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Cheap flights from Winnipeg to South Island from C$ 2,530

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 31/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — CHC
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

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Cheapest flights from Winnipeg to South Island
Explore the most affordable flight options available from Winnipeg to South Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 October 2025.

Wed 31/122:20 p.m.YWG - CHC
2 stops25h 15mUnited Airlines
Fri 27/22:15 p.m.CHC - YWG
2 stops40h 42mUnited Airlines
Deal found 29/10C$ 2,530
Wed 31/129:00 p.m.YWG - CHC
3 stops41h 05mMultiple Airlines
Fri 27/25:30 p.m.CHC - YWG
2 stops26h 11mMultiple Airlines
Deal found 29/10C$ 2,981

Cheap flight deals from Winnipeg to South Island

Keep the following information in mind while searching for Winnipeg to South Island flight deals. Data was last updated 30 October 2025.

Round-trip from

C$ 2,527
United Airlines
  • United Airlines
  • 31/12-27/2
  • 4 total stops
  • 71h 37m total
  • Winnipeg to South Island
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to South Island 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 30 October 2025.
Use the filters below to find and compare flights from Winnipeg to South Island that are best for you.

Fly from

Winnipeg

Fly to

South Island

Route

Depart

Return

Price

WinnipegChristchurch

YWG - CHC

YWGCHC

Winnipeg

Wed 31/12

2:20 p.m.-10:35 a.m.

2 stops25h 15m

Christchurch

Fri 27/2

2:15 p.m.-11:57 a.m.

2 stops40h 42m

C$ 2,530

WinnipegChristchurch

YWG - CHC

YWGCHC

Winnipeg

Wed 31/12

9:00 p.m.-9:05 a.m.

3 stops41h 05m

Christchurch

Fri 27/2

5:30 p.m.-12:41 a.m.

2 stops26h 11m

C$ 2,981

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

Best time to book a flight from Winnipeg to South Island

Have a flexible travel schedule? Discover the best time to fly to South Island 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.

Cheapflights Insights

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

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to South Island. 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 South Island?

    If you book a flight to South Island from Winnipeg, you will be flying from Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg.

  • How long is the flight from Winnipeg to South Island?

    Departing from Winnipeg to South Island will take you 25h 15m. Winnipeg and South Island are separated by a distance of 13544 km.

  • Can I find deals for flights from Winnipeg to South Island that include hotel bookings?

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

  • How can I find direct flights from Winnipeg to South Island?

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

  • Can I find deals for business class flights from Winnipeg to South Island?

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

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