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Cheap flights from Winnipeg to Wisconsin from C$ 144

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MKE
15 Oct — 22 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Winnipeg to Wisconsin

Keep the following information in mind while searching for Winnipeg to Wisconsin flight deals. Data was last updated 15 September 2025.

Round-trip from

C$ 243

One-way from

C$ 144
WestJet
  • WestJet
  • 28/10-4/11
  • 3 total stops
  • 16h 36m total
  • Winnipeg to Wisconsin
Search Deals
WestJet
  • WestJet
  • 28/10
  • 1 total stop
  • 6h 10m total
  • Winnipeg to Wisconsin
Search Deals

Find flight deals from Winnipeg to Wisconsin

Cheapest flights from Winnipeg to Wisconsin
Explore the most affordable flight options available from Winnipeg to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.

Tue 28/109:05 a.m.YWG - MSP
1 stop6h 10mWestJet
Tue 4/1112:15 p.m.MSP - YWG
2 stops10h 26mWestJet
Deal found 13/9C$ 243
Wed 8/106:30 a.m.YWG - MSP
1 stop6h 39mWestJet
Thu 9/103:00 p.m.MSP - YWG
1 stop27h 18mWestJet
Deal found 14/9C$ 262
Thu 9/106:55 p.m.YWG - MSP
1 stop23h 38mWestJet
Tue 21/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Deal found 13/9C$ 265
Sat 4/106:30 p.m.YWG - MSP
2 stops24h 03mWestJet
Tue 7/102:00 p.m.MSP - YWG
2 stops10h 30mWestJet
Deal found 14/9C$ 268
Sun 12/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Sun 19/105:30 p.m.ORD - YWG
1 stop15h 31mWestJet
Deal found 14/9C$ 269
Tue 28/109:05 a.m.YWG - MSP
1 stop6h 10mWestJet
Wed 29/101:55 p.m.MSP - YWG
2 stops10h 46mWestJet
Deal found 13/9C$ 272
Wed 8/106:30 a.m.YWG - MSP
1 stop6h 39mWestJet
Sat 11/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Deal found 14/9C$ 274
Fri 17/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Sun 19/105:30 p.m.ORD - YWG
1 stop29h 40mWestJet
Deal found 13/9C$ 282
Thu 16/109:05 p.m.YWG - ORD
1 stop19h 38mWestJet
Sun 26/102:20 p.m.ORD - YWG
1 stop10h 21mWestJet
Deal found 14/9C$ 301
Sat 11/105:30 p.m.YWG - ORD
1 stop23h 13mWestJet
Sat 18/105:30 p.m.ORD - YWG
1 stop18h 11mWestJet
Deal found 15/9C$ 307
Thu 30/109:00 p.m.YWG - ORD
1 stop16h 35mMultiple Airlines
Sat 1/116:00 a.m.ORD - YWG
2 stops18h 41mMultiple Airlines
Deal found 12/9C$ 332
Fri 3/105:30 p.m.YWG - ORD
2 stops19h 09mWestJet
Sun 5/105:30 p.m.ORD - YWG
1 stop15h 31mWestJet
Deal found 13/9C$ 340

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Wisconsin 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 15 September 2025.
Use the filters below to find and compare flights from Winnipeg to Wisconsin that are best for you.

Fly from

Winnipeg

Fly to

Wisconsin

Route

Depart

Return

Price

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Thu 9/10

6:55 p.m.-6:33 p.m.

1 stop23h 38m

Minneapolis St Paul

Tue 21/10

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

1 stop7h 25m

C$ 265

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Thu 16/10

7:00 a.m.-12:11 p.m.

1 stop5h 11m

Minneapolis St Paul

Sun 19/10

5:45 a.m.-1:09 p.m.

1 stop7h 24m

C$ 272

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 17/10

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

1 stop8h 13m

Chicago O'Hare Intl

Sun 19/10

5:30 p.m.-11:10 p.m.

1 stop29h 40m

C$ 282

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Tue 28/10

9:05 a.m.-3:15 p.m.

1 stop6h 10m

Minneapolis St Paul

Wed 29/10

4:45 p.m.-8:35 a.m.

1 stop15h 50m

C$ 285

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Fri 28/11

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

1 stop5h 03m

Minneapolis St Paul

Mon 1/12

3:45 p.m.-12:41 a.m.

2 stops8h 56m

C$ 289

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Tue 2/12

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

1 stop5h 03m

Minneapolis St Paul

Fri 5/12

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

2 stops10h 46m

C$ 289

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Fri 17/10

4:25 p.m.-11:58 p.m.

1 stop7h 33m

Minneapolis St Paul

Mon 20/10

5:45 a.m.-1:09 p.m.

1 stop7h 24m

C$ 291

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Sat 11/10

6:30 p.m.-6:33 p.m.

2 stops24h 03m

Minneapolis St Paul

Tue 14/10

8:05 p.m.-8:00 a.m.

1 stop11h 55m

C$ 294

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Wed 8/10

5:30 p.m.-1:29 p.m.

2 stops19h 59m

Minneapolis St Paul

Sat 11/10

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

1 stop7h 25m

C$ 296

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 16/10

9:05 p.m.-4:43 p.m.

1 stop19h 38m

Chicago O'Hare Intl

Sun 26/10

2:20 p.m.-12:41 a.m.

1 stop10h 21m

C$ 301

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/9

Showing 1-10 of 36 results
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Best time to book a flight from Winnipeg to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin 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 Wisconsin

What is the cheapest time of day to fly from YWG to WI?

Find hourly flight availability from Winnipeg to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 15 September 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Wisconsin as you normally would.

Related info for your journey

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

    Winnipeg (YWG) is the airport you will fly out of if you book a flight from Winnipeg to Wisconsin. It is only a 7.3 km journey to Winnipeg (YWG) from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Wisconsin?

    Airlines like WestJet and United Airlines fly from Winnipeg to Wisconsin in about 5h 11m. The time it takes to get you to your destination can typically vary by up to 18h 27m. Airlines will cover a distance of 634 km. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Winnipeg to Wisconsin (average of C$ 339). Flying from Winnipeg to Wisconsin in July is currently the most expensive (average of C$ 484). 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

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Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Wisconsin?

Cheapflights makes it easy to find Winnipeg to Wisconsin flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Wisconsin for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Yes, we can. To see specific flights from Winnipeg to Wisconsin with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights offers price alerts on Winnipeg to Wisconsin 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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