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Cheap flights from Winnipeg to Wisconsin from C$ 253

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 25/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MKE
28 Jul — 4 Aug1
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 28 June 2026.

Thu 1/107:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Tue 6/105:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 24/6C$ 422
Thu 24/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 27/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 27/6C$ 424
Tue 29/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 4/105:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 23/6C$ 436
Sat 12/97:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Mon 14/92:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Deal found 23/6C$ 437
Fri 28/86:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Sun 30/82:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Deal found 27/6C$ 440
Wed 22/76:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Thu 23/73:50 p.m.
MSP
-
YWG
2 stops9h 05m
WestJet
Deal found 26/6C$ 441
Mon 24/86:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Wed 26/82:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Deal found 24/6C$ 443
Tue 11/86:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Thu 13/83:05 p.m.
MSP
-
YWG
1 stop8h 35m
WestJet
Deal found 25/6C$ 446
Fri 25/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Thu 1/105:30 p.m.
ORD
-
YWG
1 stop23h 55m
WestJet
Deal found 27/6C$ 454
Fri 4/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Sun 6/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 27/6C$ 474
Fri 30/106:15 a.m.
YWG
-
ORD
1 stop7h 20m
WestJet
Sun 1/112:20 p.m.
ORD
-
YWG
1 stop7h 20m
WestJet
Deal found 27/6C$ 475
Thu 1/104:55 p.m.
YWG
-
ORD
1 stop23h 45m
WestJet
Sun 4/105:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Deal found 23/6C$ 478

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 28 June 2026.

Round-trip from

C$ 422

One-way from

C$ 253

Popular in

August

Cheapest in

May

Average price

C$ 573
WestJet
  • WestJet
  • 1/10-6/10
  • 2 total stops
  • 17h 05m total
  • Winnipeg to Wisconsin
Search Deals
WestJet
  • WestJet
  • 25/9
  • 2 total stops
  • 8h 05m total
  • Winnipeg to Wisconsin
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 182 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 28 June 2026.
Use the filters below to find and compare flights from Winnipeg to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Thu 24/9

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

1 stop6h 25m

Minneapolis St Paul

Sun 27/9

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

1 stop7h 05m

C$ 437

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Sat 12/9

7:10 p.m.-1:25 p.m.

2 stops18h 15m

Minneapolis St Paul

Mon 14/9

2:55 p.m.-12:55 a.m.

2 stops10h 00m

C$ 470

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Sat 25/7

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

1 stop6h 25m

Minneapolis St Paul

Sat 1/8

2:55 p.m.-9:40 p.m.

1 stop6h 45m

C$ 471

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Mon 24/8

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

2 stops8h 05m

Minneapolis St Paul

Wed 26/8

2:55 p.m.-12:55 a.m.

2 stops10h 00m

C$ 507

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Sat 3/10

4:55 p.m.-2:05 p.m.

2 stops21h 10m

Minneapolis St Paul

Wed 7/10

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

1 stop7h 05m

C$ 549

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Sat 8/8

7:10 p.m.-6:30 p.m.

2 stops23h 20m

Minneapolis St Paul

Sat 15/8

2:55 p.m.-12:55 a.m.

2 stops10h 00m

C$ 650

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 9/9

9:20 a.m.-4:18 p.m.

1 stop6h 58m

Chicago O'Hare Intl

Sat 12/9

8:03 a.m.-3:19 p.m.

1 stop7h 16m

C$ 661

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Thu 24/9

7:00 a.m.-11:01 p.m.

3 stops16h 01m

Minneapolis St Paul

Sun 27/9

6:50 a.m.-10:10 p.m.

3 stops15h 20m

C$ 677
Quickest round-trip

WinnipegMinneapolis

YWG - MSP

YWGMSP

Winnipeg

Tue 27/10

12:30 p.m.-2:08 p.m.

Nonstop1h 38m

Minneapolis St Paul

Sat 31/10

6:35 p.m.-8:16 p.m.

Nonstop1h 41m

C$ 717

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 4/9

5:00 a.m.-1:22 p.m.

1 stop8h 22m

Chicago O'Hare Intl

Sun 6/9

9:15 a.m.-11:52 a.m.

Nonstop2h 37m

C$ 884

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/6

Showing 1-10 of 42 resultsSorted by cheapest first
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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, Porter Airlines, and Air Canada fly from Winnipeg to Wisconsin in about 6h 25m. The time it takes to get you to your destination can typically vary by up to 1h 57m. 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.

See more FAQs

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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?

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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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