands?

The number of operators available for flights to Cayman Islands is 6 as of August 2026.

How old do you have to be to fly to Cayman Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Cayman Islands.

What documentation or ID do you need to fly to Cayman Islands?

The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal to Cayman Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Cayman Islands. Millions of users trust and use momondo every year so you are in good company.

Can I find flights to Cayman Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Cayman Islands with this policy.

How can momondo help me find flights to Cayman Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Cayman Islands.

I’m not ready to book a flight to Cayman Islands right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Cayman Islands, momondo offers a useful price alert feature which will track prices for flights to Cayman Islands and alert you when they change.

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