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$295+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
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 julio 30, 2025.

Round-trip from

$640
(Mytrip)

One-way from

$295
(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 julio 30, 2025.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/185:34 pmMKE - YWG
3 stops25h 50mMultiple Airlines
mié. 8/203:15 pmYWG - MKE
3 stops29h 15mMultiple Airlines
Deal found 7/27$429
This United Airlines deal was found by Cheapflights users on 7/28. 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.
vie. 8/296:04 pmMKE - YWG
2 stops21h 27mUnited Airlines
dom. 8/314:25 pmYWG - MKE
1 stop24h 34mUnited Airlines
Deal found 7/28$620
This Delta deal was found by Cheapflights users on 7/28. 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.
mar. 11/186:45 amMKE - YWG
1 stop4h 53mDelta
mié. 11/195:38 pmYWG - MKE
1 stop3h 49mDelta
Deal found 7/28$729
This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/309:05 amMKE - YWG
2 stops11h 10mWestJet
vie. 10/38:35 amYWG - MKE
1 stop8h 09mWestJet
Deal found 7/28$737

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 julio 30, 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

jue. 11/20

7:02 pm-6:06 pm

2 stops23h 04m

Winnipeg

sáb. 11/22

12:20 pm-11:02 am

2 stops22h 42m

$640

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

vie. 8/29

6:00 am-3:31 pm

1 stop9h 31m

Winnipeg

dom. 8/31

4:25 pm-1:27 pm

1 stop21h 02m

$718

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

jue. 11/20

6:45 am-11:38 am

1 stop4h 53m

Winnipeg

sáb. 11/22

5:38 pm-9:27 pm

1 stop3h 49m

$750

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

jue. 11/20

6:45 am-7:12 pm

2 stops12h 27m

Winnipeg

sáb. 11/22

12:40 pm-9:27 pm

1 stop8h 47m

$752

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

sáb. 9/13

6:27 am-11:10 pm

2 stops16h 43m

$295

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

sáb. 9/13

6:00 am-3:31 pm

1 stop9h 31m

$333

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

mié. 8/13

12:13 pm-4:50 pm

1 stop4h 37m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 $497). 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 julio 30, 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.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated julio 30, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and WestJet from Milwaukee to Winnipeg. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,975 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Milwaukee to Winnipeg round-trip?

    United Airlines, at $718, was found to be the cheapest airline from Milwaukee to Winnipeg.Alternate airlines to your destination round-trip include Delta and WestJet.

  • 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 $497). 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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