Cheap flights to the Cayman Islands

BOS — GCM
5 Jun — 12 Jun1
Return
1 adult
Economy
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Mon 5/6
Mon 12/6

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Flights to Cayman Islands in 2023

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Popular in

July

Cheapest in

May

Average price

C$ 633

Round-trip from

C$ 451

One-way from

C$ 196
High demand for flights, 10% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for round-trip flights in May 2023
From Toronto to George Town Owen Roberts Intl
One-way flight from Toronto to Cayman Islands

Search flights to popular Cayman Islands cities

Search the best deals to popular Cayman Islands cities recently found by Cheapflights users
The lowest-priced flights departing to Cayman Islands in May and June 2023 can be found below. Prices refresh often so be sure to come back soon for more deals.
Cheap flights to George Town
Cheap flights to Cayman Brac
Cheap flights to Little Cayman

Cayman Islands 2023 flight deals

Cheap flights to Cayman Islands found for this year
The lowest fares on flights travelling to Cayman Islands in May and June 2023. Check back regularly for other flight deals.

One-way flights to Cayman Islands

The cheapest one-way flights to Cayman Islands
Consider booking one of these one-way flights heading to Cayman Islands. Users can also find round-trip Cayman Islands flights by using the search form above.

Find flights to Cayman Islands within your budget

Use the slider to find flights to Cayman Islands that fit your budget.

Fly from

Any airport

Budget

C$ 451 - C$ 571

Route

Depart

Return

Price

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Wed 5/7

2 stops22h 55m

George Town Owen Roberts Intl

Mon 10/7

2 stops33h 13m

C$ 451

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 8/7

1 stop7h 00m

George Town Owen Roberts Intl

Sat 15/7

2 stops19h 01m

C$ 470

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 9/9

Nonstop3h 54m

George Town Owen Roberts Intl

Sat 16/9

Nonstop4h 02m

C$ 480

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Wed 21/6

2 stops22h 55m

George Town Owen Roberts Intl

Fri 30/6

2 stops33h 13m

C$ 481

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Mon 16/10

1 stop6h 40m

George Town Owen Roberts Intl

Mon 23/10

1 stop20h 00m

C$ 527

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 13/6

1 stop6h 32m

George Town Owen Roberts Intl

Fri 16/6

1 stop8h 25m

C$ 530

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sat 9/9

Nonstop3h 54m

George Town Owen Roberts Intl

Sat 16/9

1 stop20h 58m

C$ 571

Flights are sorted by cheapest first

Deals found on 31/5

What is the cheapest month to fly to Cayman Islands?

The cheapest ticket to Cayman Islands found for each month in 2023 based on historical flight searches by Cheapflights users.

January

C$ 680

February

C$ 726

March

C$ 635

April

C$ 661

May

C$ 631

June

C$ 748

July

C$ 939

August

C$ 867

September

C$ 734

October

C$ 733

November

C$ 737

December

C$ 623

December is currently the cheapest month to fly to Cayman Islands. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

When is the best time to fly to Cayman Islands?

Average Cayman Islands flight ticket prices and weather conditions for 2023 and 2024 by month

YTO - GCM

Price

C$ 623 - C$ 1,328

When is the best time to book a flight to Cayman Islands?

To ensure you get the cheapest price possible for a flight to Cayman Islands, you should look to book at least 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Which day is cheapest to fly to Cayman Islands?

Sunday is currently, on average, the cheapest day to fly to Cayman Islands. Flying on Tuesday will result in higher flight prices.

What time of day is cheapest to fly to Cayman Islands?

At the moment, flights in the afternoon are likely to offer the best value for money for your Cayman Islands trip. A flight in the morning will more often than not be of higher cost.

Located southeast of America, the Cayman Islands – made up of Grand Cayman, Cayman Brac and Little Cayman – lie between Cuba and Jamaica in the western Caribbean Sea. Visitors booking cheap flights to the Cayman Islands land in Grand Cayman and can expect to be greeted by a dream setting for a vacation including white-sand beaches, shopper-friendly cities and last but certainly not least for anyone seeking a bit of fun after sun-down, a thriving nightlife scene. It may sound curious but Grand Cayman has 500 banks and some of the most spectacular beaches anywhere. Anyone hoping to get away from it all should consider heading to Little Cayman or Cayman Brac, two islands some 110km from Grand Cayman that feature a slower pace of life.

The islands were discovered in 1503 by Christopher Columbus and are a British territory. However its thriving tourism industry ensures the Cayman Islands maintain their place among the world’s top destinations with more than a passing interest in business and real estate. Indeed these industries, combined with an unparalleled array of beaches, looks likely to ensure that regardless of the time of year visitors will continue booking cheap flights to the Cayman Islands.

Search and compare: cheap flights to the Cayman Islands

Cayman Islands climate

The Cayman Islands has pleasant, beach-friendly temperatures all year round. The soothing trade winds keep the temperature from getting too hot. From May to November you’ll run into the rainy season, which also coincides with the hurricane season. 

What is good to know if travelling to Cayman Islands?

  • The islands feature some of the most spectacular diving areas the world over. Among these is the Bloody Bay Marine Park, which is located north of Little Cayman and remains a choice destination for divers.
  • Seven Mile Beach is the biggest one on Grand Cayman and features seemingly endless kilometres of shimmering white sand. Its downside is its popularity among the cruise-ship arrivals that sometimes makes for a crowded setting. As a result Rum Point may be a better option and is also good for children with changing areas, hammocks and a lively beach bar among the amenities.
  • Amateur sportsmen have much to occupy themselves with as the area features all of backpacking, hiking, kayaking, golfing and bird watching in plentiful supply throughout all three of the islands.
  • Grand Cayman is also known as Hell, something that is considerably more attractive than the name suggests. It is an area of often-spectacular black lava formations that also makes it an ideal setting for vacation pictures that are bound to stand out for years to come.
  • Beautiful beaches, palm trees gently swaying in the breeze and seemingly constant sunshine make the Cayman Islands a perfect setting for both weddings and honeymoons. If a beach wedding is not to your taste, chapel and church services are also on offer but remember to bring the necessary legal paperwork with you to make sure that your dream day goes off without a hitch – ahem.

Popular regions to fly to in Cayman Islands

Not sure where to visit in Cayman Islands? Start by selecting one of the most popular places in Cayman Islands below to filter down your possible destination.

Search flights to Cayman Islands by cabin class

Economyfrom C$ 180/person

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