Flights to Cayman Islands

C$ 377 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 22/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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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.
United Airlines
22 Dec
YOW
22h 36m
2 stops
GCM
30 Dec
GCM
27h 33m
2 stops
YOW
United Airlines
6 Dec
YOW
7h 25m
1 stop
GCM
13 Dec
GCM
7h 31m
1 stop
YOW
United Airlines
6 Dec
YOW
7h 15m
1 stop
GCM
13 Dec
GCM
16h 41m
2 stops
YOW
United Airlines
6 Dec
YOW
10h 15m
2 stops
GCM
13 Dec
GCM
16h 41m
2 stops
YOW
United Airlines
26 Mar
YYZ
10h 20m
1 stop
GCM
30 Mar
GCM
7h 54m
1 stop
YYZ
Multiple Airlines
8 Jan
YYZ
4h 10m
GCM
17 Jan
GCM
4h 05m
YYZ
Multiple Airlines
23 Jan
YTZ
45h 10m
2 stops
GCM
6 Feb
GCM
7h 03m
1 stop
YTZ
Porter Airlines
1 Mar
YYZ
6h 45m
1 stop
GCM
7 Mar
GCM
4h 05m
YYZ
United Airlines
9 Jan
YYZ
19h 20m
2 stops
GCM
18 Jan
GCM
9h 09m
1 stop
YYZ
Porter Airlines
15 Jan
YYZ
4h 10m
GCM
18 Jan
GCM
20h 20m
1 stop
YYZ
Multiple Airlines
6 Apr
YYZ
4h 19m
GCM
11 Apr
GCM
4h 05m
YYZ
United Airlines
24 Feb
YUL
23h 02m
2 stops
GCM
28 Feb
GCM
21h 46m
1 stop
YUL
Multiple Airlines
8 Dec
YYZ
8h 25m
1 stop
CYB
15 Dec
CYB
10h 26m
1 stop
YYZ
Multiple Airlines
8 Jan
YYZ
8h 25m
1 stop
CYB
16 Jan
CYB
27h 15m
1 stop
YYZ
Multiple Airlines
8 Dec
YYZ
30h 00m
2 stops
CYB
15 Dec
CYB
8h 01m
1 stop
YYZ
Multiple Airlines
8 Jan
YYZ
19h 15m
2 stops
CYB
16 Jan
CYB
29h 50m
2 stops
YYZ
Multiple Airlines
8 Jan
YYZ
27h 05m
2 stops
CYB
16 Jan
CYB
6h 40m
1 stop
YYZ
Multiple Airlines
10 Apr
YYZ
24h 55m
1 stop
CYB
16 Apr
CYB
22h 15m
1 stop
YYZ
Multiple Airlines
10 Apr
YYZ
10h 55m
2 stops
CYB
16 Apr
CYB
8h 05m
1 stop
YYZ
Multiple Airlines
8 Jan
YYZ
31h 55m
3 stops
CYB
16 Jan
CYB
29h 50m
2 stops
YYZ
Multiple Airlines
10 Apr
YYZ
10h 55m
2 stops
CYB
16 Apr
CYB
9h 34m
2 stops
YYZ
Multiple Airlines
8 Dec
YYZ
30h 00m
2 stops
CYB
15 Dec
CYB
24h 42m
2 stops
YYZ
Multiple Airlines
10 Apr
YYZ
20h 05m
3 stops
CYB
16 Apr
CYB
13h 11m
2 stops
YYZ
C$ 1,263
Find similar
Multiple Airlines
19 Dec
YYZ
7h 10m
1 stop
CYB
24 Dec
CYB
23h 15m
1 stop
YYZ
C$ 1,432
Find similar

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.
United Airlines Logo
5:59 p.m. - 4:35 p.m.YOW-GCM
22h 36m2 stops
United Airlines Logo
5:45 p.m. - 9:18 p.m.GCM-YOW
27h 33m2 stops
C$ 377United Airlines
Find Deal
Mon, 22 Dec - Tue, 30 Dec
United Airlines Logo
6:20 a.m. - 1:45 p.m.YOW-GCM
7h 25m1 stop
United Airlines Logo
2:25 p.m. - 9:56 p.m.GCM-YOW
7h 31m1 stop
C$ 384United Airlines
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Multiple Airlines Logo
12:15 p.m. - 4:25 p.m.YYZ-GCM
4h 10mdirect
Multiple Airlines Logo
5:25 p.m. - 9:30 p.m.GCM-YYZ
4h 05mdirect
C$ 419Multiple Airlines
Find Deal
Thu, 8 Jan - Sat, 17 Jan
Multiple Airlines Logo
4:50 p.m. - 2:00 p.m.YTZ-GCM
45h 10m2 stops
Multiple Airlines Logo
3:00 p.m. - 10:03 p.m.GCM-YTZ
7h 03m1 stop
C$ 419Multiple Airlines
Find Deal
Fri, 23 Jan - Fri, 6 Feb
Porter Airlines Logo
7:15 a.m. - 2:00 p.m.YYZ-GCM
6h 45m1 stop
Porter Airlines Logo
5:25 p.m. - 9:30 p.m.GCM-YYZ
4h 05mdirect
C$ 420Porter Airlines
Find Deal
Sun, 1 Mar - Sat, 7 Mar
Porter Airlines Logo
12:15 p.m. - 4:25 p.m.YYZ-GCM
4h 10mdirect
Porter Airlines Logo
3:00 p.m. - 11:20 a.m.GCM-YYZ
20h 20m1 stop
C$ 423Porter Airlines
Find Deal
Thu, 15 Jan - Sun, 18 Jan
WestJet Logo
9:25 a.m. - 1:44 p.m.YYZ-GCM
4h 19mdirect
WestJet Logo
2:50 p.m. - 6:59 p.m.GCM-YYZ
4h 09mdirect
C$ 432WestJet
Find Deal
Sun, 25 Jan - Sun, 8 Feb
Air Canada Logo
1:40 p.m. - 12:25 p.m.YQB-GCM
22h 45m2 stops
Air Canada Logo
1:30 p.m. - 12:28 p.m.GCM-YQB
22h 58m2 stops
C$ 502Air Canada
Find Deal
Sat, 10 Jan - Fri, 23 Jan
Air Canada Logo
7:05 p.m. - 12:25 p.m.YQB-GCM
17h 20m2 stops
Air Canada Logo
1:30 p.m. - 2:28 p.m.GCM-YQB
24h 58m2 stops
C$ 528Air Canada
Find Deal
Thu, 22 Jan - Fri, 30 Jan
WestJet Logo
12:40 p.m. - 12:44 p.m.YWG-GCM
24h 04m2 stops
WestJet Logo
1:50 p.m. - 12:35 a.m.GCM-YWG
10h 45m1 stop
C$ 564WestJet
Find Deal
Sun, 8 Mar - Sun, 15 Mar

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 26 November 2025.
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Route

Depart

Return

Price

OttawaGeorge Town

YOW - GCM

YOWGCM

Ottawa

Mon 22/12

5:59 p.m.-4:35 p.m.

2 stops22h 36m

George Town Owen Roberts Intl

Tue 30/12

5:45 p.m.-9:18 p.m.

2 stops27h 33m

C$ 377

OttawaGeorge Town

YOW - GCM

YOWGCM

Ottawa

Sat 6/12

6:20 a.m.-1:45 p.m.

1 stop7h 25m

George Town Owen Roberts Intl

Sat 13/12

2:25 p.m.-9:56 p.m.

1 stop7h 31m

C$ 384

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 8/1

12:15 p.m.-4:25 p.m.

Nonstop4h 10m

George Town Owen Roberts Intl

Sat 17/1

5:25 p.m.-9:30 p.m.

Nonstop4h 05m

C$ 419

TorontoGeorge Town

YTZ - GCM

YTZGCM

Toronto Island

Fri 23/1

4:50 p.m.-2:00 p.m.

2 stops45h 10m

George Town Owen Roberts Intl

Fri 6/2

3:00 p.m.-10:03 p.m.

1 stop7h 03m

C$ 419

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 1/3

7:15 a.m.-2:00 p.m.

1 stop6h 45m

George Town Owen Roberts Intl

Sat 7/3

5:25 p.m.-9:30 p.m.

Nonstop4h 05m

C$ 420

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 15/1

12:15 p.m.-4:25 p.m.

Nonstop4h 10m

George Town Owen Roberts Intl

Sun 18/1

3:00 p.m.-11:20 a.m.

1 stop20h 20m

C$ 423

TorontoGeorge Town

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 25/1

9:25 a.m.-1:44 p.m.

Nonstop4h 19m

George Town Owen Roberts Intl

Sun 8/2

2:50 p.m.-6:59 p.m.

Nonstop4h 09m

C$ 432

Québec CityGeorge Town

YQB - GCM

YQBGCM

Québec City

Sat 10/1

1:40 p.m.-12:25 p.m.

2 stops22h 45m

George Town Owen Roberts Intl

Fri 23/1

1:30 p.m.-12:28 p.m.

2 stops22h 58m

C$ 502

Québec CityGeorge Town

YQB - GCM

YQBGCM

Québec City

Thu 22/1

7:05 p.m.-12:25 p.m.

2 stops17h 20m

George Town Owen Roberts Intl

Fri 30/1

1:30 p.m.-2:28 p.m.

2 stops24h 58m

C$ 528

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Sun 8/3

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

2 stops24h 04m

George Town Owen Roberts Intl

Sun 15/3

1:50 p.m.-12:35 a.m.

1 stop10h 45m

C$ 564

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$ 294 with American Airlines, C$ 371 with United Airlines, and C$ 373 with Air Transat.
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

Cheap Cayman Islands flight deals and tips

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

Best One-Way Price

C$ 151

Best Round-Trip Price

C$ 377

Fastest flight time

4h 19m
The best one-way flight price to Cayman Islands from Canada in the last 72 hours is C$ 151 (Toronto Island to George Town Owen Roberts Intl).
The best round-trip flight price to Cayman Islands from Canada in the last 72 hours is C$ 377 (Ottawa to George Town Owen Roberts Intl).
The fastest flight to Cayman Islands from Canada takes 4h 19m (Toronto Pearson Intl to George Town Owen Roberts Intl).

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?

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

How much are flights to Cayman Islands?

The cheapest flight to Cayman Islands recently found on momondo was C$ 177. If you’re unable to find a flight deal this cheap, keep in mind that anything less than C$ 396 is considered a good price for flights to Cayman Islands. C$ 470 is the average cost to fly to Cayman Islands, while C$ 1,298 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 Wednesday. Flying out on a Wednesday, as well as a Thursday, is your best option. Departing on a Monday 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?

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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1 adult
Fri 26/12
Fri 2/1

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