How long is the flight from Milwaukee to Winnipeg?

There are many flights that can get you from Milwaukee to Winnipeg in 19h 14m. Fly via WestJet to get the fastest option. There are 1051 km between Milwaukee and Winnipeg.

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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

When flying from Milwaukee to Winnipeg, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

C$ 481+ Cheap Flights from Milwaukee to Winnipeg

Cheap flight deals from Milwaukee to Winnipeg

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 2026.

Sat 24/109:35 a.m. -

2 stops10h 45m

Sat 31/108:55 p.m. -

2 stops25h 18m

Deal found 9/9C$ 987

Fri 30/106:30 a.m. -

2 stops19h 14m

Sun 1/117:55 p.m. -

2 stops25h 18m

Deal found 9/9C$ 1,013

Mon 26/106:47 p.m. -

2 stops29h 57m

Wed 28/109:35 a.m. -

2 stops11h 49m

Deal found 6/9C$ 1,051

Fri 23/105:45 p.m. -

2 stops26h 15m

Fri 30/108:05 p.m. -

2 stops14h 08m

Deal found 8/9C$ 1,071

Find flight deals from Milwaukee to Winnipeg

Round-trip from	C$ 987
One-way from	C$ 481

WestJet
24/10-31/10
4 total stops
36h 03m total
Milwaukee to Winnipeg

Search Deals

29/9-31/12
3 total stops
42h 17m total
Milwaukee to Winnipeg

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Milwaukee to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeWinnipeg

MKE Milwaukee-Mitchell - YWG Winnipeg

MKEYWG

Milwaukee-Mitchell

Tue 29/9

3:03 p.m.-9:20 a.m.

3 stops42h 17m

Winnipeg

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 481

Quickest round-trip

MilwaukeeWinnipeg

MKE Milwaukee-Mitchell - YWG Winnipeg

MKEYWG

Milwaukee-Mitchell

Tue 29/9

5:00 a.m.-12:37 p.m.

1 stop7h 37m

Winnipeg

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 529

MilwaukeeWinnipeg

MKE Milwaukee-Mitchell - YWG Winnipeg

MKEYWG

Milwaukee-Mitchell

Fri 30/10

6:30 a.m.-1:44 a.m.

2 stops19h 14m

Winnipeg

Sun 1/11

7:55 p.m.-7:30 p.m.

2 stops23h 35m

C$ 1,013

MilwaukeeWinnipeg

MKE Milwaukee-Mitchell - YWG Winnipeg

MKEYWG

Milwaukee-Mitchell

Tue 12/1

2:36 p.m.-10:33 p.m.

1 stop7h 57m

Winnipeg

Wed 13/1

7:00 a.m.-11:55 a.m.

1 stop4h 55m

C$ 1,132

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Sorted by cheapest first

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.

MKE-YWG

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.

Related info for your journey

How long is the flight from Milwaukee to Winnipeg?
There are many flights that can get you from Milwaukee to Winnipeg in 19h 14m. Fly via WestJet 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.

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Cheap flights from Milwaukee to Winnipeg from C$ 481

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/9. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Milwaukee to Winnipeg

Cheapest flights from Milwaukee to WinnipegExplore 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 2026.

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 2026.

Best flights from Milwaukee to WinnipegDiscover carefully curated flight deals from Milwaukee to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 11 September 2026.

Discover carefully curated flight deals from Milwaukee to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 11 September 2026.

Last-minute flights from Milwaukee to WinnipegDiscover last-minute flight deals from Milwaukee to Winnipeg. Data last updated 11 September 2026 and is based on user searches.

Discover last-minute flight deals from Milwaukee to Winnipeg. Data last updated 11 September 2026 and is based on user searches.

One-way flights from Milwaukee to WinnipegSearch for one-way flight options from Milwaukee to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 11 September 2026.

Search for one-way flight options from Milwaukee to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 11 September 2026.

Find flight deals from Milwaukee to Winnipeg

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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.

Related info for your journey

How long is the flight from Milwaukee to Winnipeg?

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

How can I find direct flights from Milwaukee to Winnipeg?

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

Travelling to a place near Winnipeg?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Milwaukee to Winnipeg

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Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Manitoba

Book a non-stop flight to one of these other cities located in Manitoba.

Search flights from Milwaukee to Winnipeg by cabin class

Find flights from Milwaukee to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Milwaukee and Winnipeg flights

Browse other Milwaukee and Winnipeg flight options. Last updated on 11 September 2026.

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Other flights to Winnipeg

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

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

Can Cheapflights notify me if prices for flights from Milwaukee to Winnipeg become cheaper?

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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 2026.

Best flights from Milwaukee to Winnipeg
Discover carefully curated flight deals from Milwaukee to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 11 September 2026.

Last-minute flights from Milwaukee to Winnipeg
Discover last-minute flight deals from Milwaukee to Winnipeg. Data last updated 11 September 2026 and is based on user searches.

One-way flights from Milwaukee to Winnipeg
Search for one-way flight options from Milwaukee to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 11 September 2026.