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Cheap flights from the Cayman Islands to Winnipeg from C$ 473

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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — YWG
10 Aug — 17 Aug1
1 adult

Cheap flight deals from Cayman Islands to Winnipeg

Keep the following information in mind while searching for Cayman Islands to Winnipeg flight deals. Data was last updated 5 August 2025.

Round-trip from

C$ 771

One-way from

C$ 473
Air Canada
  • Air Canada
  • 25/8-28/8
  • 4 total stops
  • 70h 29m total
  • Cayman Islands to Winnipeg
Search Deals
Air Canada
  • Air Canada
  • 9/10
  • 2 total stops
  • 21h 20m total
  • Cayman Islands to Winnipeg
Search Deals

Find flight deals from Cayman Islands to Winnipeg

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

Mon 25/812:50 p.m.GCM - YWG
2 stops30h 09mAir Canada
Thu 28/88:10 p.m.YWG - GCM
2 stops40h 20mAir Canada
Deal found 4/8C$ 771
Wed 13/81:35 p.m.GCM - YWG
2 stops30h 54mAir Canada
Sun 31/88:10 p.m.YWG - GCM
1 stop15h 45mAir Canada
Deal found 5/8C$ 1,035

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Winnipeg 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 August 2025.
Use the filters below to find and compare flights from the Cayman Islands to Winnipeg that are best for you.

Fly from

Cayman Islands

Fly to

Winnipeg

Route

Depart

Return

Price

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Mon 25/8

12:50 p.m.-5:40 p.m.

1 stop28h 50m

Winnipeg

Thu 28/8

8:10 p.m.-12:30 p.m.

2 stops40h 20m

C$ 771

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Thu 9/10

12:50 p.m.-10:10 a.m.

2 stops21h 20m

C$ 473

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Best time to book a flight from Cayman Islands to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Cayman Islands 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.

Cheapflights Insights

Everything you need to know about your flight from the Cayman Islands to Winnipeg
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated 5 August 2025.
See what other customers who have flown with Air Canada from the Cayman Islands to Winnipeg have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
9,890 reviews
Check prices

Comfort

7.1

Entertainment

6.8

Crew

7.8

Overall

7.1

Boarding

7.3

Food

6.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2025

YWG - YVR

Once we got on the plane everything was good. BUT a 3 hour delay was unacceptable. Will not fly Air Canada if I can help it.
Air Canada
7.1
Good
9,890 reviews
Air Canada
7.1
Good
9,890 reviews
Check prices

Comfort

7.1

Entertainment

6.8

Crew

7.8

Overall

7.1

Boarding

7.3

Food

6.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2025

YWG - YVR

Once we got on the plane everything was good. BUT a 3 hour delay was unacceptable. Will not fly Air Canada if I can help it.

Related info for your journey

Find useful and relevant information for your journey from Cayman Islands to Winnipeg. 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 into for flights to Winnipeg from Cayman Islands?

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cayman Islands to Winnipeg 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 Cayman Islands to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from Cayman Islands to Winnipeg (average of C$ 123). Flying from Cayman Islands to Winnipeg in July is currently the most expensive (average of C$ 232). 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

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Portage la Prairie

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Alternative routes for Cayman Islands to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
George Town to Winnipeg flights
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Nassau to Winnipeg flights

Fly with Cheapflights

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

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

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

Yes! Cheapflights helps users easily find flights from Cayman Islands to Winnipeg with no change fees.

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

Yes, Cheapflights offers price alerts on Cayman Islands to Winnipeg flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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