Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to the Cayman Islands from C$ 831

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — GCM
10 Feb — 17 Feb1
1 adult

Cheap flight deals from Winnipeg to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 5 February 2025.

Round-trip from

C$ 831
United Airlines
  • United Airlines
  • 4/3-11/3
  • 4 total stops
  • 42h 48m total
  • Winnipeg to Cayman Islands
Search Deals

Find flight deals from Winnipeg to Cayman Islands

Cheapest flights from Winnipeg to Cayman Islands
Explore the most affordable flight options available from Winnipeg to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 February 2025.

Tue 4/34:30 p.m.YWG - GCM
2 stops19h 45mUnited Airlines
Tue 11/34:25 p.m.GCM - YWG
2 stops23h 03mUnited Airlines
Deal found 4/2C$ 831
Sat 29/38:15 p.m.YWG - GCM
1 stop16h 28mMultiple Airlines
Sat 5/48:50 a.m.GCM - YWG
2 stops15h 05mMultiple Airlines
Deal found 3/2C$ 1,479

Find flights from Winnipeg to Cayman Islands within your budget

Customize your flight search to find flights from Winnipeg to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 5 February 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Tue 4/3

4:30 p.m.-1:15 p.m.

2 stops19h 45m

George Town Owen Roberts Intl

Tue 11/3

4:25 p.m.-3:28 p.m.

2 stops23h 03m

C$ 831

WinnipegGeorge Town

YWG - GCM

YWGGCM

Winnipeg

Sat 29/3

8:15 p.m.-12:43 p.m.

1 stop16h 28m

George Town Owen Roberts Intl

Sat 5/4

8:50 a.m.-11:55 p.m.

2 stops15h 05m

C$ 1,479

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Best time to book a flight from Winnipeg to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Winnipeg to Cayman Islands

Get recent, data-driven insights about flights from Winnipeg to Cayman Islands including ideal travel times, pricing trends, and more.
No data available for this route at this time. Please check back soon.

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 5 February 2025.
United Airlines
7.4
Good
8,887 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.7

Overall

7.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

United Airlines
7.4
Good
8,887 reviews
United Airlines
7.4
Good
8,887 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.7

Overall

7.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Cayman Islands?

    Located just 7.3 km from the city centre, Winnipeg (YWG) is the airport most travellers will use when flying to Cayman Islands from Winnipeg.

  • Can I find deals for flights from Winnipeg to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Cayman Islands.

  • Can I find deals for business class flights from Winnipeg to Cayman Islands?

    Yes. Cheapflights offers flight deals from Winnipeg to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Cayman Islands?

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to Cayman Islands (average of C$ 299). Flying from Winnipeg to Cayman Islands in March is currently the most expensive (average of C$ 445). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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.

Top airline flying from Winnipeg to Cayman Islands

Discover the top airline that operate flights from Winnipeg to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 5 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 543AverageC$ 828FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Cayman Islands?

When you search for this flight from Winnipeg to Cayman Islands, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Cayman Islands?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Winnipeg to Cayman Islands.

Can Cheapflights find flights from Winnipeg to Cayman Islands with no change fees?

Need flexible booking options for your flight to Cayman Islands from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to Cayman Islands become cheaper?

Yes! Start tracking prices for Winnipeg to Cayman Islands flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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.