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Cheap flights from Wisconsin to Winnipeg from C$ 127

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 30/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
5 Mar — 12 Mar1
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 3 February 2026.

Fri 15/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Mon 18/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 31/1C$ 309
Mon 25/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Fri 29/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 2/2C$ 321
Sun 26/42:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Sun 3/56:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Deal found 3/2C$ 337
Fri 8/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Sun 10/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 1/2C$ 337
Fri 1/52:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Sun 3/57:00 a.m.
YWG
-
MSP
1 stop7h 05m
WestJet
Deal found 2/2C$ 344
Thu 2/412:15 p.m.
MSP
-
YWG
1 stop9h 56m
WestJet
Mon 13/49:05 a.m.
YWG
-
MSP
1 stop5h 03m
WestJet
Deal found 3/2C$ 346
Wed 18/34:45 p.m.
MSP
-
YWG
2 stops19h 07m
WestJet
Wed 25/36:15 a.m.
YWG
-
MSP
2 stops8h 48m
WestJet
Deal found 1/2C$ 361
Thu 4/62:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Sat 6/67:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 2/2C$ 384
Mon 25/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Fri 29/59:05 p.m.
YWG
-
ORD
2 stops17h 10m
Multiple Airlines
Deal found 2/2C$ 386
Fri 8/55:30 p.m.
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Sun 10/59:05 p.m.
YWG
-
ORD
2 stops13h 39m
Multiple Airlines
Deal found 1/2C$ 402
Tue 21/44:28 p.m.
ORD
-
YWG
1 stop22h 41m
Multiple Airlines
Tue 5/59:05 p.m.
YWG
-
ORD
2 stops13h 39m
Multiple Airlines
Deal found 2/2C$ 403
Sat 16/58:43 a.m.
ORD
-
YWG
2 stops13h 27m
Multiple Airlines
Fri 22/57:00 a.m.
YWG
-
ORD
1 stop9h 40m
Multiple Airlines
Deal found 1/2C$ 432

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 3 February 2026.

Round-trip from

C$ 309

One-way from

C$ 127
WestJet
  • WestJet
  • 15/5-18/5
  • 2 total stops
  • 17h 05m total
  • Wisconsin to Winnipeg
Search Deals
WestJet
  • WestJet
  • 30/4
  • 1 total stop
  • 6h 25m 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 3 February 2026.
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

Fri 29/5

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

2 stops10h 00m

Winnipeg

Sun 31/5

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

2 stops8h 05m

C$ 337

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sun 26/4

2:55 p.m.-9:20 p.m.

1 stop6h 25m

Winnipeg

Sun 3/5

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

2 stops8h 05m

C$ 340

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 1/5

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

2 stops10h 00m

Winnipeg

Sun 3/5

7:00 a.m.-2:05 p.m.

1 stop7h 05m

C$ 344

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 7/5

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

2 stops10h 00m

Winnipeg

Sun 10/5

7:00 a.m.-2:05 p.m.

1 stop7h 05m

C$ 344

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 4/6

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

2 stops10h 00m

Winnipeg

Sat 6/6

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

1 stop6h 25m

C$ 384

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 15/5

5:30 p.m.-9:20 a.m.

2 stops15h 50m

Winnipeg

Mon 18/5

7:00 a.m.-4:40 p.m.

2 stops9h 40m

C$ 389

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 28/3

4:45 p.m.-3:20 p.m.

2 stops22h 35m

Winnipeg

Mon 30/3

9:05 a.m.-3:03 p.m.

1 stop5h 58m

C$ 422

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sun 8/3

12:15 p.m.-9:13 p.m.

1 stop8h 58m

Winnipeg

Tue 10/3

6:45 a.m.-1:06 p.m.

1 stop6h 21m

C$ 441

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Mon 9/3

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

1 stop15h 48m

Winnipeg

Wed 11/3

6:45 a.m.-1:06 p.m.

1 stop6h 21m

C$ 445

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 6/3

5:05 a.m.-12:40 a.m.

2 stops19h 35m

Winnipeg

Mon 9/3

8:00 a.m.-11:47 p.m.

1 stop15h 47m

C$ 468

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/1

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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, United Airlines, and Delta fly from Wisconsin to Winnipeg in about 4h 31m. The time it takes to get you to your destination can typically vary by up to 2h 54m. 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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How does Cheapflights help users find flights from Wisconsin to Winnipeg?

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

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

Yes! Cheapflights helps users easily find flights from Wisconsin to Winnipeg with no change fees.

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Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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