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$154+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
Jun 26 — Jul 31
Fri 6/26
Fri 7/3
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 May 27, 2026.

This oojo deal was found by Cheapflights users on 5/22. 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 10/143:50 pm
MSP
-
YWG
1 stop23h 55m
WestJet
Wed 10/217:00 am
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 5/22$338
This Trip.com deal was found by Cheapflights users on 5/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/73:05 pm
MSP
-
YWG
1 stop7h 05m
WestJet
Mon 9/146:00 am
YWG
-
MSP
1 stop8h 05m
WestJet
Deal found 5/24$344
This FlightHub deal was found by Cheapflights users on 5/22. 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 7/303:50 pm
MSP
-
YWG
1 stop23h 55m
WestJet
Tue 8/412:15 pm
YWG
-
MSP
1 stop6h 15m
WestJet
Deal found 5/22$357
This Kiwi.com deal was found by Cheapflights users on 5/22. 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.
Thu 6/258:15 pm
MSP
-
YWG
2 stops21h 10m
WestJet
Tue 6/307:00 am
YWG
-
MSP
1 stop6h 25m
WestJet
Deal found 5/22$368
This Kiwi.com deal was found by Cheapflights users on 5/22. 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.
Thu 6/118:15 pm
MSP
-
YWG
1 stop25h 10m
WestJet
Sat 6/208:30 pm
YWG
-
MSP
1 stop22h 00m
WestJet
Deal found 5/22$369
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Thu 10/155:30 pm
ORD
-
YWG
1 stop7h 25m
WestJet
Sun 10/187:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 5/26$400
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Sat 9/1211:15 am
YWG
-
ORD
2 stops23h 45m
Multiple Airlines
Deal found 5/25$427
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:30 pm
ORD
-
YWG
1 stop7h 25m
Multiple Airlines
Sun 9/2011:15 am
YWG
-
ORD
2 stops23h 45m
Multiple Airlines
Deal found 5/24$436
This Mytrip deal was found by Cheapflights users on 5/24. 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.
Thu 7/97:25 am
ORD
-
YWG
1 stop9h 00m
Multiple Airlines
Mon 7/138:10 pm
YWG
-
ORD
3 stops23h 55m
Multiple Airlines
Deal found 5/24$449
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Thu 10/157:00 am
ORD
-
YWG
2 stops10h 58m
Multiple Airlines
Sun 10/187:00 am
YWG
-
ORD
1 stop9h 40m
Multiple Airlines
Deal found 5/26$452
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am
ORD
-
YWG
2 stops10h 58m
Multiple Airlines
Mon 10/197:00 am
YWG
-
ORD
1 stop9h 40m
Multiple Airlines
Deal found 5/24$453
This oojo deal was found by Cheapflights users on 5/24. 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.
Thu 10/155:30 pm
ORD
-
YWG
1 stop18h 45m
WestJet
Mon 10/197:00 am
YWG
-
ORD
1 stop9h 40m
WestJet
Deal found 5/24$478

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 May 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$344
(Trip.com)

One-way from

$154
(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 May 27, 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 7/10

3:50 pm-12:55 am

2 stops9h 05m

Winnipeg

Fri 7/17

6:00 am-2:05 pm

1 stop8h 05m

$526

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 6/25

3:15 pm-4:51 pm

Nonstop1h 36m

Winnipeg

Tue 6/30

7:00 am-1:25 pm

1 stop6h 25m

$570

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 9/17

7:00 am-5:58 pm

2 stops10h 58m

Winnipeg

Mon 9/21

9:20 am-4:18 pm

1 stop6h 58m

$601

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sat 9/19

7:00 am-5:58 pm

2 stops10h 58m

Winnipeg

Mon 9/21

9:20 am-3:55 pm

1 stop6h 35m

$628

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Tue 11/10

10:10 am-11:50 am

Nonstop1h 40m

Winnipeg

Tue 11/17

12:30 pm-2:08 pm

Nonstop1h 38m

$646
Quickest round-trip

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 6/25

10:18 am-11:56 am

Nonstop1h 38m

Winnipeg

Sun 6/28

3:54 pm-5:27 pm

Nonstop1h 33m

$646

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Mon 11/2

6:35 pm-8:16 pm

Nonstop1h 41m

Winnipeg

Mon 11/9

5:35 pm-7:15 pm

Nonstop1h 40m

$646

MinneapolisWinnipeg

MSP - YWG

MSPYWG

Minneapolis St Paul

Thu 11/5

6:35 pm-8:16 pm

Nonstop1h 41m

Winnipeg

Mon 11/9

5:35 pm-7:15 pm

Nonstop1h 40m

$646

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 8/26

3:59 pm-11:54 am

1 stop19h 55m

Winnipeg

Thu 9/3

6:40 am-11:11 am

1 stop4h 31m

$666

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 7/20

6:59 pm-11:53 am

1 stop16h 54m

Winnipeg

Fri 7/24

7:00 am-7:31 pm

2 stops12h 31m

$667

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 53 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 $646, WestJet can have you in Winnipeg from Wisconsin in 1h 40m. Airlines will cover a distance of 394 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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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 May 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$170Average$205FlexibilityNo cancel feeOn-time69%
DeltaCheapest$188Average$615FlexibilityNo cancel feeOn-timeN/A

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