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Flights to Cayman Islands

C$ 384 Cheap flights to the Cayman Islands

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight to the Cayman Islands departing on 9/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
Porter Airlines
9 Apr
YYZ
4h 10m
GCM
16 Apr
GCM
4h 05m
YYZ
C$ 384
WestJet
2 Jun
YYZ
4h 05m
GCM
9 Jun
GCM
4h 10m
YYZ
C$ 387
WestJet
13 Apr
YYZ
4h 19m
GCM
20 Apr
GCM
4h 09m
YYZ
C$ 388
WestJet
13 Apr
YYZ
4h 19m
GCM
20 Apr
GCM
4h 09m
YYZ
C$ 390
United Airlines
5 Jun
YYZ
20h 52m
2 stops
GCM
9 Jun
GCM
19h 19m
2 stops
YYZ
C$ 392
Air Canada
11 Jun
YYZ
4h 00m
GCM
15 Jun
GCM
4h 05m
YYZ
C$ 399
Air Canada
11 Jun
YYZ
4h 00m
GCM
15 Jun
GCM
4h 05m
YYZ
C$ 401
WestJet
20 Apr
YYZ
4h 19m
GCM
23 Apr
GCM
4h 09m
YYZ
C$ 402
WestJet
20 Apr
YYZ
4h 19m
GCM
23 Apr
GCM
4h 09m
YYZ
C$ 403
United Airlines
27 Apr
YYZ
16h 45m
1 stop
GCM
2 May
GCM
20h 59m
1 stop
YYZ
C$ 405
WestJet
20 Apr
YYZ
4h 19m
GCM
23 Apr
GCM
4h 09m
YYZ
C$ 406
United Airlines
6 Jun
YQB
7h 35m
1 stop
GCM
13 Jun
GCM
22h 15m
2 stops
YQB
C$ 408

Flights to Cayman Brac

Search all flight deals to Cayman Brac
Multiple Airlines
29 Aug
YYZ
9h 40m
1 stop
CYB
6 Sep
CYB
22h 10m
1 stop
YYZ
C$ 803
Multiple Airlines
29 Aug
YYZ
9h 40m
2 stops
CYB
6 Sep
CYB
22h 10m
1 stop
YYZ
C$ 808
Multiple Airlines
29 Aug
YYZ
9h 40m
2 stops
CYB
6 Sep
CYB
24h 50m
2 stops
YYZ
C$ 865
Multiple Airlines
16 Apr
YYZ
6h 35m
1 stop
CYB
18 Apr
CYB
9h 35m
1 stop
YYZ
C$ 944
Multiple Airlines
11 Apr
YYZ
6h 35m
1 stop
CYB
18 Apr
CYB
6h 20m
1 stop
YYZ
C$ 978
Multiple Airlines
3 Jun
YYZ
31h 35m
2 stops
CYB
6 Jun
CYB
9h 25m
1 stop
YYZ
C$ 1,070
Multiple Airlines
3 May
YYZ
32h 15m
2 stops
CYB
9 May
CYB
7h 00m
1 stop
YYZ
C$ 1,100
Multiple Airlines
16 Apr
YYZ
6h 35m
1 stop
CYB
18 Apr
CYB
22h 10m
2 stops
YYZ
C$ 1,179
Multiple Airlines
3 Jun
YYZ
31h 30m
2 stops
CYB
6 Jun
CYB
16h 59m
2 stops
YYZ
C$ 1,328
Multiple Airlines
11 Apr
YYZ
8h 35m
2 stops
CYB
18 Apr
CYB
23h 39m
1 stop
YYZ
C$ 1,330
Multiple Airlines
11 Apr
YYZ
8h 35m
2 stops
CYB
18 Apr
CYB
33h 34m
2 stops
YYZ
C$ 1,385
Multiple Airlines
16 Apr
YYZ
24h 20m
3 stops
CYB
18 Apr
CYB
24h 05m
1 stop
YYZ
C$ 1,392

Flights to Little Cayman

Search all flight deals to Little Cayman
Multiple Airlines
16 Apr
YYZ
31h 25m
2 stops
LYB
18 Apr
LYB
45h 35m
2 stops
YYZ
C$ 911
Multiple Airlines
16 Apr
YYZ
9h 10m
1 stop
LYB
18 Apr
LYB
48h 04m
2 stops
YYZ
C$ 948
Multiple Airlines
16 Apr
YYZ
6h 40m
1 stop
LYB
18 Apr
LYB
25h 54m
1 stop
YYZ
C$ 980
Multiple Airlines
21 May
YYZ
7h 40m
1 stop
LYB
24 May
LYB
29h 40m
2 stops
YYZ
C$ 1,059
Multiple Airlines
21 May
YYZ
7h 40m
1 stop
LYB
24 May
LYB
16h 09m
3 stops
YYZ
C$ 1,077
Multiple Airlines
21 May
YYZ
24h 15m
1 stop
LYB
24 May
LYB
24h 30m
1 stop
YYZ
C$ 1,127
Multiple Airlines
3 Jun
YYZ
25h 05m
3 stops
LYB
6 Jun
LYB
10h 05m
2 stops
YYZ
C$ 1,302
Multiple Airlines
3 Jun
YYZ
31h 20m
2 stops
LYB
6 Jun
LYB
6h 10m
1 stop
YYZ
C$ 1,335
Multiple Airlines
3 Jun
YYZ
28h 50m
2 stops
LYB
6 Jun
LYB
7h 10m
2 stops
YYZ
C$ 1,339
Multiple Airlines
16 Apr
YYZ
24h 35m
3 stops
LYB
18 Apr
LYB
48h 15m
2 stops
YYZ
C$ 1,502
Multiple Airlines
21 May
YYZ
39h 10m
2 stops
LYB
24 May
LYB
16h 09m
3 stops
YYZ
C$ 1,676
Multiple Airlines
22 May
YYZ
42h 55m
2 stops
LYB
25 May
LYB
7h 40m
1 stop
YYZ
C$ 1,983

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.
Porter Airlines Logo
12:15 p.m. - 3:25 p.m.
YYZ
-
GCM
4h 10mdirect
Porter Airlines Logo
4:25 p.m. - 9:30 p.m.
GCM
-
YYZ
4h 05mdirect
C$ 384Porter Airlines
Thu, 9 Apr - Thu, 16 Apr
WestJet Logo
9:40 a.m. - 12:45 p.m.
YYZ
-
GCM
4h 05mdirect
WestJet Logo
1:45 p.m. - 6:55 p.m.
GCM
-
YYZ
4h 10mdirect
C$ 387WestJet
Tue, 2 Jun - Tue, 9 Jun
WestJet Logo
9:25 a.m. - 12:44 p.m.
YYZ
-
GCM
4h 19mdirect
WestJet Logo
1:50 p.m. - 6:59 p.m.
GCM
-
YYZ
4h 09mdirect
C$ 388WestJet
Mon, 13 Apr - Mon, 20 Apr
WestJet Logo
9:25 a.m. - 12:44 p.m.
YYZ
-
GCM
4h 19mdirect
WestJet Logo
1:50 p.m. - 6:59 p.m.
GCM
-
YYZ
4h 09mdirect
C$ 390WestJet
Mon, 13 Apr - Mon, 20 Apr
United Airlines Logo
7:43 p.m. - 3:35 p.m.
YYZ
-
GCM
20h 52m
2 stops
United Airlines Logo
1:35 p.m. - 9:54 a.m.
GCM
-
YYZ
19h 19m
2 stops
C$ 392United Airlines
Fri, 5 Jun - Tue, 9 Jun
Air Canada Logo
8:25 a.m. - 11:25 a.m.
YYZ
-
GCM
4h 00mdirect
Air Canada Logo
12:25 p.m. - 5:30 p.m.
GCM
-
YYZ
4h 05mdirect
C$ 399Air Canada
Thu, 11 Jun - Mon, 15 Jun
Air Canada Logo
8:25 a.m. - 11:25 a.m.
YYZ
-
GCM
4h 00mdirect
Air Canada Logo
12:25 p.m. - 5:30 p.m.
GCM
-
YYZ
4h 05mdirect
C$ 401Air Canada
Thu, 11 Jun - Mon, 15 Jun
WestJet Logo
9:25 a.m. - 12:44 p.m.
YYZ
-
GCM
4h 19mdirect
WestJet Logo
1:50 p.m. - 6:59 p.m.
GCM
-
YYZ
4h 09mdirect
C$ 402WestJet
Mon, 20 Apr - Thu, 23 Apr
United Airlines Logo
9:00 p.m. - 12:45 p.m.
YYZ
-
GCM
16h 45m
1 stop
United Airlines Logo
1:50 p.m. - 11:49 a.m.
GCM
-
YYZ
20h 59m
1 stop
C$ 405United Airlines
Mon, 27 Apr - Sat, 2 May
United Airlines Logo
6:35 p.m. - 12:30 p.m.
YUL
-
GCM
18h 55m
2 stops
United Airlines Logo
1:35 p.m. - 9:26 p.m.
GCM
-
YUL
30h 51m
2 stops
C$ 410United Airlines
Mon, 4 May - Mon, 11 May

momondo Fare Finder

 
Locate flights to Cayman Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 28 March 2026.
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 - GCM

YYZGCM

Toronto Pearson Intl

Thu 9/4

12:15 p.m.-3:25 p.m.

Nonstop4h 10m

George Town Owen Roberts Intl

Thu 16/4

4:25 p.m.-9:30 p.m.

Nonstop4h 05m

C$ 384

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 2/6

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

Nonstop4h 05m

George Town Owen Roberts Intl

Tue 9/6

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

Nonstop4h 10m

C$ 387

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 13/4

9:25 a.m.-12:44 p.m.

Nonstop4h 19m

George Town Owen Roberts Intl

Mon 20/4

1:50 p.m.-6:59 p.m.

Nonstop4h 09m

C$ 388

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 13/4

9:25 a.m.-12:44 p.m.

Nonstop4h 19m

George Town Owen Roberts Intl

Mon 20/4

1:50 p.m.-6:59 p.m.

Nonstop4h 09m

C$ 390

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Fri 5/6

7:43 p.m.-3:35 p.m.

2 stops20h 52m

George Town Owen Roberts Intl

Tue 9/6

1:35 p.m.-9:54 a.m.

2 stops19h 19m

C$ 392
Quickest round-trip

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 11/6

8:25 a.m.-11:25 a.m.

Nonstop4h 00m

George Town Owen Roberts Intl

Mon 15/6

12:25 p.m.-5:30 p.m.

Nonstop4h 05m

C$ 399

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 11/6

8:25 a.m.-11:25 a.m.

Nonstop4h 00m

George Town Owen Roberts Intl

Mon 15/6

12:25 p.m.-5:30 p.m.

Nonstop4h 05m

C$ 401

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 20/4

9:25 a.m.-12:44 p.m.

Nonstop4h 19m

George Town Owen Roberts Intl

Thu 23/4

1:50 p.m.-6:59 p.m.

Nonstop4h 09m

C$ 402

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 27/4

9:00 p.m.-12:45 p.m.

1 stop16h 45m

George Town Owen Roberts Intl

Sat 2/5

1:50 p.m.-11:49 a.m.

1 stop20h 59m

C$ 405

MontrealGeorge Town

YUL - GCM

YULGCM

Montreal Pierre Elliott Trudeau Intl

Mon 4/5

6:35 p.m.-12:30 p.m.

2 stops18h 55m

George Town Owen Roberts Intl

Mon 11/5

1:35 p.m.-9:26 p.m.

2 stops30h 51m

C$ 410

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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$ 259 with Air Canada, and C$ 284 with WestJet.

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$ 153

Best Round-Trip Price

C$ 384

Fastest flight time

4h 19m
The best one-way flight price to Cayman Islands from Canada in the last 72 hours is C$ 153 (Toronto Island to George Town Owen Roberts Intl).
Search Deals
The best round-trip flight price to Cayman Islands from Canada in the last 72 hours is C$ 384 (Toronto Pearson Intl to George Town Owen Roberts Intl).
Search Deals
The fastest flight to Cayman Islands from Canada takes 4h 19m (Toronto Pearson Intl to George Town Owen Roberts Intl).
Search Deals

Frequently asked questions about flying to the Cayman Islands

What is the best airport to land at to visit Seven Mile Beach?

Flying into George Town Airport is typically the best way to visit Seven Mile Beach, since it is the closest airport to the area.

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, 43% 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$ 185. If you’re unable to find a flight deal this cheap, keep in mind that anything less than C$ 363 is considered a good price for flights to Cayman Islands. C$ 406 is the average cost to fly to Cayman Islands, while C$ 2,808 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 Thursday. Flying out on a Thursday, as well as a Monday, is your best option. Departing on a Sunday 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 7 as of March 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.

An easier way to manage your Cayman Islands trip

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