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Cheap flights from Wisconsin to Winnipeg from C$ 118

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 29/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
5 Aug — 12 Aug1
1 adult

Cheap flight deals from Wisconsin to Winnipeg

Keep the following information in mind while searching for Wisconsin to Winnipeg flight deals. Data was last updated 31 July 2025.

Round-trip from

C$ 270

One-way from

C$ 118
WestJet
  • WestJet
  • 6/9-10/9
  • 2 total stops
  • 15h 58m total
  • Wisconsin to Winnipeg
Search Deals
WestJet
  • WestJet
  • 29/9
  • 1 total stop
  • 11h 51m total
  • Wisconsin to Winnipeg
Search Deals

Find flight deals from Wisconsin to Winnipeg

Cheapest flights from Wisconsin to Winnipeg
Explore the most affordable flight options available from Wisconsin to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 31 July 2025.

Sat 6/91:40 p.m.ORD - YWG
1 stop7h 45mWestJet
Wed 10/98:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Deal found 28/7C$ 270
Wed 8/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Wed 15/106:30 a.m.YWG - MSP
1 stop6h 39mWestJet
Deal found 31/7C$ 299
Thu 2/105:10 a.m.ORD - YWG
1 stop11h 12mMultiple Airlines
Sat 4/108:30 a.m.YWG - ORD
1 stop8h 13mMultiple Airlines
Deal found 31/7C$ 389
Thu 21/86:36 a.m.MSP - YWG
1 stop9h 47mMultiple Airlines
Sun 24/86:30 a.m.YWG - MSP
1 stop6h 42mMultiple Airlines
Deal found 31/7C$ 450
Sun 14/912:53 p.m.MKE - YWG
3 stops27h 02mMultiple Airlines
Sun 21/96:30 a.m.YWG - MKE
3 stops15h 10mMultiple Airlines
Deal found 31/7C$ 864
Fri 5/95:10 a.m.DLH - YWG
1 stop6h 41mDelta
Mon 8/912:43 p.m.YWG - DLH
1 stop6h 38mDelta
Deal found 31/7C$ 887
Wed 15/108:10 a.m.DLH - YWG
1 stop12h 00mWestJet
Mon 20/106:30 p.m.YWG - DLH
2 stops24h 47mWestJet
Deal found 31/7C$ 970
Sun 14/97:00 a.m.MKE - YWG
1 stop15h 33mUnited Airlines
Sun 21/92:20 p.m.YWG - MKE
1 stop8h 21mUnited Airlines
Deal found 31/7C$ 1,002
Fri 26/96:30 a.m.MSN - YWG
1 stop9h 01mUnited Airlines
Mon 29/92:20 p.m.YWG - MSN
1 stop8h 08mUnited Airlines
Deal found 31/7C$ 1,002
Tue 9/96:30 a.m.MKE - YWG
1 stop5h 21mDelta
Thu 11/98:35 a.m.YWG - MKE
1 stop6h 36mDelta
Deal found 31/7C$ 1,023
Thu 20/116:45 a.m.MKE - YWG
2 stops12h 27mWestJet
Sat 22/1112:40 p.m.YWG - MKE
1 stop8h 47mWestJet
Deal found 30/7C$ 1,041
Fri 12/93:10 p.m.DLH - YWG
2 stops21h 59mUnited Airlines
Sun 14/97:00 a.m.YWG - DLH
1 stop15h 05mUnited Airlines
Deal found 30/7C$ 1,126

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 31 July 2025.
Use the filters below to find and compare flights from Wisconsin to Winnipeg that are best for you.

Fly from

Wisconsin

Fly to

Winnipeg

Route

Depart

Return

Price

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 8/10

2:00 p.m.-9:25 p.m.

1 stop7h 25m

Winnipeg

Wed 15/10

6:30 a.m.-1:09 p.m.

1 stop6h 39m

C$ 299

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 16/10

5:30 p.m.-11:41 a.m.

1 stop18h 11m

Winnipeg

Fri 24/10

8:30 a.m.-4:43 p.m.

1 stop8h 13m

C$ 340

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 2/10

5:10 a.m.-4:22 p.m.

1 stop11h 12m

Winnipeg

Sat 4/10

8:30 a.m.-4:43 p.m.

1 stop8h 13m

C$ 389

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 4/9

8:40 a.m.-3:00 p.m.

1 stop6h 20m

Winnipeg

Sun 7/9

7:00 a.m.-9:31 a.m.

Nonstop2h 31m

C$ 558

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 30/9

1:01 p.m.-3:31 p.m.

Nonstop2h 30m

Winnipeg

Fri 3/10

2:20 p.m.-4:51 p.m.

Nonstop2h 31m

C$ 576

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sun 14/9

12:53 p.m.-3:55 p.m.

3 stops27h 02m

Winnipeg

Sun 21/9

6:30 a.m.-9:40 p.m.

3 stops15h 10m

C$ 864

DuluthWinnipeg

DLH - YWG

DLHYWG

Duluth Intl

Fri 5/9

5:10 a.m.-11:51 a.m.

1 stop6h 41m

Winnipeg

Mon 8/9

12:43 p.m.-7:21 p.m.

1 stop6h 38m

C$ 887

DuluthWinnipeg

DLH - YWG

DLHYWG

Duluth Intl

Wed 15/10

8:10 a.m.-8:10 p.m.

1 stop12h 00m

Winnipeg

Mon 20/10

6:30 p.m.-7:17 p.m.

2 stops24h 47m

C$ 970

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 29/8

6:00 a.m.-3:31 p.m.

1 stop9h 31m

Winnipeg

Sun 31/8

4:25 p.m.-1:27 p.m.

1 stop21h 02m

C$ 994

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 26/9

6:30 a.m.-3:31 p.m.

1 stop9h 01m

Winnipeg

Mon 29/9

2:20 p.m.-10:28 p.m.

1 stop8h 08m

C$ 1,002

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/7

Showing 1-10 of 32 results
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Best time to book a flight from Wisconsin to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Wisconsin 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 Wisconsin 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 31 July 2025.
See what other customers who have flown with Delta,United Airlines, andWestJet from Wisconsin to Winnipeg have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,978 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,851 reviews
Delta
8.0
Very good
7,981 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 Wisconsin?

    For a flight from Wisconsin to Winnipeg, you will be flying into Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city.

  • What are the cheapest airlines to fly from Wisconsin to Winnipeg one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 118. Users have also found prices from C$ 253 and C$ 260 on United Airlines and Air Canada, respectively.

  • What are the most popular routes from Wisconsin to Winnipeg?

    The most popular route from Wisconsin to Winnipeg is Chicago O'Hare Intl - Winnipeg. You may also consider Minneapolis St Paul - Winnipeg or Milwaukee-Mitchell - Winnipeg.

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

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

  • How can I find direct flights from Wisconsin to Winnipeg?

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

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Winnipeg (average of C$ 123). Flying from Wisconsin 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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Yes! Cheapflights helps users easily find flights from Wisconsin to Winnipeg with no change fees.

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