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$186+ Cheap flights from Milwaukee (MKE) 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$630
(Kiwi.com)

One-way from

$186
(Kiwi.com)
From Milwaukee-Mitchell to Winnipeg
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One-way flight from Milwaukee-Mitchell to Winnipeg
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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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/222:47 pmMKE - YWG
2 stops30h 43mMultiple Airlines
Sun 10/268:00 amYWG - MKE
1 stop3h 24mMultiple Airlines
Deal found 9/10$630
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/192:53 pmMKE - YWG
1 stop8h 43mDelta
Tue 12/25:45 pmYWG - MKE
2 stops15h 45mDelta
Deal found 9/9$684
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:00 amMKE - YWG
1 stop5h 48mDelta
Thu 12/45:45 pmYWG - MKE
2 stops15h 45mDelta
Deal found 9/9$695
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:00 amMKE - YWG
1 stop5h 48mDelta
Thu 12/45:45 pmYWG - MKE
2 stops15h 45mDelta
Deal found 9/9$706
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:36 amMKE - YWG
2 stops7h 23mDelta
Fri 11/286:40 amYWG - MKE
1 stop10h 15mDelta
Deal found 9/9$730
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:00 amMKE - YWG
1 stop6h 57mUnited Airlines
Sun 11/302:20 pmYWG - MKE
1 stop6h 30mUnited Airlines
Deal found 9/9$739
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/224:52 pmMKE - YWG
2 stops6h 44mDelta
Wed 12/312:46 pmYWG - MKE
1 stop8h 35mDelta
Deal found 9/9$740

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 2,558,603 searches. Data last updated September 11, 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

Tue 11/25

11:37 am-11:36 pm

2 stops11h 59m

Winnipeg

Tue 12/2

5:45 pm-9:30 am

2 stops15h 45m

$689

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 11/19

6:00 am-11:48 am

1 stop5h 48m

Winnipeg

Thu 12/4

5:45 pm-9:30 am

2 stops15h 45m

$695

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sat 11/22

11:30 am-4:59 pm

1 stop5h 29m

Winnipeg

Tue 12/2

5:45 pm-9:30 am

2 stops15h 45m

$695

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 11/21

7:31 pm-11:36 pm

1 stop4h 05m

Winnipeg

Tue 12/2

5:45 pm-9:30 am

2 stops15h 45m

$695

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 11/24

9:10 am-4:59 pm

1 stop7h 49m

Winnipeg

Tue 12/2

5:45 pm-9:30 am

2 stops15h 45m

$695

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sun 11/23

6:00 am-11:48 am

1 stop5h 48m

Winnipeg

Thu 12/4

5:45 pm-9:30 am

2 stops15h 45m

$706

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Mon 2/2

6:00 pm-11:43 am

1 stop17h 43m

Winnipeg

Wed 2/18

5:38 pm-4:46 pm

1 stop23h 08m

$712

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 2/3

3:15 pm-11:33 pm

1 stop8h 18m

Winnipeg

Thu 2/19

12:40 pm-9:32 pm

1 stop8h 52m

$712

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 11/14

11:32 am-3:07 pm

3 stops51h 35m

$186

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Tue 10/14

1:10 pm-9:25 pm

3 stops32h 15m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, August is the cheapest month in which you can book a flight from Milwaukee to Winnipeg (average of $358). Flying from Milwaukee 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.

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

Find hourly flight availability from Milwaukee 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 11, 2025.

A simple way to save on the total cost of your ticket is to fly from Milwaukee to Winnipeg at noon. If you’re flexible enough to do this you can expect to save up to 6% on your trip compared to booking a flight in the morning.

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?

    Airlines like Delta fly from Milwaukee to Winnipeg in about 11h 59m. The time it takes to get you to your destination can typically vary by up to . The distance between Milwaukee and Winnipeg is about 653 mi.

  • 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, August is the cheapest month in which you can book a flight from Milwaukee to Winnipeg (average of $358). Flying from Milwaukee 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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