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Cheap flights from Wisconsin to Winnipeg from C$ 186

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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
12 Jun — 19 Jun1
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 13 May 2026.

Wed 24/62:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Wed 1/76:00 a.m.
YWG
-
MSP
2 stops8h 05m
WestJet
Deal found 10/5C$ 393
Fri 4/93:05 p.m.
MSP
-
YWG
1 stop7h 05m
WestJet
Fri 18/97:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 8/5C$ 396
Wed 2/92:55 p.m.
MSP
-
YWG
1 stop6h 45m
WestJet
Sun 6/96:00 a.m.
YWG
-
MSP
1 stop8h 05m
WestJet
Deal found 10/5C$ 406
Thu 11/63:50 p.m.
MSP
-
YWG
2 stops9h 05m
WestJet
Sat 13/67:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 10/5C$ 410
Thu 30/73:05 p.m.
MSP
-
YWG
1 stop7h 05m
WestJet
Tue 4/87:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 12/5C$ 412
Sat 20/62:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Tue 23/67:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 8/5C$ 416
Sat 6/62:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Sat 13/67:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 9/5C$ 423
Sat 20/62:55 p.m.
MSP
-
YWG
2 stops10h 00m
WestJet
Mon 22/67:00 a.m.
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 11/5C$ 425
Tue 2/65:30 p.m.
ORD
-
YWG
1 stop17h 40m
WestJet
Tue 9/67:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 11/5C$ 493
Wed 2/95:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Sun 6/97:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 10/5C$ 499
Thu 22/105:30 p.m.
ORD
-
YWG
1 stop17h 40m
WestJet
Mon 26/106:15 a.m.
YWG
-
ORD
1 stop7h 20m
WestJet
Deal found 8/5C$ 516
Wed 19/85:30 p.m.
ORD
-
YWG
1 stop7h 25m
WestJet
Mon 24/87:00 a.m.
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 11/5C$ 525

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 13 May 2026.

Round-trip from

C$ 393

One-way from

C$ 186
WestJet
  • WestJet
  • 24/6-1/7
  • 4 total stops
  • 18h 05m total
  • Wisconsin to Winnipeg
Search Deals
WestJet
  • WestJet
  • 9/6
  • 1 total stop
  • 7h 05m 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 13 May 2026.
Use the filters below to find and compare flights from Wisconsin to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 20/6

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

2 stops10h 00m

Winnipeg

Mon 22/6

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

1 stop6h 25m

C$ 445

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 3/6

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

2 stops10h 00m

Winnipeg

Sat 13/6

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

2 stops18h 15m

C$ 480

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 25/5

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

1 stop7h 25m

Winnipeg

Fri 29/5

9:05 p.m.-4:40 p.m.

1 stop19h 35m

C$ 604

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 20/6

2:55 p.m.-11:10 a.m.

3 stops20h 15m

Winnipeg

Mon 22/6

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

2 stops17h 00m

C$ 663

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 14/10

9:55 p.m.-11:34 p.m.

Nonstop1h 39m

Winnipeg

Wed 21/10

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

1 stop6h 25m

C$ 708

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 5/6

5:30 p.m.-4:40 p.m.

2 stops23h 10m

Winnipeg

Sun 7/6

6:00 a.m.-5:39 p.m.

3 stops11h 39m

C$ 721

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 20/10

7:00 a.m.-5:58 p.m.

2 stops10h 58m

Winnipeg

Sat 24/10

9:20 a.m.-3:55 p.m.

1 stop6h 35m

C$ 774

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 8/6

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

1 stop7h 25m

Winnipeg

Thu 11/6

7:00 a.m.-7:19 p.m.

2 stops12h 19m

C$ 821

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 13/8

10:18 a.m.-11:54 a.m.

Nonstop1h 36m

Winnipeg

Sun 16/8

5:42 p.m.-7:15 p.m.

Nonstop1h 33m

C$ 856
Quickest round-trip

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 1/7

3:15 p.m.-4:51 p.m.

Nonstop1h 36m

Winnipeg

Thu 16/7

3:59 p.m.-5:30 p.m.

Nonstop1h 31m

C$ 856

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 60 resultsSorted by cheapest first
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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, Porter Airlines, and Delta fly from Wisconsin to Winnipeg in about 1h 36m. The time it takes to get you to your destination can typically vary by up to 9h 22m. Airlines will cover a distance of 634 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

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

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