Find flights
When to book
Airlines
FAQs

Cheap flights from Milwaukee to Winnipeg from C$ 407

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 13/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YWG
4 Aug — 11 Aug1
1 adult

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 30 July 2025.

Round-trip from

C$ 883

One-way from

C$ 407
20/11-22/11
  • 20/11-22/11
  • 4 total stops
  • 45h 46m total
  • Milwaukee to Winnipeg
Search Deals
13/9
  • 13/9
  • 2 total stops
  • 16h 43m 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 30 July 2025.

Thu 20/117:02 p.m.MKE - YWG
2 stops23h 04mMultiple Airlines
Sat 22/1112:20 p.m.YWG - MKE
2 stops22h 42mMultiple Airlines
Deal found 30/7C$ 883
Fri 29/86:00 a.m.MKE - YWG
1 stop9h 31mUnited Airlines
Sun 31/84:25 p.m.YWG - MKE
1 stop21h 02mUnited Airlines
Deal found 29/7C$ 990
Thu 20/116:45 a.m.MKE - YWG
1 stop4h 53mDelta
Sat 22/115:38 p.m.YWG - MKE
1 stop3h 49mDelta
Deal found 30/7C$ 1,035
Thu 20/116:45 a.m.MKE - YWG
2 stops12h 27mWestJet
Sat 22/1112:40 p.m.YWG - MKE
1 stop8h 47mWestJet
Deal found 30/7C$ 1,037

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 30 July 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

Thu 20/11

7:02 p.m.-6:06 p.m.

2 stops23h 04m

Winnipeg

Sat 22/11

12:20 p.m.-11:02 a.m.

2 stops22h 42m

C$ 883

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Fri 29/8

6:00 a.m.-3:31 p.m.

1 stop9h 31m

Winnipeg

Sun 31/8

4:25 p.m.-1:27 p.m.

1 stop21h 02m

C$ 990

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Thu 20/11

6:45 a.m.-11:38 a.m.

1 stop4h 53m

Winnipeg

Sat 22/11

5:38 p.m.-9:27 p.m.

1 stop3h 49m

C$ 1,035

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Thu 20/11

6:45 a.m.-7:12 p.m.

2 stops12h 27m

Winnipeg

Sat 22/11

12:40 p.m.-9:27 p.m.

1 stop8h 47m

C$ 1,037

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sat 13/9

6:27 a.m.-11:10 p.m.

2 stops16h 43m

C$ 407

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Sat 13/9

6:00 a.m.-3:31 p.m.

1 stop9h 31m

C$ 459

MilwaukeeWinnipeg

MKE - YWG

MKEYWG

Milwaukee-Mitchell

Wed 13/8

12:13 p.m.-4:50 p.m.

1 stop4h 37m

C$ 643

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/7

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.

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 30 July 2025.
Read through reviews of airlines operating flights from Milwaukee to Winnipeg, such as Delta,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

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
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

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
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

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
Check prices

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

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?

    According to our current data, United Airlines (C$ 990), Delta (C$ 1,035), and WestJet (C$ 1,037) offers the cheapest pricing from Milwaukee to 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Milwaukee to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Winnipeg flights
Minneapolis to Winnipeg flights
Duluth to Winnipeg flights
Wausau to Winnipeg flights
Madison to Winnipeg flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Milwaukee to Winnipeg?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Winnipeg from Milwaukee today with Cheapflights!

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.