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Cheap flights from Milwaukee to Winnipeg from C$ 453

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 14/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Milwaukee to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 11 September 2025.

Round-trip from

C$ 873

One-way from

C$ 453
WestJet
  • WestJet
  • 22/10-26/10
  • 3 total stops
  • 34h 07m total
  • Milwaukee to Winnipeg
Search Deals
WestJet
  • WestJet
  • 14/10
  • 3 total stops
  • 32h 15m total
  • Milwaukee to Winnipeg
Search Deals

Find flight deals from Milwaukee to Winnipeg

Cheapest flights from Milwaukee to Winnipeg
Explore the most affordable flight options available from Milwaukee to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Wed 22/102:47 p.m.MKE - YWG
2 stops30h 43mMultiple Airlines
Sun 26/108:00 a.m.YWG - MKE
1 stop3h 24mMultiple Airlines
Deal found 10/9C$ 873
Wed 22/109:14 a.m.MKE - YWG
1 stop7h 36mDelta
Sun 26/106:40 a.m.YWG - MKE
1 stop7h 35mDelta
Deal found 10/9C$ 987

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 11 September 2025.
Use the filters below to find and compare flights from Milwaukee to Winnipeg that are best for you.

Fly from

Milwaukee

Fly to

Winnipeg

Route

Depart

Return

Price

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 2/2

6:00 p.m.-11:43 a.m.

1 stop17h 43m

Winnipeg

Wed 18/2

5:38 p.m.-4:46 p.m.

1 stop23h 08m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 3/2

3:15 p.m.-11:33 p.m.

1 stop8h 18m

Winnipeg

Thu 19/2

12:40 p.m.-9:32 p.m.

1 stop8h 52m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 3/2

3:15 p.m.-11:33 p.m.

1 stop8h 18m

Winnipeg

Mon 16/2

5:38 p.m.-10:11 a.m.

1 stop16h 33m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 2/2

6:00 p.m.-11:43 a.m.

1 stop17h 43m

Winnipeg

Mon 16/2

5:38 p.m.-10:11 a.m.

1 stop16h 33m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 22/10

9:14 a.m.-4:50 p.m.

1 stop7h 36m

Winnipeg

Sun 26/10

6:40 a.m.-2:15 p.m.

1 stop7h 35m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 4/2

6:45 a.m.-5:00 p.m.

1 stop10h 15m

Winnipeg

Fri 20/2

12:40 p.m.-9:32 p.m.

1 stop8h 52m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 2/2

6:00 p.m.-11:43 a.m.

1 stop17h 43m

Winnipeg

Fri 20/2

5:38 p.m.-2:13 p.m.

1 stop20h 35m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 3/2

6:00 p.m.-11:43 a.m.

1 stop17h 43m

Winnipeg

Fri 20/2

5:38 p.m.-4:46 p.m.

1 stop23h 08m

C$ 987

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 10/3

6:45 a.m.-11:43 a.m.

1 stop4h 58m

Winnipeg

Wed 11/3

12:40 p.m.-4:46 p.m.

1 stop4h 06m

C$ 1,009

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 4/2

7:00 a.m.-5:00 p.m.

2 stops10h 00m

Winnipeg

Thu 19/2

12:40 p.m.-9:32 p.m.

1 stop8h 52m

C$ 1,012

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 13 results
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Best time to book a flight from Milwaukee to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Milwaukee 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 Milwaukee to Winnipeg

What is the cheapest month to book a flight from Milwaukee to Winnipeg?

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Winnipeg (average of C$ 123). Flying from Milwaukee to Winnipeg in July is currently the most expensive (average of C$ 232). 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.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milwaukee to Winnipeg?

    There are many flights that can get you from Milwaukee to Winnipeg in 17h 43m. Fly via Delta to get the fastest option. There are 1051 km between Milwaukee and Winnipeg.

  • Can I find deals for flights from Milwaukee to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Winnipeg.

  • Can I find deals for business class flights from Milwaukee to Winnipeg?

    Yes. Cheapflights offers flight deals from Milwaukee 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 Milwaukee to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Winnipeg (average of C$ 123). Flying from Milwaukee to Winnipeg in July is currently the most expensive (average of C$ 232). 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

Travelling to a place near Winnipeg?

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

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Alternative routes for Milwaukee to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Milwaukee to Winnipeg?

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

Cheapflights helps you find that perfect flight to Winnipeg from Milwaukee by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Milwaukee to Winnipeg with no change fees?

Need flexible booking options for your flight to Winnipeg from Milwaukee? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Milwaukee 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!

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