Find flights
When to book
Airlines
Travel Guide

Cheap flights to the Cayman Islands from C$ 142

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/6. 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.
BOS — GCM
21 May — 28 May1
1 adult
Tue 21/5
Tue 28/5

Flights to Cayman Islands in 2024

Find the latest flights to Cayman Islands in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 409,532 searches and data was last updated on 16 May 2024.

Popular in

August

Cheapest in

April

Average price

C$ 556

Round-trip from

C$ 332

One-way from

C$ 142
High demand for flights, 14% potential price rise
Best time to find cheap flights, 5% potential price drop
Average for round-trip flights in May 2024
From Toronto to George Town Owen Roberts Intl
One-way flight from Toronto to Cayman Islands

Find flights to Cayman Islands

Browse one-way and round-trip flights deals to the Cayman Islands on Cheapflights. Flight deals are based on user searches and were last updated on 16 May 2024
Explore the Cayman Islands

Cheap flights to Cayman Islands in May & June 2024

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 2024 can be found below. Prices refresh often so be sure to come back soon for more deals.
Cheap flights to George Town
Sun 16/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sun 23/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 16/5C$ 332
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 350
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 354
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 356
Sun 16/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sat 22/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 15/5C$ 357
Sun 9/611:35 a.m.YYZ - GCM
Nonstop4h 00mMultiple Airlines
Sun 16/61:45 p.m.GCM - YYZ
Nonstop4h 09mMultiple Airlines
Deal found 15/5C$ 358
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 360
Sun 9/67:00 a.m.YYZ - GCM
1 stop6h 55mUnited Airlines
Sat 15/64:45 p.m.GCM - YYZ
2 stops16h 13mUnited Airlines
Deal found 15/5C$ 368
Thu 13/69:00 p.m.YYZ - GCM
2 stops19h 00mUnited Airlines
Thu 20/61:40 p.m.GCM - YYZ
2 stops33h 18mUnited Airlines
Deal found 16/5C$ 369
Cheap flights to Cayman Brac
Mon 24/67:45 a.m.YYZ - CYB
2 stops25h 20mMultiple Airlines
Sat 29/67:00 a.m.CYB - YYZ
1 stop10h 54mMultiple Airlines
Deal found 16/5C$ 896
Thu 6/611:35 a.m.YYZ - CYB
1 stop21h 30mMultiple Airlines
Tue 11/63:55 p.m.CYB - YYZ
2 stops23h 00mMultiple Airlines
Deal found 16/5C$ 967
Mon 24/69:00 p.m.YYZ - CYB
3 stops43h 25mMultiple Airlines
Sat 29/66:20 p.m.CYB - YYZ
2 stops27h 00mMultiple Airlines
Deal found 16/5C$ 1,048
Thu 6/68:20 a.m.YYZ - CYB
2 stops24h 45mMultiple Airlines
Tue 11/68:30 a.m.CYB - YYZ
2 stops30h 25mMultiple Airlines
Deal found 16/5C$ 1,394
Mon 24/69:00 p.m.YYZ - CYB
3 stops36h 05mMultiple Airlines
Sat 29/68:30 a.m.CYB - YYZ
3 stops25h 40mMultiple Airlines
Deal found 16/5C$ 1,432
Mon 24/67:55 a.m.YYZ - CYB
2 stops10h 55mMultiple Airlines
Sat 29/66:20 p.m.CYB - YYZ
2 stops27h 00mMultiple Airlines
Deal found 16/5C$ 1,719

Cayman Islands 2024 flight deals

Explore flight deals for Cayman Islands in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 409,532 searches and data were last updated on 16 May 2024.
The lowest fares on flights travelling to Cayman Islands in May and June 2024. Check back regularly for other flight deals.
Sun 16/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sun 23/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 16/5C$ 332
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 350
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 354
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 356
Sun 16/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sat 22/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 15/5C$ 357
Sun 9/611:35 a.m.YYZ - GCM
Nonstop4h 00mMultiple Airlines
Sun 16/61:45 p.m.GCM - YYZ
Nonstop4h 09mMultiple Airlines
Deal found 15/5C$ 358

One-way flights to Cayman Islands

Explore one-way flight options to Cayman Islands for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 409,532 searches and data was last updated on 16 May 2024.
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.
Sat 22/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Deal found 15/5C$ 142

Direct flights to Cayman Islands

Tue 9/79:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Tue 16/71:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 15/5C$ 313
Tue 9/79:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Tue 16/71:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 16/5C$ 323
Tue 9/79:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Tue 16/71:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 15/5C$ 324
Tue 25/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sun 30/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 15/5C$ 330
Sun 16/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sun 23/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 16/5C$ 332
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 350
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 354
Sun 2/69:34 a.m.YYZ - GCM
Nonstop4h 10mWestJet
Sun 9/61:50 p.m.GCM - YYZ
Nonstop4h 06mWestJet
Deal found 15/5C$ 356
Sun 16/69:40 a.m.YYZ - GCM
Nonstop3h 59mWestJet
Sat 22/61:45 p.m.GCM - YYZ
Nonstop4h 09mWestJet
Deal found 15/5C$ 357

Find flights to Cayman Islands within your budget

Locate flights to Cayman Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 409,532 searches and data was last updated on 16 May 2024.

Fly from

Any airport

Budget

C$ 332 - C$ 590

Route

Depart

Return

Price

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 16/6

Nonstop3h 59m

George Town Owen Roberts Intl

Sun 23/6

Nonstop4h 09m

C$ 332

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 2/6

Nonstop4h 10m

George Town Owen Roberts Intl

Sun 9/6

Nonstop4h 06m

C$ 350

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 9/6

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 16/6

Nonstop4h 09m

C$ 358

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Sun 9/6

1 stop6h 55m

George Town Owen Roberts Intl

Sat 15/6

2 stops16h 13m

C$ 368

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 4/6

1 stop24h 49m

George Town Owen Roberts Intl

Tue 11/6

1 stop21h 33m

C$ 371

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Thu 30/5

Nonstop4h 00m

George Town Owen Roberts Intl

Thu 6/6

Nonstop4h 00m

C$ 492

Toronto Pearson IntlGeorge Town Owen Roberts Intl

YYZ - GCM

YYZGCM

Toronto Pearson Intl

Tue 9/7

1 stop6h 15m

George Town Owen Roberts Intl

Tue 16/7

1 stop10h 07m

C$ 590

Flights are sorted by cheapest first

Deals found on 16/5

Average price of flights to Cayman Islands by month

Plan your trip to Cayman Islands by taking into account the cheapest months to travel. The average price of a one-way flight to Cayman Islands is currently C$ 142 while a round-trip flight costs C$ 409. Price data was last updated on 12 May 2024.

Currently, April is the cheapest month in which you can book a flight to Cayman Islands (average of C$ 326). Flying to Cayman Islands in August will prove the most costly (average of C$ 561). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

January

C$ 526

February

C$ 560

March

C$ 601

April

C$ 444

May

C$ 538

June

C$ 452

July

C$ 554

August

C$ 764

September

C$ 511

October

C$ 625

November

C$ 564

December

C$ 541

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

Use this chart to determine the optimal time to book a round-trip flight to Cayman Islands. Price data was last updated on 10 May 2024.
To ensure you get the cheapest price possible for a flight to Cayman Islands, you should look to book at least 48 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.
Search Deals

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to 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 an airline for your flight to Cayman Islands. Reviews last updated 16 May 2024.
See what other customers who have flown with WestJet, United Airlines and American Airlines to Cayman Islands have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,673 reviews

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

8.0
Very good
10,673 reviews
8.0
Very good
10,673 reviews

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

7.5
Good
2,919 reviews
8.0
Very good
10,673 reviews

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

7.4
Good
10,924 reviews
8.0
Very good
10,673 reviews

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

7.3
Good
14,514 reviews
8.0
Very good
10,673 reviews

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

7.0
Good
6,947 reviews
8.0
Very good
10,673 reviews

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Food

7.4

Overall

8.0

Reviews

1 / 10

Four hour delay (missing two screws). Seats in need of repair.

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.

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.
  • When is the best time to fly to Cayman Islands?

    Peak Season: The most popular time for cheap flights to the Cayman Islands is between December and April. Off Season: Between May and November the rainy season prevails and can sometimes feature hurricanes so it is advisable to check the forecast before setting off. Some travellers consider the wet season to be the ideal time for finding cheap flights to the Cayman Islands. There are many possible reasons for this but chief among them are the cheaper hotel and resort rates, the uncrowded beaches and the fact that when the rain does arrive, it does so for relatively short periods.

  • Can I find cheaper flights to Cayman Islands if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Cayman Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Cayman Islands?

    Based on reviews from Cheapflights users, Delta is rated the highest out of the airlines that fly to Cayman Islands.

  • What is the cheapest airport to fly to in Cayman Islands?

    George Town Owen Roberts Intl Airport is currently the cheapest airport to fly to in Cayman Islands. One-way flights to George Town Owen Roberts Intl Airport typically cost C$ 150, while round-trip flights cost around C$ 309.

  • Where does the fastest flight to Cayman Islands depart from?

    For those looking to save time traveling to Cayman Islands, Toronto offers the quickest one-way flight (3 hours 59 minutes).

  • Does George Town Owen Roberts Intl Airport have rental cars?

    Yes. Those touching down at George Town Owen Roberts Intl Airport can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to George Town Owen Roberts Intl Airport?

    Yes. George Town Owen Roberts Intl Airport has hotels nearby for those requiring accommodations. Amore Suite Cayman Islands is the closest property to George Town Owen Roberts Intl Airport (0.0 km away from George Town Owen Roberts Intl Airport).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Search flights to Cayman Islands by cabin class

Find flights to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Prem Econ Classfrom C$ 1,661/person
Economy Classfrom C$ 150/person
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.