How long is the flight from Madison to Winnipeg?

Airlines like Air Canada and WestJet fly from Madison to Winnipeg in about 5h 51m. The time it takes to get you to your destination can typically vary by up to 1h 53m. Madison and Winnipeg are separated by a distance of 964 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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 MSN to YWG?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Winnipeg as you normally would.

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

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

How can I find direct flights from Madison to Winnipeg?

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

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

Yes. Cheapflights offers flight deals from Madison 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$ 933+ Cheap Flights from Madison to Winnipeg

Cheap flight deals from Madison to Winnipeg

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

Cheapest flights from Madison to Winnipeg
Explore the most affordable flight options available from Madison to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 September 2026.

Fri 2/102:49 p.m. -

1 stop7h 44m

Sat 3/108:45 a.m. -

1 stop12h 22m

Deal found 9/9C$ 933

Sat 24/1012:39 p.m. -

2 stops11h 08m

Sat 31/108:05 a.m. -

2 stops15h 02m

Deal found 9/9C$ 964

Tue 29/92:49 p.m. -

1 stop7h 44m

Thu 1/105:00 a.m. -

2 stops12h 08m

Deal found 9/9C$ 986

Fri 23/105:10 a.m. -

1 stop15h 47m

Fri 30/105:15 a.m. -

2 stops12h 53m

Deal found 8/9C$ 1,051

Fri 2/106:00 a.m. -

2 stops16h 10m

Sat 3/107:00 a.m. -

2 stops14h 19m

Deal found 8/9C$ 1,090

Tue 6/105:00 a.m. -

1 stop7h 37m

Thu 8/102:00 p.m. -

1 stop8h 35m

Deal found 10/9C$ 1,130

Find flight deals from Madison to Winnipeg

Round-trip from	C$ 933

Air Canada
2/10-3/10
2 total stops
20h 06m total
Madison to Winnipeg

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

2:49 p.m.-10:33 p.m.

1 stop7h 44m

Winnipeg

Sat 3/10

8:45 a.m.-9:07 p.m.

1 stop12h 22m

C$ 933

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 23/10

5:10 a.m.-8:57 p.m.

1 stop15h 47m

Winnipeg

Fri 30/10

5:15 a.m.-6:08 p.m.

2 stops12h 53m

C$ 1,051

Quickest round-trip

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-11:51 a.m.

1 stop5h 51m

Winnipeg

Sat 3/10

6:40 a.m.-11:20 a.m.

1 stop4h 40m

C$ 1,108

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Tue 6/10

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

1 stop7h 37m

Winnipeg

Thu 8/10

2:00 p.m.-10:35 p.m.

1 stop8h 35m

C$ 1,130

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Tue 29/9

9:02 a.m.-4:54 p.m.

1 stop7h 52m

Winnipeg

Thu 1/10

12:41 p.m.-5:57 p.m.

1 stop5h 16m

C$ 1,130

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 23/10

4:10 p.m.-10:33 p.m.

1 stop6h 23m

Winnipeg

Fri 30/10

2:15 p.m.-11:07 p.m.

1 stop8h 52m

C$ 1,130

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

2:49 p.m.-10:33 p.m.

1 stop7h 44m

Winnipeg

Sat 3/10

7:00 a.m.-1:37 p.m.

1 stop6h 37m

C$ 1,130

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Tue 29/9

8:10 a.m.-12:37 p.m.

1 stop4h 27m

Winnipeg

Thu 1/10

2:00 p.m.-9:00 p.m.

1 stop7h 00m

C$ 1,130

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Sorted by cheapest first

Best time to book a flight from Madison to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Madison with our price prediction graph.

MSN-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 Madison to Winnipeg?
Airlines like Air Canada and WestJet fly from Madison to Winnipeg in about 5h 51m. The time it takes to get you to your destination can typically vary by up to 1h 53m. Madison and Winnipeg are separated by a distance of 964 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
Can I find deals for flights from Madison to Winnipeg that include hotel bookings?
Yes. In addition to deals on Madison to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Madison to Winnipeg?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Winnipeg.
Can I find deals for business class flights from Madison to Winnipeg?
Yes. Cheapflights offers flight deals from Madison 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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Cheapflights helps you search for flights from Madison to Winnipeg via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Madison to Winnipeg.

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

Yes, we can. To see specific flights from Madison to Winnipeg with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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Cheap flights from Madison to Winnipeg from C$ 933

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Madison to Winnipeg

Cheapest flights from Madison to WinnipegExplore the most affordable flight options available from Madison to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 September 2026.

Explore the most affordable flight options available from Madison to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 September 2026.

Best flights from Madison to WinnipegDiscover carefully curated flight deals from Madison to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 13 September 2026.

Discover carefully curated flight deals from Madison to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 13 September 2026.

Last-minute flights from Madison to WinnipegDiscover last-minute flight deals from Madison to Winnipeg. Data last updated 13 September 2026 and is based on user searches.

Discover last-minute flight deals from Madison to Winnipeg. Data last updated 13 September 2026 and is based on user searches.

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Best time to book a flight from Madison to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Madison with our price prediction graph.

Related info for your journey

How long is the flight from Madison to Winnipeg?

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

How can I find direct flights from Madison to Winnipeg?

Can I find deals for business class flights from Madison 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 Madison to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.

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 Madison to Winnipeg by cabin class

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

Madison and Winnipeg flights

Browse other Madison and Winnipeg flight options. Last updated on 13 September 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Other flights to Winnipeg

Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 13 September 2026.

Fly with Cheapflights

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

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

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

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

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Book with Flexibility

Travel Smart

Cheapest flights from Madison to Winnipeg
Explore the most affordable flight options available from Madison to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 September 2026.

Best flights from Madison to Winnipeg
Discover carefully curated flight deals from Madison to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 13 September 2026.

Last-minute flights from Madison to Winnipeg
Discover last-minute flight deals from Madison to Winnipeg. Data last updated 13 September 2026 and is based on user searches.