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Cheap flights from Wisconsin to Winnipeg from C$ 95

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 16/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
2 Dec — 9 Dec1
1 adult
1 adult, Economy, 0 bags

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 2 November 2025.

Round-trip from

C$ 305

One-way from

C$ 95
WestJet
  • WestJet
  • 26/11-28/11
  • 3 total stops
  • 14h 04m total
  • Wisconsin to Winnipeg
Search Deals
16/12
  • 16/12
  • 1 total stop
  • 22h 45m total
  • Wisconsin to Winnipeg
Search Deals

Find 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 2 November 2025.

Wed 26/113:45 p.m.MSP - YWG
2 stops8h 56mWestJet
Fri 28/119:05 a.m.YWG - MSP
1 stop5h 08mWestJet
Deal found 31/10C$ 305
Sat 13/121:24 p.m.ORD - YWG
1 stop25h 43mMultiple Airlines
Sun 11/17:30 a.m.YWG - ORD
1 stop16h 31mMultiple Airlines
Deal found 31/10C$ 310
Sun 14/126:11 a.m.ORD - YWG
1 stop8h 56mMultiple Airlines
Wed 17/127:30 a.m.YWG - ORD
2 stops35h 51mMultiple Airlines
Deal found 1/11C$ 324
Tue 9/124:22 p.m.ORD - YWG
1 stop22h 45mMultiple Airlines
Fri 12/127:30 a.m.YWG - ORD
1 stop14h 54mMultiple Airlines
Deal found 31/10C$ 325
Tue 16/123:45 p.m.MSP - YWG
1 stop16h 46mWestJet
Tue 23/129:05 a.m.YWG - MSP
1 stop5h 08mWestJet
Deal found 1/11C$ 350
Thu 4/123:45 p.m.MSP - YWG
1 stop16h 46mMultiple Airlines
Sun 7/127:30 a.m.YWG - MSP
2 stops40h 32mMultiple Airlines
Deal found 1/11C$ 363
Fri 28/116:00 a.m.ORD - YWG
1 stop9h 07mMultiple Airlines
Tue 2/129:00 p.m.YWG - ORD
2 stops17h 31mMultiple Airlines
Deal found 30/10C$ 364
Fri 28/111:55 p.m.MSP - YWG
2 stops10h 46mWestJet
Fri 5/129:05 a.m.YWG - MSP
1 stop5h 08mWestJet
Deal found 1/11C$ 374
Sat 22/116:35 p.m.ORD - YWG
1 stop20h 32mMultiple Airlines
Wed 26/117:30 a.m.YWG - ORD
1 stop16h 38mMultiple Airlines
Deal found 30/10C$ 374
Sun 23/116:00 a.m.ORD - YWG
1 stop9h 07mMultiple Airlines
Wed 26/117:30 a.m.YWG - ORD
1 stop16h 38mMultiple Airlines
Deal found 30/10C$ 406
Fri 5/122:20 p.m.ORD - YWG
1 stop8h 21mWestJet
Mon 8/126:15 a.m.YWG - ORD
1 stop7h 20mWestJet
Deal found 1/11C$ 416
Tue 9/124:22 p.m.ORD - YWG
1 stop22h 45mMultiple Airlines
Sat 13/1212:40 p.m.YWG - ORD
2 stops23h 02mMultiple Airlines
Deal found 31/10C$ 426

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 2 November 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 26/11

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

2 stops8h 56m

Winnipeg

Fri 28/11

9:05 a.m.-2:13 p.m.

1 stop5h 08m

C$ 314

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Tue 16/12

3:45 p.m.-8:31 a.m.

1 stop16h 46m

Winnipeg

Tue 23/12

9:05 a.m.-2:13 p.m.

1 stop5h 08m

C$ 350

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sat 22/11

6:35 p.m.-3:07 p.m.

1 stop20h 32m

Winnipeg

Wed 26/11

7:30 a.m.-12:08 a.m.

1 stop16h 38m

C$ 374

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 13/3

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

1 stop8h 20m

Winnipeg

Mon 23/3

6:15 a.m.-1:35 p.m.

1 stop7h 20m

C$ 378

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 16/1

1:55 p.m.-12:41 a.m.

2 stops10h 46m

Winnipeg

Mon 19/1

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

1 stop5h 03m

C$ 391

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 9/1

1:55 p.m.-12:41 a.m.

2 stops10h 46m

Winnipeg

Mon 12/1

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

1 stop5h 03m

C$ 394

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 10/1

3:45 p.m.-11:53 a.m.

2 stops20h 08m

Winnipeg

Tue 13/1

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

1 stop5h 03m

C$ 396

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 9/1

6:06 a.m.-12:53 a.m.

1 stop18h 47m

Winnipeg

Mon 12/1

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

1 stop5h 03m

C$ 413

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 28/11

1:55 p.m.-11:50 p.m.

1 stop9h 55m

Winnipeg

Fri 5/12

9:05 a.m.-2:13 p.m.

1 stop5h 08m

C$ 415

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 13/3

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

2 stops10h 45m

Winnipeg

Mon 23/3

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

1 stop5h 58m

C$ 416

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

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 and United Airlines fly from Wisconsin to Winnipeg in about 6h 39m. The time it takes to get you to your destination can typically vary by up to 2h 17m. 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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Yes! Cheapflights helps users easily find flights from Wisconsin to Winnipeg with no change fees.

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