Find flights
Deals
When to book
FAQs

Cheap flights from Wisconsin to Winnipeg from C$ 139

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
16 Sep — 23 Sep1
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 17 August 2026.

Fri 11/93:05 p.m. -
1 stop7h 05m
Fri 18/97:00 a.m. -
1 stop6h 25m
Deal found 12/8C$ 315
Fri 4/93:50 p.m. -
2 stops9h 05m
Mon 7/97:00 a.m. -
1 stop6h 25m
Deal found 13/8C$ 316
Mon 24/82:55 p.m. -
1 stop6h 45m
Wed 26/87:00 a.m. -
1 stop6h 25m
Deal found 14/8C$ 318
Fri 11/93:05 p.m. -
1 stop7h 05m
Mon 14/97:00 a.m. -
1 stop6h 25m
Deal found 13/8C$ 329
Thu 24/92:55 p.m. -
1 stop6h 45m
Mon 28/96:00 a.m. -
2 stops8h 05m
Deal found 13/8C$ 338
Tue 8/98:15 p.m. -
1 stop13h 20m
Tue 15/97:00 a.m. -
1 stop6h 25m
Deal found 15/8C$ 344
Tue 15/98:15 p.m. -
1 stop19h 40m
Mon 21/97:00 a.m. -
1 stop7h 05m
Deal found 15/8C$ 348
Tue 1/95:30 p.m. -
1 stop7h 25m
Sat 5/97:00 a.m. -
1 stop9h 40m
Deal found 13/8C$ 400
Thu 17/95:30 p.m. -
1 stop7h 25m
Sun 20/97:00 a.m. -
1 stop9h 40m
Deal found 12/8C$ 404
Wed 2/92:41 p.m. -
2 stops29h 34m
Fri 11/97:00 a.m. -
1 stop9h 40m
Deal found 12/8C$ 415
Mon 31/85:30 p.m. -
1 stop7h 25m
Sun 6/97:00 a.m. -
1 stop9h 40m
Deal found 12/8C$ 427
Sun 27/95:30 p.m. -
1 stop7h 25m
Sun 4/107:00 a.m. -
1 stop9h 40m
Deal found 13/8C$ 429

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 17 August 2026.

Round-trip from

C$ 315

One-way from

C$ 139
WestJet
  • WestJet
  • 11/9-18/9
  • 2 total stops
  • 13h 30m total
  • Wisconsin to Winnipeg
Search Deals
WestJet
  • WestJet
  • 10/9
  • 2 total stops
  • 9h 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 17 August 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 Minneapolis St Paul - YWG Winnipeg

MSPYWG

Minneapolis St Paul

Fri 11/9

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

2 stops10h 00m

Winnipeg

Fri 18/9

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

1 stop6h 25m

C$ 365

MinneapolisWinnipeg

MSP Minneapolis St Paul - YWG Winnipeg

MSPYWG

Minneapolis St Paul

Tue 10/11

12:15 p.m.-9:05 p.m.

1 stop8h 50m

Winnipeg

Tue 17/11

12:00 p.m.-3:08 p.m.

1 stop27h 08m

C$ 544

MinneapolisWinnipeg

MSP Minneapolis St Paul - YWG Winnipeg

MSPYWG

Minneapolis St Paul

Fri 4/9

3:50 p.m.-12:55 a.m.

2 stops9h 05m

Winnipeg

Mon 7/9

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

2 stops8h 05m

C$ 581

MinneapolisWinnipeg

MSP Minneapolis St Paul - YWG Winnipeg

MSPYWG

Minneapolis St Paul

Sun 8/11

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

2 stops10h 00m

Winnipeg

Mon 9/11

12:40 p.m.-10:31 a.m.

2 stops21h 51m

C$ 583

MinneapolisWinnipeg

MSP Minneapolis St Paul - YWG Winnipeg

MSPYWG

Minneapolis St Paul

Fri 11/12

4:00 p.m.-11:20 a.m.

2 stops19h 20m

Winnipeg

Mon 14/12

6:00 a.m.-2:15 p.m.

2 stops8h 15m

C$ 649

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Thu 24/9

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

1 stop7h 25m

Winnipeg

Sun 27/9

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

1 stop9h 40m

C$ 706

MinneapolisWinnipeg

MSP Minneapolis St Paul - YWG Winnipeg

MSPYWG

Minneapolis St Paul

Fri 11/12

12:55 p.m.-11:59 p.m.

1 stop11h 04m

Winnipeg

Tue 15/12

11:10 a.m.-11:53 p.m.

2 stops12h 43m

C$ 750

ChicagoWinnipeg

ORD Chicago O'Hare Intl - YWG Winnipeg

ORDYWG

Chicago O'Hare Intl

Fri 11/9

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

1 stop7h 25m

Winnipeg

Sun 13/9

2:00 p.m.-4:35 p.m.

Nonstop2h 35m

C$ 821

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-10:10 p.m.

2 stops16h 10m

Winnipeg

Sat 3/10

3:58 p.m.-10:34 p.m.

1 stop6h 36m

C$ 827

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Sun 20/9

6:00 a.m.-10:10 p.m.

2 stops16h 10m

Winnipeg

Wed 23/9

6:00 a.m.-11:01 p.m.

2 stops17h 01m

C$ 853

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/8

Showing 1-10 of 56 resultsSorted by cheapest first
1
2
3
...
6

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, Air Canada, and United Airlines fly from Wisconsin to Winnipeg in about 5h 42m. The time it takes to get you to your destination can typically vary by up to 12h 04m. 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 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Wisconsin to Winnipeg?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Winnipeg from Wisconsin today with Cheapflights!

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

Cheapflights simply makes it quick and affordable to book flights from Wisconsin to Winnipeg by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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.

Can Cheapflights notify me if prices for flights from Wisconsin to Winnipeg become cheaper?

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.