Cheap Flights to Sister Islands from CA $646

View CA $646 flight on Mon, Sep. 8, 2025Opens in a new window

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How much is the cheapest flight to Sister Islands?

Prices were available within the past 7 days and start at CA $646 for one-way flights and CA $723 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Oct. 25 - Mon, Oct. 27
YYZ
Toronto
CYB
Cayman Brac
CA $723 Roundtrip, found 2 days ago
CA $723
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct. 25 from Toronto to Cayman Brac, returning Mon, Oct. 27, priced at CA $723 found 2 days ago
United
Fri, Nov. 28 - Sat, Dec. 6
YYZ
Toronto
CYB
Cayman Brac
CA $736 Roundtrip, found 4 days ago
CA $736
Roundtrip
found 4 days ago
Select United flight, departing Fri, Nov. 28 from Toronto to Cayman Brac, returning Sat, Dec. 6, priced at CA $736 found 4 days ago
WestJet
Sat, Oct. 25 - Sun, Oct. 26
YYZ
Toronto
CYB
Cayman Brac
CA $740 Roundtrip, found 2 days ago
CA $740
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Oct. 25 from Toronto to Cayman Brac, returning Sun, Oct. 26, priced at CA $740 found 2 days ago
WestJet
Sat, Oct. 18 - Sat, Oct. 25
YYZ
Toronto
LYB
Little Cayman
CA $759 Roundtrip, found 3 days ago
CA $759
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, Oct. 18 from Toronto to Little Cayman, returning Sat, Oct. 25, priced at CA $759 found 3 days ago
Air Canada
Mon, Sep. 15 - Thu, Oct. 2
YYZ
Toronto
CYB
Cayman Brac
CA $775 Roundtrip, found 1 day ago
CA $775
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Sep. 15 from Toronto to Cayman Brac, returning Thu, Oct. 2, priced at CA $775 found 1 day ago

Expedia.ca gives you the best tools to secure great deals on flights to Sister Islands. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Sister Islands. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Sister Islands.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Sister Islands flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Sister Islands.

Looking to save even more? Get additional savings by bundling your Sister Islands flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Sister Islands trip!

Frequently asked questions

How do I find cheap flights to Sister Islands that have flexible change policies?
When it comes to flying these days, flexibility is essential. That's why we've added a "No change fee" search function to help you find flexible and cheap fares to Sister Islands. It's at the top left of your screen under the "Flexible change policies" subheading.
Which airlines fly to Sister Islands?
When you're ready to lock in your flight to or near Sister Islands, these carriers look forward to welcoming you on board:

  • American Airlines - 104 flights to or near Sister Islands each month, including 104 flights to Owen Roberts Intl. Airport (GCM) per month.
  • Cayman Airways - 73 flights to or near Sister Islands each month, including 73 flights to Owen Roberts Intl. Airport (GCM) per month.
  • United Airlines - 43 flights to or near Sister Islands each month, including 43 flights to Owen Roberts Intl. Airport (GCM) per month.

How can I find cheap tickets to Sister Islands?
Book well ahead of time, consider alternative airports, use frequent flyer miles — there are lots of ways! One more is to take advantage of Expedia's "flexible dates" feature. Find your Sister Islands flight, then compare the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Sister Islands was CA $723.
How much is a flight to Sister Islands?
One-way flights departing from Toronto (YYZ) sold for just CA $646 in the last seven days. During this time, the price of a return journey to Sister Islands ranged between CA $723 and CA $1,337. If you find a bargain ticket, book quickly — these prices don't hang about.
What are the most popular airports to fly into in Sister Islands?
A major entryway to Sister Islands, about 325 flights service Owen Roberts Intl. Airport (GCM) every month. Search for an awesome deal, book your seat and get ready to experience this fantastic region.
When is the cheapest time to fly to Sister Islands?
Fly out on a Tuesday to raise your chances of nabbing the cheapest deal to Sister Islands. Mondays are usually the next most affordable day to depart. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to Sister Islands?
Prices ranged from just CA $723 to CA $1,337 over the last seven days. When you're ready to book, we're here to help you grab a fabulous deal to Sister Islands.
What are the best things to do in Sister Islands?

  • Kick off your Sister Islands escape in the bustling city of West End. There's plenty to keep you on the go here, from notable attractions like Charlie's Reef to fantastic food, entertainment, shopping and more.
  • West End features a tropical savanna climate. But before you take off, research what the weather will be doing during your vacation. Dry, rainy, hot or cold, it always pays to arrive prepared.
  • Around 161 kilometres to the west of West End, George Town also deserves a place on your itinerary. Favourite sights in this city include St. Ignatius Catholic Church — remember to add it to your sightseeing list.

What is the best time to go to Sister Islands?
One of the best times to check out Little Cayman is after June 20 when the summer season starts. In Sister Islands's most populous city, temperatures fluctuate from 29ºC to 29ºC at this time — excellent weather for touring around! March, April and June are the most popular months to visit.
What months are the cheapest to book a flight to Sister Islands?
A cheap month to land a great deal to Sister Islands is February, while the priciest month is December. Give this month a miss if you're looking to save money.
Flights to Sister Islands information
Destination airport
Charles Kirkconnell Intl.
Destination airport IATA code
CYB
Destination city name
West End
Roundtrip price
CA $204

Trending flights to Sister Islands

Prices were available within the past 7 days and start at CA $646 for one-way flights and CA $723 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Oct. 25 - Mon, Oct. 27
YYZ
Toronto
CYB
Cayman Brac
CA $723 Roundtrip, found 2 days ago
CA $723
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct. 25 from Toronto to Cayman Brac, returning Mon, Oct. 27, priced at CA $723 found 2 days ago
*Available to Expedia members.