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Cheap flights from Wisconsin to Winnipeg from C$ 97

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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
16 Oct — 23 Oct1
1 adult
1 adult, Economy

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 16 September 2025.

Round-trip from

C$ 235

One-way from

C$ 97
WestJet
  • WestJet
  • 25/10-29/10
  • 2 total stops
  • 13h 35m total
  • Wisconsin to Winnipeg
Search Deals
WestJet
  • WestJet
  • 4/10
  • 1 total stop
  • 7h 25m 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 16 September 2025.

Sat 25/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Wed 29/109:05 a.m.YWG - MSP
1 stop6h 10mWestJet
Deal found 15/9C$ 235
Wed 8/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Wed 15/106:30 a.m.YWG - MSP
1 stop6h 39mWestJet
Deal found 14/9C$ 242
Thu 30/1012:15 p.m.MSP - YWG
1 stop23h 12mWestJet
Thu 6/119:05 a.m.YWG - MSP
1 stop5h 03mWestJet
Deal found 15/9C$ 258
Wed 26/113:45 p.m.MSP - YWG
2 stops8h 56mWestJet
Fri 28/119:05 a.m.YWG - MSP
1 stop5h 03mWestJet
Deal found 14/9C$ 260
Sun 5/108:05 p.m.MSP - YWG
1 stop11h 55mWestJet
Wed 8/106:30 a.m.YWG - MSP
1 stop6h 39mWestJet
Deal found 15/9C$ 261
Fri 17/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Mon 20/106:55 p.m.YWG - MSP
1 stop23h 38mWestJet
Deal found 14/9C$ 271
Wed 15/102:00 p.m.MSP - YWG
1 stop7h 25mWestJet
Sun 19/109:05 p.m.YWG - MSP
2 stops16h 24mWestJet
Deal found 14/9C$ 280
Mon 6/105:30 p.m.ORD - YWG
1 stop15h 31mWestJet
Sun 12/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Deal found 14/9C$ 287
Thu 9/105:30 p.m.ORD - YWG
1 stop29h 40mWestJet
Sun 12/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Deal found 15/9C$ 291
Mon 6/105:30 p.m.ORD - YWG
2 stops17h 56mWestJet
Fri 17/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Deal found 14/9C$ 296
Fri 10/105:30 p.m.ORD - YWG
1 stop18h 11mWestJet
Sun 12/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Deal found 15/9C$ 297
Sat 11/105:30 p.m.ORD - YWG
2 stops17h 56mWestJet
Fri 17/108:30 a.m.YWG - ORD
1 stop8h 13mWestJet
Deal found 14/9C$ 298

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 16 September 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$ 242

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sun 5/10

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

1 stop11h 55m

Winnipeg

Wed 8/10

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

1 stop6h 39m

C$ 261

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 26/11

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

2 stops8h 56m

Winnipeg

Fri 28/11

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

1 stop5h 03m

C$ 262

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 15/10

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

1 stop7h 25m

Winnipeg

Sun 19/10

9:05 p.m.-1:29 p.m.

2 stops16h 24m

C$ 280

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 25/10

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

1 stop7h 25m

Winnipeg

Wed 29/10

9:00 p.m.-3:15 p.m.

2 stops18h 15m

C$ 286

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 17/10

3:00 p.m.-12:30 a.m.

2 stops9h 30m

Winnipeg

Mon 20/10

4:35 p.m.-6:33 p.m.

1 stop25h 58m

C$ 287

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sun 5/10

8:05 p.m.-2:25 p.m.

1 stop18h 20m

Winnipeg

Mon 6/10

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

2 stops19h 59m

C$ 289

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 17/10

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

1 stop7h 25m

Winnipeg

Sun 19/10

9:05 p.m.-1:29 p.m.

2 stops16h 24m

C$ 290

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 9/10

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

1 stop29h 40m

Winnipeg

Sun 12/10

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

1 stop8h 13m

C$ 291

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 10/10

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

1 stop18h 11m

Winnipeg

Wed 15/10

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

1 stop19h 38m

C$ 333

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/9

Showing 1-10 of 50 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, Delta, and United Airlines fly from Wisconsin to Winnipeg in about 2h 39m. The time it takes to get you to your destination can typically vary by up to 10h 18m. Airlines will cover a distance of 1136 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 Madison Truax Field - 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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