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Cheap flights from Madison to Winnipeg from C$ 811

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Winnipeg departing on 19/9. 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
9:02 a.m. - 3:08 p.m.MSN  Madison Truax Field-YWG Winnipeg
6h 06m1 stop Minneapolis St Paul
WestJet Logo
5:44 p.m. - 10:34 p.m.YWG  Winnipeg-MSN Madison Truax Field
4h 50m1 stop Minneapolis St Paul
C$ 811WestJet
Sat, 19 Sep - Sat, 26 Sep
WestJet Logo
7:05 a.m. - 8:20 p.m.MSN  Madison Truax Field-YWG Winnipeg
13h 15m2 stops Detroit Metropolitan Wayne County Toronto Pearson Intl
WestJet Logo
10:45 a.m. - 8:52 a.m.YWG  Winnipeg-MSN Madison Truax Field
22h 07m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
C$ 812WestJet
Sat, 19 Sep - Sat, 26 Sep
WestJet Logo
6:00 a.m. - 4:54 p.m.MSN  Madison Truax Field-YWG Winnipeg
10h 54m1 stop Minneapolis St Paul
WestJet Logo
3:58 p.m. - 10:34 p.m.YWG  Winnipeg-MSN Madison Truax Field
6h 36m1 stop Minneapolis St Paul
C$ 818WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 4:54 p.m.MSN  Madison Truax Field-YWG Winnipeg
10h 54m1 stop Minneapolis St Paul
WestJet Logo
6:00 a.m. - 9:19 p.m.YWG  Winnipeg-MSN Madison Truax Field
15h 19m2 stops Calgary Detroit Metropolitan Wayne County
C$ 819WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 10:10 p.m.MSN  Madison Truax Field-YWG Winnipeg
16h 10m2 stops Minneapolis St Paul Calgary
WestJet Logo
6:00 a.m. - 9:19 p.m.YWG  Winnipeg-MSN Madison Truax Field
15h 19m2 stops Calgary Detroit Metropolitan Wayne County
C$ 822WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 4:54 p.m.MSN  Madison Truax Field-YWG Winnipeg
10h 54m1 stop Minneapolis St Paul
WestJet Logo
5:44 p.m. - 10:34 p.m.YWG  Winnipeg-MSN Madison Truax Field
4h 50m1 stop Minneapolis St Paul
C$ 849WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 3:08 p.m.MSN  Madison Truax Field-YWG Winnipeg
9h 08m1 stop Minneapolis St Paul
WestJet Logo
7:00 a.m. - 9:19 p.m.YWG  Winnipeg-MSN Madison Truax Field
14h 19m2 stops Calgary Detroit Metropolitan Wayne County
C$ 856WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 3:08 p.m.MSN  Madison Truax Field-YWG Winnipeg
9h 08m1 stop Minneapolis St Paul
WestJet Logo
7:00 a.m. - 9:19 p.m.YWG  Winnipeg-MSN Madison Truax Field
14h 19m2 stops Calgary Detroit Metropolitan Wayne County
C$ 857WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 10:10 p.m.MSN  Madison Truax Field-YWG Winnipeg
16h 10m2 stops Minneapolis St Paul Calgary
WestJet Logo
3:58 p.m. - 10:34 p.m.YWG  Winnipeg-MSN Madison Truax Field
6h 36m1 stop Minneapolis St Paul
C$ 858WestJet
Fri, 2 Oct - Sat, 3 Oct
WestJet Logo
6:00 a.m. - 10:10 p.m.MSN  Madison Truax Field-YWG Winnipeg
16h 10m2 stops Minneapolis St Paul Calgary
WestJet Logo
10:45 a.m. - 9:19 p.m.YWG  Winnipeg-MSN Madison Truax Field
10h 34m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
C$ 860WestJet
Fri, 2 Oct - Sat, 3 Oct

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WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
19 Sep
MSN9:02 a.m.Madison Truax Field
6h 06m
1 stop
YWG3:08 p.m.Winnipeg
26 Sep
YWG5:44 p.m.Winnipeg
4h 50m
1 stop
MSN10:34 p.m.Madison Truax Field
C$ 811
WestJet
19 Sep
MSN7:05 a.m.Madison Truax Field
13h 15m
2 stops
YWG8:20 p.m.Winnipeg
26 Sep
YWG10:45 a.m.Winnipeg
22h 07m
2 stops
MSN8:52 a.m.Madison Truax Field
C$ 812
WestJet
2 Oct
MSN6:00 a.m.Madison Truax Field
10h 54m
1 stop
YWG4:54 p.m.Winnipeg
3 Oct
YWG3:58 p.m.Winnipeg
6h 36m
1 stop
MSN10:34 p.m.Madison Truax Field
C$ 818

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 8 August 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
Quickest round-trip

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Sat 19/9

9:02 a.m.-3:08 p.m.

1 stop6h 06m

Winnipeg

Sat 26/9

5:44 p.m.-10:34 p.m.

1 stop4h 50m

C$ 811

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Sat 19/9

7:05 a.m.-8:20 p.m.

2 stops13h 15m

Winnipeg

Sat 26/9

10:45 a.m.-8:52 a.m.

2 stops22h 07m

C$ 812

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-4:54 p.m.

1 stop10h 54m

Winnipeg

Sat 3/10

3:58 p.m.-10:34 p.m.

1 stop6h 36m

C$ 818

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-4:54 p.m.

1 stop10h 54m

Winnipeg

Sat 3/10

6:00 a.m.-9:19 p.m.

2 stops15h 19m

C$ 819

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-10:10 p.m.

2 stops16h 10m

Winnipeg

Sat 3/10

6:00 a.m.-9:19 p.m.

2 stops15h 19m

C$ 822

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-4:54 p.m.

1 stop10h 54m

Winnipeg

Sat 3/10

5:44 p.m.-10:34 p.m.

1 stop4h 50m

C$ 849

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-3:08 p.m.

1 stop9h 08m

Winnipeg

Sat 3/10

7:00 a.m.-9:19 p.m.

2 stops14h 19m

C$ 856

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-3:08 p.m.

1 stop9h 08m

Winnipeg

Sat 3/10

7:00 a.m.-9:19 p.m.

2 stops14h 19m

C$ 857

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-10:10 p.m.

2 stops16h 10m

Winnipeg

Sat 3/10

3:58 p.m.-10:34 p.m.

1 stop6h 36m

C$ 858

MadisonWinnipeg

MSN Madison Truax Field - YWG Winnipeg

MSNYWG

Madison Truax Field

Fri 2/10

6:00 a.m.-10:10 p.m.

2 stops16h 10m

Winnipeg

Sat 3/10

10:45 a.m.-9:19 p.m.

2 stops10h 34m

C$ 860

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

19h 50m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 19h 50m
There are no direct flights from Madison to Winnipeg. There are no popular flight routes from Madison to Winnipeg.
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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 19h 50m, 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.

Frequently asked questions about flying from Madison to Winnipeg

  • How do I get Price Alerts for flights from Madison to Winnipeg?

    Search flight deals from Madison to Winnipeg. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Madison to Winnipeg with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

Travelling to a place near Winnipeg?

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

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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