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$92+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
mar 6 — mar 131
fre 3/6
fre 3/13
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 februari 4, 2026.

This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mån 5/255:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
fre 5/297:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 2/2$235
This oojo deal was found by Cheapflights users on 2/3. 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.
fre 4/174:45 pm
MSP
-
YWG
2 stops19h 07m
WestJet
mån 4/209:05 am
YWG
-
MSP
1 stop5h 03m
WestJet
Deal found 2/3$245
This oojo deal was found by Cheapflights users on 2/1. 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.
sön 4/262:55 pm
MSP
-
YWG
2 stops10h 00m
WestJet
sön 5/36:00 am
YWG
-
MSP
2 stops8h 05m
WestJet
Deal found 2/1$247
This oojo deal was found by Cheapflights users on 2/2. 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.
fre 5/12:55 pm
MSP
-
YWG
2 stops10h 00m
WestJet
sön 5/37:00 am
YWG
-
MSP
1 stop7h 05m
WestJet
Deal found 2/2$252
This FlightHub deal was found by Cheapflights users on 2/3. 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.
tors 4/212:15 pm
MSP
-
YWG
1 stop9h 56m
WestJet
mån 4/139:05 am
YWG
-
MSP
1 stop5h 03m
WestJet
Deal found 2/3$253
This oojo deal was found by Cheapflights users on 2/1. 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.
ons 3/184:45 pm
MSP
-
YWG
2 stops19h 07m
WestJet
ons 3/256:15 am
YWG
-
MSP
2 stops8h 48m
WestJet
Deal found 2/1$264
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
mån 5/255:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
fre 5/299:05 pm
YWG
-
ORD
2 stops17h 10m
Multiple Airlines
Deal found 2/2$283
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
tis 4/214:28 pm
ORD
-
YWG
1 stop22h 41m
Multiple Airlines
tis 5/59:05 pm
YWG
-
ORD
2 stops13h 39m
Multiple Airlines
Deal found 2/2$295
This FlightHub deal was found by Cheapflights users on 2/2. 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.
fre 6/55:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
sön 6/77:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 2/2$323
This Trip.com deal was found by Cheapflights users on 2/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tis 6/165:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
tis 6/238:30 am
YWG
-
ORD
1 stop8h 13m
WestJet
Deal found 2/2$324
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
ons 3/412:44 pm
ORD
-
YWG
2 stops30h 51m
Multiple Airlines
ons 3/117:30 am
YWG
-
ORD
1 stop10h 27m
Multiple Airlines
Deal found 2/2$326
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
tors 3/54:42 pm
ORD
-
YWG
1 stop22h 27m
Multiple Airlines
mån 3/98:00 am
YWG
-
ORD
1 stop26h 36m
Multiple Airlines
Deal found 2/3$337

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 februari 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Trip.com)

One-way from

$92
(oojo)
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 februari 4, 2026.
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

fre 5/29

2:55 pm-12:55 am

2 stops10h 00m

Winnipeg

sön 5/31

6:00 am-2:05 pm

2 stops8h 05m

$247

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

sön 4/26

2:55 pm-9:20 pm

1 stop6h 25m

Winnipeg

sön 5/3

6:00 am-2:05 pm

2 stops8h 05m

$249

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

fre 5/1

2:55 pm-12:55 am

2 stops10h 00m

Winnipeg

sön 5/3

7:00 am-2:05 pm

1 stop7h 05m

$252

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

tors 5/7

2:55 pm-12:55 am

2 stops10h 00m

Winnipeg

sön 5/10

7:00 am-2:05 pm

1 stop7h 05m

$252

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

fre 4/17

4:45 pm-11:52 am

2 stops19h 07m

Winnipeg

mån 4/20

9:00 pm-2:08 pm

2 stops17h 08m

$266

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

tors 6/4

2:55 pm-12:55 am

2 stops10h 00m

Winnipeg

lör 6/6

7:00 am-1:25 pm

1 stop6h 25m

$281

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

lör 3/28

4:45 pm-3:20 pm

2 stops22h 35m

Winnipeg

mån 3/30

9:05 am-3:03 pm

1 stop5h 58m

$309

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

sön 3/8

12:15 pm-9:13 pm

1 stop8h 58m

Winnipeg

tis 3/10

6:45 am-1:06 pm

1 stop6h 21m

$323

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

fre 6/5

5:30 pm-12:55 am

1 stop7h 25m

Winnipeg

sön 6/7

7:00 am-4:40 pm

1 stop9h 40m

$334

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

fre 3/6

5:05 am-12:40 am

2 stops19h 35m

Winnipeg

mån 3/9

8:00 am-11:47 pm

1 stop15h 47m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 58 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?

    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 $427, WestJet can have you in Winnipeg from Wisconsin in 4h 31m. 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 Chicago O'Hare Intl - Winnipeg, Minneapolis St Paul - 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

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Alternative routes for Wisconsin to Winnipeg

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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 februari 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$191Average$361FlexibilityNo cancel feeOn-timeN/A

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