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Cheap flights from Madison to Winnipeg from C$ 423

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Winnipeg departing on 10/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Madison to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:05 a.m. - 3:08 p.m.
MSN
-
YWG
9h 03m
1 stop
WestJet Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 982WestJet
Mon, 10 Aug - Tue, 1 Sep
WestJet Logo
6:05 a.m. - 3:08 p.m.
MSN
-
YWG
9h 03m
1 stop
WestJet Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 993WestJet
Mon, 10 Aug - Tue, 1 Sep
Delta Logo
6:05 a.m. - 11:54 a.m.
MSN
-
YWG
5h 49m
1 stop
Delta Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 1,011Delta
Wed, 12 Aug - Mon, 31 Aug
Delta Logo
6:16 p.m. - 11:30 p.m.
MSN
-
YWG
5h 14m
1 stop
Delta Logo
6:40 a.m. - 12:47 p.m.
YWG
-
MSN
6h 07m
2 stops
C$ 1,026Delta
Sun, 9 Aug - Tue, 1 Sep
United Airlines Logo
5:00 a.m. - 11:52 a.m.
MSN
-
YWG
6h 52m
1 stop
United Airlines Logo
7:00 a.m. - 2:59 p.m.
YWG
-
MSN
7h 59m
1 stop
C$ 1,027United Airlines
Sat, 8 Aug - Tue, 1 Sep
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
6:00 a.m. - 11:00 p.m.
YWG
-
MSN
17h 00m
2 stops
C$ 1,030WestJet
Mon, 10 Aug - Mon, 31 Aug
Air Canada Logo
5:45 p.m. - 11:15 a.m.
MSN
-
YWG
17h 30m
2 stops
Air Canada Logo
8:45 a.m. - 9:16 p.m.
YWG
-
MSN
12h 31m
1 stop
C$ 1,033Air Canada
Sat, 18 Jul - Fri, 24 Jul
WestJet Logo
6:05 a.m. - 11:54 a.m.
MSN
-
YWG
5h 49m
1 stop
WestJet Logo
7:00 a.m. - 11:00 p.m.
YWG
-
MSN
16h 00m
2 stops
C$ 1,040WestJet
Mon, 10 Aug - Mon, 31 Aug
Delta Logo
6:16 p.m. - 11:30 p.m.
MSN
-
YWG
5h 14m
1 stop
Delta Logo
6:40 a.m. - 12:47 p.m.
YWG
-
MSN
6h 07m
2 stops
C$ 1,041Delta
Sun, 9 Aug - Tue, 1 Sep
WestJet Logo
6:05 a.m. - 10:10 p.m.
MSN
-
YWG
16h 05m
2 stops
WestJet Logo
6:00 a.m. - 11:00 p.m.
YWG
-
MSN
17h 00m
2 stops
C$ 1,043WestJet
Mon, 10 Aug - Mon, 31 Aug

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Air Canada flights from Madison to Winnipeg

Our best Air Canada deals on Madison to Winnipeg flight tickets
Air Canada
18 Jul
MSN5:45 p.m.Madison Truax Field
17h 30m
2 stops
YWG11:15 a.m.Winnipeg
24 Jul
YWG8:45 a.m.Winnipeg
12h 31m
1 stop
MSN9:16 p.m.Madison Truax Field
C$ 1,033
Air Canada
7 Jul
MSN5:45 p.m.Madison Truax Field
4h 53m
1 stop
YWG10:38 p.m.Winnipeg
11 Jul
YWG8:45 a.m.Winnipeg
12h 31m
1 stop
MSN9:16 p.m.Madison Truax Field
C$ 1,048
Air Canada
10 Jul
MSN5:45 p.m.Madison Truax Field
4h 53m
1 stop
YWG10:38 p.m.Winnipeg
16 Jul
YWG5:00 a.m.Winnipeg
12h 10m
2 stops
MSN5:10 p.m.Madison Truax Field
C$ 1,101

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
8 Aug
MSN5:00 a.m.Madison Truax Field
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
1 Sep
YWG7:00 a.m.Winnipeg
7h 59m
1 stop
MSN2:59 p.m.Madison Truax Field
C$ 1,027
United Airlines
19 Jul
MSN5:45 p.m.Madison Truax Field
4h 53m
1 stop
YWG10:38 p.m.Winnipeg
26 Jul
YWG8:45 a.m.Winnipeg
15h 14m
1 stop
MSN11:59 p.m.Madison Truax Field
C$ 1,138
United Airlines
13 Jul
MSN5:00 a.m.Madison Truax Field
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
20 Jul
YWG7:00 a.m.Winnipeg
11h 57m
1 stop
MSN6:57 p.m.Madison Truax Field
C$ 1,154

momondo Fare Finder

 
Customize your flight search to find flights from Madison 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, momondo users made 96,600 searches. Data last updated 25 June 2026.
Use the filters below to find and compare flights from Madison to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 10/8

6:05 a.m.-3:08 p.m.

1 stop9h 03m

Winnipeg

Tue 1/9

5:42 p.m.-11:00 p.m.

1 stop5h 18m

C$ 982

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 10/8

6:05 a.m.-3:08 p.m.

1 stop9h 03m

Winnipeg

Tue 1/9

5:42 p.m.-11:00 p.m.

1 stop5h 18m

C$ 993
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 12/8

6:05 a.m.-11:54 a.m.

1 stop5h 49m

Winnipeg

Mon 31/8

5:42 p.m.-11:00 p.m.

1 stop5h 18m

C$ 1,011

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 9/8

6:16 p.m.-11:30 p.m.

1 stop5h 14m

Winnipeg

Tue 1/9

6:40 a.m.-12:47 p.m.

2 stops6h 07m

C$ 1,026

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 8/8

5:00 a.m.-11:52 a.m.

1 stop6h 52m

Winnipeg

Tue 1/9

7:00 a.m.-2:59 p.m.

1 stop7h 59m

C$ 1,027

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 10/8

1:35 p.m.-12:55 a.m.

2 stops11h 20m

Winnipeg

Mon 31/8

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

2 stops17h 00m

C$ 1,030

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 18/7

5:45 p.m.-11:15 a.m.

2 stops17h 30m

Winnipeg

Fri 24/7

8:45 a.m.-9:16 p.m.

1 stop12h 31m

C$ 1,033

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 10/8

6:05 a.m.-11:54 a.m.

1 stop5h 49m

Winnipeg

Mon 31/8

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

2 stops16h 00m

C$ 1,040

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 9/8

6:16 p.m.-11:30 p.m.

1 stop5h 14m

Winnipeg

Tue 1/9

6:40 a.m.-12:47 p.m.

2 stops6h 07m

C$ 1,041

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 10/8

6:05 a.m.-10:10 p.m.

2 stops16h 05m

Winnipeg

Mon 31/8

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

2 stops17h 00m

C$ 1,043

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Madison to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Madison Truax Field to Winnipeg?

United Airlines and Delta are the most popular carriers operating from Madison Truax Field to Winnipeg

When to book flights from Madison to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Madison to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Madison to Winnipeg (MSN to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Winnipeg

Fastest flight time

5h 11m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 5h 11m
There are no direct flights from Madison to Winnipeg. There are no popular flight routes from Madison to Winnipeg.
Search flight deals

Frequently asked questions about flying from Madison to Winnipeg

  • How far is Madison Truax Field to Winnipeg by plane?

    Madison Truax Field and Winnipeg are 960.1 km apart from one another. Flights usually cover this in 5h 11m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Madison Truax Field Airport to Winnipeg Airport?

    Prices for flights from Madison Truax Field Airport to Winnipeg Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Madison Truax Field Airport to Winnipeg Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Madison Truax Field Airport to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The necessary travel and health documents for your Winnipeg Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden
Selkirk
Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Winnipeg?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from Madison.

Can I find flights from Madison to Winnipeg with flexible booking policies on momondo?

Yes. All flights to Winnipeg from Madison on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Madison to Winnipeg?

Once you have performed a search for Madison to Winnipeg flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Madison to Winnipeg right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Madison to Winnipeg now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Winnipeg and let you know when they change.

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