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Cheap flights from Wisconsin to Winnipeg from C$ 94

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
17 Jan — 24 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Wisconsin to Winnipeg

Enter your travel dates to find the best prices.

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 18 December 2025.

Wed 17/121:55 p.m.MSP - YWG
2 stops21h 58mWestJet
Wed 24/125:00 p.m.YWG - MSP
1 stop17h 34mWestJet
Deal found 16/12C$ 787
Wed 24/123:45 p.m.MSP - YWG
2 stops23h 36mWestJet
Wed 31/129:05 a.m.YWG - MSP
1 stop5h 08mWestJet
Deal found 17/12C$ 829
Tue 23/123:45 p.m.MSP - YWG
2 stops32h 56mWestJet
Sun 4/15:00 a.m.YWG - MSP
1 stop13h 45mWestJet
Deal found 17/12C$ 897
Wed 24/123:45 p.m.MSP - YWG
2 stops8h 56mWestJet
Fri 26/125:55 a.m.YWG - MSP
2 stops12h 34mWestJet
Deal found 16/12C$ 926
Sat 27/127:05 p.m.ORD - YWG
1 stop16h 40mWestJet
Tue 30/128:05 p.m.YWG - ORD
2 stops23h 33mWestJet
Deal found 16/12C$ 1,159
Sat 27/127:05 p.m.ORD - YWG
1 stop4h 39mMultiple Airlines
Tue 30/126:00 a.m.YWG - ORD
1 stop6h 33mMultiple Airlines
Deal found 16/12C$ 1,201
Thu 25/124:01 p.m.ORD - YWG
1 stop7h 43mWestJet
Sun 28/125:45 p.m.YWG - ORD
1 stop18h 05mWestJet
Deal found 17/12C$ 1,246
Mon 22/121:32 p.m.ORD - YWG
1 stop11h 11mMultiple Airlines
Thu 25/125:55 a.m.YWG - ORD
2 stops14h 28mMultiple Airlines
Deal found 16/12C$ 1,255
Thu 25/124:01 p.m.ORD - YWG
1 stop7h 43mMultiple Airlines
Sun 28/126:00 a.m.YWG - ORD
1 stop6h 33mMultiple Airlines
Deal found 18/12C$ 1,295
Sat 27/128:30 p.m.ORD - YWG
1 stop13h 19mAir Canada
Tue 30/122:20 p.m.YWG - ORD
Nonstop2h 43mAir Canada
Deal found 16/12C$ 1,341
Fri 26/1210:05 a.m.ORD - YWG
1 stop6h 50mMultiple Airlines
Sat 27/126:00 a.m.YWG - ORD
1 stop6h 33mMultiple Airlines
Deal found 17/12C$ 1,368

Find flight deals from Wisconsin to Winnipeg

Keep the following information in mind while searching for Wisconsin to Winnipeg flight deals. Data was last updated 18 December 2025.

Round-trip from

C$ 252

One-way from

C$ 94
WestJet
  • WestJet
  • 11/1-19/1
  • 2 total stops
  • 28h 08m total
  • Wisconsin to Winnipeg
Search Deals
WestJet
  • WestJet
  • 15/1
  • 2 total stops
  • 10h 26m total
  • Wisconsin to Winnipeg
Search Deals

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 18 December 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

Sun 11/1

12:15 p.m.-11:20 a.m.

1 stop23h 05m

Winnipeg

Mon 19/1

9:05 a.m.-2:08 p.m.

1 stop5h 03m

C$ 252

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 9/1

1:55 p.m.-12:41 a.m.

2 stops10h 46m

Winnipeg

Fri 16/1

9:05 a.m.-2:08 p.m.

1 stop5h 03m

C$ 270

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 11/3

7:00 a.m.-12:41 a.m.

2 stops17h 41m

Winnipeg

Fri 20/3

6:15 a.m.-1:35 p.m.

1 stop7h 20m

C$ 313

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 5/6

5:30 p.m.-2:30 p.m.

1 stop21h 00m

Winnipeg

Sun 7/6

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

1 stop8h 13m

C$ 327

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sun 1/2

6:41 a.m.-12:36 a.m.

1 stop17h 55m

Winnipeg

Sun 8/2

7:30 a.m.-10:14 p.m.

1 stop14h 44m

C$ 328

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 31/1

3:45 p.m.-11:52 a.m.

2 stops20h 07m

Winnipeg

Sat 7/2

6:15 a.m.-10:31 a.m.

2 stops28h 16m

C$ 329

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 30/1

3:45 p.m.-11:53 a.m.

2 stops20h 08m

Winnipeg

Fri 6/2

6:55 p.m.-2:03 p.m.

2 stops19h 08m

C$ 335

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 15/1

12:15 p.m.-10:41 p.m.

2 stops10h 26m

Winnipeg

Sun 18/1

12:40 p.m.-1:05 p.m.

2 stops24h 25m

C$ 347

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 16/1

1:55 p.m.-8:06 p.m.

2 stops30h 11m

Winnipeg

Mon 19/1

9:00 p.m.-10:34 a.m.

2 stops13h 34m

C$ 354

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 28/1

8:10 a.m.-12:41 a.m.

2 stops16h 31m

Winnipeg

Fri 6/2

6:15 a.m.-1:35 p.m.

1 stop7h 20m

C$ 360

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/12

Showing 1-10 of 46 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.

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.

  • How long is the flight from Wisconsin to Winnipeg?

    Airlines like WestJet and United Airlines fly from Wisconsin to Winnipeg in about 5h 57m. The time it takes to get you to your destination can typically vary by up to 17h 08m. Airlines will cover a distance of 1051 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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.

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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