Cheap Flights to Cayman Islands

Round-trip
Economy
Boston (BOS)
George Town (GCM)
Tue. 26/10
Tue. 2/11
Any month
Compare vs. Cheapflights |
Home Caribbean Cheap flights to Cayman Islands

Flights to Cayman Islands in 2021

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inDecemberHigh demand for flights, 2% potential price rise
Cheapest inSeptemberBest time to find cheap flights, 3% potential price drop
Average priceC$ 622Average for round-trip flights in October 2021
Round-trip fromC$ 638From Toronto to Cayman Islands
One-way fromC$ 12One-way flight from Toronto to Cayman Islands

Cheap flights to Cayman Islands in October, November 2021

The best prices found for GCM flights for October, November
27 Nov - 4 Dec
C$ 812pp
YYZ
Toronto Pearson Intl
Multiple Airlines
 
1 STOP
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Air Canada
Direct
YYZ
Toronto Pearson Intl
27 Nov - 4 Dec
C$ 875pp
YYZ
Toronto Pearson Intl
Multiple Airlines
   
2 STOPS
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Air Canada
Direct
YYZ
Toronto Pearson Intl
1 Nov - 30 Nov
C$ 884pp
YTZ
Toronto Island
Multiple Airlines
   
2 STOPS
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
   
2 STOPS
YTZ
Toronto Island

Cayman Islands 2021 flight deals

Cheap flights to Cayman Islands found for this year
11 Dec - 16 Dec
C$ 644pp
YYZ
Toronto Pearson Intl
Multiple Airlines
Direct
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
WestJet
Direct
YYZ
Toronto Pearson Intl
4 Dec - 11 Dec
C$ 665pp
YYZ
Toronto Pearson Intl
Air Canada
Direct
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Air Canada
Direct
YYZ
Toronto Pearson Intl
11 Dec - 16 Dec
C$ 680pp
YYZ
Toronto Pearson Intl
Multiple Airlines
Direct
GCM
George Town Owen Roberts Intl
GCM
George Town Owen Roberts Intl
Multiple Airlines
 
1 STOP
YYZ
Toronto Pearson Intl

Cheapest prices for Cayman Islands flights by month

The cheapest ticket to Cayman Islands found for each month in 2021 based on historical flight searches by Cheapflights users.
January
C$ 532
February
C$ 561
March
C$ 557
April
C$ 555
May
C$ 476
June
C$ 529
July
C$ 640
August
C$ 630
September
C$ 450
October
C$ 550
November
C$ 597
December
C$ 598
Currently, the cheapest month for flights to Cayman Islands is September. The most expensive month for flights is July. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

When is the best time to fly to Cayman Islands?

Average George Town Owen Roberts Intl flight ticket prices and weather conditions for 2021 and 2022 by month.
YTO - GCM
Price
C$ 450 - C$ 1,060
October is typically the best time to fly to Cayman Islands, but there are other times where great deals are available.

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 1 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?

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

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

At the moment, flights at noon 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

Back to top

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. 

Back to top

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.

Back to top

Alternative, similarly priced destinations

See alternative destinations where airfare is generally forecast to be close to Cayman Islands flight prices.

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.
Home Caribbean Cheap flights to Cayman Islands
  • Round-trip
  • One-way
  • Multi-city
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First