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$148+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheap 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 July 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/26. 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 9/85:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Tue 9/157:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 7/26$332
This FlightHub deal was found by Cheapflights users on 7/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:55 pm
MSP
-
YWG
1 stop6h 45m
WestJet
Thu 10/226:00 am
YWG
-
MSP
2 stops8h 05m
WestJet
Deal found 7/25$334
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:55 pm
MSP
-
YWG
1 stop6h 45m
WestJet
Sun 10/186:00 am
YWG
-
MSP
2 stops8h 05m
WestJet
Deal found 7/27$335
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/255:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Mon 9/287:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 7/23$335
This Mytrip deal was found by Cheapflights users on 7/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:40 pm
ORD
-
YWG
1 stop13h 05m
Multiple Airlines
Wed 9/167:45 am
YWG
-
ORD
1 stop12h 03m
Multiple Airlines
Deal found 7/26$343
This oojo deal was found by Cheapflights users on 7/26. 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 9/202:55 pm
MSP
-
YWG
2 stops10h 00m
WestJet
Thu 9/247:00 am
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 7/26$346
This FlightHub deal was found by Cheapflights users on 7/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:05 pm
MSP
-
YWG
1 stop7h 05m
WestJet
Sun 9/2712:15 pm
YWG
-
MSP
1 stop6h 15m
WestJet
Deal found 7/25$348
This Mytrip deal was found by Cheapflights users on 7/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:40 pm
ORD
-
YWG
1 stop15h 05m
Multiple Airlines
Tue 9/1511:15 am
YWG
-
ORD
2 stops8h 33m
Multiple Airlines
Deal found 7/24$350
This FlightHub deal was found by Cheapflights users on 7/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:55 pm
MSP
-
YWG
1 stop6h 45m
WestJet
Wed 8/197:00 am
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 7/24$352
This Justfly.com deal was found by Cheapflights users on 7/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:05 pm
MSP
-
YWG
1 stop7h 05m
WestJet
Sun 8/236:00 am
YWG
-
MSP
2 stops8h 05m
WestJet
Deal found 7/24$353
This Justfly.com deal was found by Cheapflights users on 7/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:55 pm
MSP
-
YWG
1 stop6h 45m
WestJet
Wed 9/236:00 am
YWG
-
MSP
1 stop8h 05m
WestJet
Deal found 7/24$355
This oojo deal was found by Cheapflights users on 7/24. 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.
Fri 10/232:55 pm
MSP
-
YWG
1 stop18h 25m
WestJet
Sat 10/316:15 am
YWG
-
MSP
2 stops8h 53m
WestJet
Deal found 7/24$356

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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$332
(Kiwi.com)

One-way from

$148
(Kiwi.com)
Provider with most accurate pricing for Milwaukee-Mitchell-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Winnipeg flights.
Search Deals
From Wisconsin to Winnipeg
Search Deals
One-way flight from 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 2,558,603 searches. Data last updated July 28, 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

Fri 9/18

3:05 pm-10:10 pm

1 stop7h 05m

Winnipeg

Mon 9/21

7:00 am-1:25 pm

1 stop6h 25m

$359

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 9/4

3:50 pm-12:55 am

2 stops9h 05m

Winnipeg

Tue 9/8

7:00 am-1:25 pm

1 stop6h 25m

$373

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 8/13

2:55 pm-9:40 pm

1 stop6h 45m

Winnipeg

Sun 8/16

6:00 am-2:05 pm

2 stops8h 05m

$381

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 9/4

3:05 pm-10:10 pm

1 stop7h 05m

Winnipeg

Mon 9/7

7:00 am-1:25 pm

1 stop6h 25m

$391

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Fri 9/18

6:40 am-12:55 am

2 stops18h 15m

Winnipeg

Mon 9/21

7:10 pm-6:30 pm

3 stops23h 20m

$446

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Tue 11/10

4:45 pm-9:05 am

2 stops16h 20m

Winnipeg

Tue 11/17

12:40 pm-3:08 pm

2 stops26h 28m

$461

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Tue 8/25

2:55 pm-12:55 am

2 stops10h 00m

Winnipeg

Tue 9/1

8:30 pm-2:05 pm

3 stops17h 35m

$508

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Sat 9/12

9:25 am-2:40 pm

3 stops29h 15m

Winnipeg

Tue 9/15

7:10 pm-1:25 pm

2 stops18h 15m

$535

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 9/4

5:30 pm-12:55 am

1 stop7h 25m

Winnipeg

Mon 9/7

7:00 am-4:40 pm

1 stop9h 40m

$578

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 9/9

9:45 am-10:43 am

2 stops24h 58m

Winnipeg

Wed 9/16

11:40 am-8:20 pm

2 stops8h 40m

$594

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 52 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?

    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 $715, WestJet can have you in Winnipeg from Wisconsin in 5h 52m. Airlines will cover a distance of 653 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 Minneapolis St Paul - Winnipeg, Chicago O'Hare Intl - Winnipeg or Milwaukee-Mitchell - 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.

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

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Wisconsin to Winnipeg

Discover the top 2 airlines 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$170Average$185FlexibilityNo cancel feeOn-time69%
DeltaCheapest$188Average$615FlexibilityNo cancel feeOn-timeN/A

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