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$74+ Cheap flights from Wisconsin to Winnipeg (YWG)

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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$170
(Kiwi.com)

One-way from

$74
(Kiwi.com)
From Wisconsin to Winnipeg
Search Deals
One-way flight from Wisconsin to Winnipeg
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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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/252:00 pmMSP - YWG
1 stop7h 25mWestJet
Wed 10/299:05 amYWG - MSP
1 stop6h 10mWestJet
Deal found 9/15$170
This oojo deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/82:00 pmMSP - YWG
1 stop7h 25mWestJet
Wed 10/156:30 amYWG - MSP
1 stop6h 39mWestJet
Deal found 9/14$175
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/122:00 pmMSP - YWG
2 stops10h 30mWestJet
Fri 10/176:30 amYWG - MSP
1 stop6h 39mWestJet
Deal found 9/13$183
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2812:15 pmMSP - YWG
1 stop8h 54mWestJet
Tue 11/49:05 amYWG - MSP
1 stop5h 03mWestJet
Deal found 9/13$187
This oojo deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/263:45 pmMSP - YWG
2 stops8h 56mWestJet
Fri 11/289:05 amYWG - MSP
1 stop5h 03mWestJet
Deal found 9/13$188
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:00 pmMSP - YWG
1 stop7h 25mWestJet
Mon 10/206:55 pmYWG - MSP
1 stop23h 38mWestJet
Deal found 9/14$196
This oojo deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/58:05 pmMSP - YWG
2 stops27h 05mWestJet
Wed 10/86:30 amYWG - MSP
1 stop6h 39mWestJet
Deal found 9/13$198
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/152:00 pmMSP - YWG
1 stop7h 25mWestJet
Sun 10/199:05 pmYWG - MSP
2 stops16h 24mWestJet
Deal found 9/14$203
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/65:30 pmORD - YWG
1 stop15h 31mWestJet
Sun 10/128:30 amYWG - ORD
1 stop8h 13mWestJet
Deal found 9/14$208
This Vliegwinkel deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:30 pmORD - YWG
1 stop29h 40mWestJet
Sun 10/128:30 amYWG - ORD
1 stop8h 13mWestJet
Deal found 9/15$211
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:30 pmORD - YWG
1 stop18h 11mWestJet
Sun 10/128:30 amYWG - ORD
1 stop8h 13mWestJet
Deal found 9/15$215
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:30 pmORD - YWG
2 stops17h 56mWestJet
Fri 10/178:30 amYWG - ORD
1 stop8h 13mWestJet
Deal found 9/14$216

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 2,558,603 searches. Data last updated September 15, 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 10/8

2:00 pm-9:25 pm

1 stop7h 25m

Winnipeg

Wed 10/15

6:30 am-1:09 pm

1 stop6h 39m

$175

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Tue 10/28

12:15 pm-9:09 pm

1 stop8h 54m

Winnipeg

Tue 11/4

9:05 am-2:08 pm

1 stop5h 03m

$187

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sun 10/5

8:05 pm-11:10 pm

2 stops27h 05m

Winnipeg

Wed 10/8

6:30 am-1:09 pm

1 stop6h 39m

$198

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Wed 10/15

2:00 pm-9:25 pm

1 stop7h 25m

Winnipeg

Sun 10/19

9:05 pm-1:29 pm

2 stops16h 24m

$203

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 10/25

2:00 pm-9:25 pm

1 stop7h 25m

Winnipeg

Wed 10/29

9:00 pm-3:15 pm

2 stops18h 15m

$207

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 10/17

3:00 pm-12:30 am

2 stops9h 30m

Winnipeg

Mon 10/20

4:35 pm-6:33 pm

1 stop25h 58m

$208

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 10/9

5:30 pm-9:01 am

1 stop15h 31m

Winnipeg

Sun 10/12

8:30 am-4:43 pm

1 stop8h 13m

$208

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 10/16

5:30 pm-11:41 am

1 stop18h 11m

Winnipeg

Fri 10/24

8:30 am-4:43 pm

1 stop8h 13m

$232

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 10/10

5:30 pm-11:41 am

1 stop18h 11m

Winnipeg

Wed 10/15

9:05 pm-4:43 pm

1 stop19h 38m

$241

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 10/10

5:30 pm-5:40 pm

1 stop24h 10m

Winnipeg

Mon 10/13

9:00 am-11:44 pm

1 stop14h 44m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 47 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

What is the cheapest time of day to fly from WI to YWG?

Find hourly flight availability from Wisconsin to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Wisconsin to Winnipeg, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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?

    Winnipeg (YWG) is the airport you will fly into if you book a flight from Wisconsin to Winnipeg. It is only a 4.6 mi journey from Winnipeg (YWG) to Winnipeg’s city center.

  • How long is the flight from Wisconsin to Winnipeg?

    For as low as $499, WestJet can have you in Winnipeg from Wisconsin in 6h 12m. Airlines will cover a distance of 313 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Wisconsin to Winnipeg?

    When deciding which route to take from Wisconsin to Winnipeg consider Chicago O'Hare Intl - Winnipeg, Minneapolis St Paul - Winnipeg or Madison Truax Field - Winnipeg as they are the most popular.

  • 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, August is the cheapest month in which you can book a flight from Wisconsin to Winnipeg (average of $358). Flying from Wisconsin to Winnipeg in December is currently the most expensive (average of $501). 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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Alternative routes for Wisconsin to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Wisconsin to Winnipeg

Discover the top airline that operate flights from Wisconsin to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$282Average$659FlexibilityNo cancel feeOn-timeN/A

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