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Cheap flights from Winnipeg to Wisconsin from C$ 173

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MKE
6 Mar — 13 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Wisconsin

Enter your travel dates to find the best prices.

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 4 February 2026.

Mon 13/49:05 a.m.
YWG
-
MSP
1 stop5h 03m
WestJet
Wed 22/44:45 p.m.
MSP
-
YWG
1 stop15h 48m
WestJet
Deal found 3/2C$ 299
Tue 5/56:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Tue 12/53:50 p.m.
MSP
-
YWG
1 stop23h 30m
WestJet
Deal found 3/2C$ 347
Sat 6/67:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Sun 7/63:05 p.m.
MSP
-
YWG
1 stop7h 05m
WestJet
Deal found 3/2C$ 358
Thu 12/36:15 a.m.
YWG
-
MSP
2 stops8h 48m
WestJet
Thu 19/31:55 p.m.
MSP
-
YWG
2 stops10h 45m
WestJet
Deal found 3/2C$ 367
Thu 5/39:05 a.m.
YWG
-
MSP
1 stop5h 03m
WestJet
Mon 9/31:55 p.m.
MSP
-
YWG
2 stops10h 45m
WestJet
Deal found 2/2C$ 372
Sat 25/49:00 p.m.
YWG
-
ORD
1 stop19h 40m
WestJet
Thu 30/45:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 3/2C$ 399
Thu 5/37:50 a.m.
YWG
-
ORD
1 stop29h 45m
WestJet
Mon 9/32:20 p.m.
ORD
-
YWG
1 stop8h 20m
WestJet
Deal found 2/2C$ 402
Tue 3/312:20 p.m.
YWG
-
ORD
2 stops27h 32m
Multiple Airlines
Tue 10/37:41 p.m.
ORD
-
YWG
1 stop19h 28m
Multiple Airlines
Deal found 1/2C$ 466
Thu 5/312:10 p.m.
YWG
-
ORD
2 stops20h 56m
Multiple Airlines
Mon 9/32:20 p.m.
ORD
-
YWG
1 stop8h 20m
Multiple Airlines
Deal found 3/2C$ 503
Thu 19/37:30 a.m.
YWG
-
ORD
1 stop22h 38m
Multiple Airlines
Thu 26/34:38 p.m.
ORD
-
YWG
1 stop22h 31m
Multiple Airlines
Deal found 2/2C$ 518

Find flight deals from Winnipeg to Wisconsin

Keep the following information in mind while searching for Winnipeg to Wisconsin flight deals. Data was last updated 4 February 2026.

Round-trip from

C$ 299

One-way from

C$ 173
WestJet
  • WestJet
  • 13/4-22/4
  • 2 total stops
  • 20h 51m total
  • Winnipeg to Wisconsin
Search Deals
WestJet
  • WestJet
  • 28/4
  • 1 total stop
  • 6h 25m total
  • Winnipeg to Wisconsin
Search Deals

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 4 February 2026.
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

Mon 13/4

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

1 stop5h 03m

Minneapolis St Paul

Wed 22/4

4:45 p.m.-8:33 a.m.

1 stop15h 48m

C$ 302

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Tue 5/5

6:00 a.m.-2:05 p.m.

2 stops8h 05m

Minneapolis St Paul

Tue 12/5

3:50 p.m.-3:20 p.m.

1 stop23h 30m

C$ 347

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Sat 6/6

7:00 a.m.-1:25 p.m.

1 stop6h 25m

Minneapolis St Paul

Sun 7/6

3:05 p.m.-10:10 p.m.

1 stop7h 05m

C$ 358

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Thu 12/3

6:15 a.m.-3:03 p.m.

2 stops8h 48m

Minneapolis St Paul

Thu 19/3

1:55 p.m.-12:40 a.m.

2 stops10h 45m

C$ 367

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 25/4

9:00 p.m.-4:40 p.m.

1 stop19h 40m

Chicago O'Hare Intl

Thu 30/4

5:30 p.m.-12:55 a.m.

1 stop7h 25m

C$ 399

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 5/3

7:50 a.m.-1:35 p.m.

1 stop29h 45m

Chicago O'Hare Intl

Mon 9/3

2:20 p.m.-10:40 p.m.

1 stop8h 20m

C$ 402

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Thu 5/3

6:55 p.m.-2:08 p.m.

2 stops19h 13m

Minneapolis St Paul

Mon 9/3

1:55 p.m.-12:40 a.m.

2 stops10h 45m

C$ 402

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Fri 27/2

9:00 a.m.-2:03 p.m.

1 stop5h 03m

Minneapolis St Paul

Sun 1/3

3:45 p.m.-8:05 p.m.

2 stops28h 20m

C$ 458

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 3/3

12:20 p.m.-3:52 p.m.

2 stops27h 32m

Chicago O'Hare Intl

Tue 10/3

7:41 p.m.-3:09 p.m.

1 stop19h 28m

C$ 466

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 5/3

12:10 p.m.-9:06 a.m.

2 stops20h 56m

Chicago O'Hare Intl

Mon 9/3

2:20 p.m.-10:40 p.m.

1 stop8h 20m

C$ 503

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 28 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
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 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 fly from Winnipeg to Wisconsin in about 5h 03m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 634 km.

  • 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.

See more FAQs

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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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