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Cheap flights from Madison to Winnipeg from C$ 671

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 28/5. 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

Find the cheapest flights from Madison to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
2:33 p.m. - 10:54 a.m.
MSN
-
YWG
20h 21m
1 stop
WestJet Logo
5:41 p.m. - 9:27 p.m.
YWG
-
MSN
3h 46m
1 stop
C$ 671WestJet
Thu, 28 May - Thu, 4 Jun
WestJet Logo
6:29 p.m. - 10:10 p.m.
MSN
-
YWG
27h 41m
2 stops
WestJet Logo
3:50 p.m. - 9:27 p.m.
YWG
-
MSN
5h 37m
1 stop
C$ 678WestJet
Tue, 2 Jun - Sat, 6 Jun
WestJet Logo
6:29 p.m. - 10:10 p.m.
MSN
-
YWG
27h 41m
2 stops
WestJet Logo
6:00 a.m. - 9:27 p.m.
YWG
-
MSN
15h 27m
2 stops
C$ 685WestJet
Tue, 2 Jun - Sat, 6 Jun
WestJet Logo
6:00 a.m. - 12:55 a.m.
MSN
-
YWG
18h 55m
2 stops
WestJet Logo
5:42 p.m. - 11:02 p.m.
YWG
-
MSN
5h 20m
1 stop
C$ 686WestJet
Wed, 17 Jun - Mon, 22 Jun
WestJet Logo
6:15 p.m. - 2:25 p.m.
MSN
-
YWG
20h 10m
2 stops
WestJet Logo
6:40 a.m. - 11:08 a.m.
YWG
-
MSN
4h 28m
1 stop
C$ 689WestJet
Tue, 2 Jun - Sat, 6 Jun
WestJet Logo
6:15 p.m. - 2:25 p.m.
MSN
-
YWG
20h 10m
2 stops
WestJet Logo
6:00 a.m. - 9:27 p.m.
YWG
-
MSN
15h 27m
2 stops
C$ 697WestJet
Tue, 2 Jun - Sat, 6 Jun
WestJet Logo
6:00 a.m. - 12:55 a.m.
MSN
-
YWG
18h 55m
2 stops
WestJet Logo
6:00 a.m. - 5:52 p.m.
YWG
-
MSN
11h 52m
2 stops
C$ 727WestJet
Wed, 17 Jun - Tue, 23 Jun
WestJet Logo
6:00 a.m. - 10:10 p.m.
MSN
-
YWG
16h 10m
2 stops
WestJet Logo
5:42 p.m. - 11:02 p.m.
YWG
-
MSN
5h 20m
1 stop
C$ 733WestJet
Tue, 16 Jun - Mon, 22 Jun
WestJet Logo
6:00 a.m. - 12:55 a.m.
MSN
-
YWG
18h 55m
2 stops
WestJet Logo
6:05 p.m. - 12:43 p.m.
YWG
-
MSN
18h 38m
2 stops
C$ 734WestJet
Wed, 17 Jun - Mon, 22 Jun
WestJet Logo
2:00 p.m. - 2:25 p.m.
MSN
-
YWG
24h 25m
2 stops
WestJet Logo
5:42 p.m. - 11:02 p.m.
YWG
-
MSN
5h 20m
1 stop
C$ 744WestJet
Mon, 15 Jun - Mon, 22 Jun

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WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
28 May
MSN2:33 p.m.Madison Truax Field
20h 21m
1 stop
YWG10:54 a.m.Winnipeg
4 Jun
YWG5:41 p.m.Winnipeg
3h 46m
1 stop
MSN9:27 p.m.Madison Truax Field
C$ 671
WestJet
2 Jun
MSN6:29 p.m.Madison Truax Field
27h 41m
2 stops
YWG10:10 p.m.Winnipeg
6 Jun
YWG3:50 p.m.Winnipeg
5h 37m
1 stop
MSN9:27 p.m.Madison Truax Field
C$ 678
WestJet
2 Jun
MSN6:29 p.m.Madison Truax Field
27h 41m
2 stops
YWG10:10 p.m.Winnipeg
6 Jun
YWG6:00 a.m.Winnipeg
15h 27m
2 stops
MSN9:27 p.m.Madison Truax Field
C$ 685

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
2 Jun
MSN5:00 a.m.Madison Truax Field
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
6 Jun
YWG7:00 a.m.Winnipeg
4h 38m
1 stop
MSN11:38 a.m.Madison Truax Field
C$ 759
United Airlines
17 Jun
MSN2:35 p.m.Madison Truax Field
7h 58m
1 stop
YWG10:33 p.m.Winnipeg
24 Jun
YWG5:10 a.m.Winnipeg
8h 50m
2 stops
MSN2:00 p.m.Madison Truax Field
C$ 993
United Airlines
16 Jun
MSN2:35 p.m.Madison Truax Field
7h 58m
1 stop
YWG10:33 p.m.Winnipeg
24 Jun
YWG5:10 a.m.Winnipeg
8h 50m
2 stops
MSN2:00 p.m.Madison Truax Field
C$ 998

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 21 April 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

Thu 28/5

2:33 p.m.-10:54 a.m.

1 stop20h 21m

Winnipeg

Thu 4/6

5:41 p.m.-9:27 p.m.

1 stop3h 46m

C$ 671

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 2/6

6:29 p.m.-10:10 p.m.

2 stops27h 41m

Winnipeg

Sat 6/6

3:50 p.m.-9:27 p.m.

1 stop5h 37m

C$ 678

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 2/6

6:29 p.m.-10:10 p.m.

2 stops27h 41m

Winnipeg

Sat 6/6

6:00 a.m.-9:27 p.m.

2 stops15h 27m

C$ 685

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 17/6

6:00 a.m.-12:55 a.m.

2 stops18h 55m

Winnipeg

Mon 22/6

5:42 p.m.-11:02 p.m.

1 stop5h 20m

C$ 686

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 2/6

6:15 p.m.-2:25 p.m.

2 stops20h 10m

Winnipeg

Sat 6/6

6:40 a.m.-11:08 a.m.

1 stop4h 28m

C$ 689

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 2/6

6:15 p.m.-2:25 p.m.

2 stops20h 10m

Winnipeg

Sat 6/6

6:00 a.m.-9:27 p.m.

2 stops15h 27m

C$ 697

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 17/6

6:00 a.m.-12:55 a.m.

2 stops18h 55m

Winnipeg

Tue 23/6

6:00 a.m.-5:52 p.m.

2 stops11h 52m

C$ 727
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 16/6

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

2 stops16h 10m

Winnipeg

Mon 22/6

5:42 p.m.-11:02 p.m.

1 stop5h 20m

C$ 733

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 17/6

6:00 a.m.-12:55 a.m.

2 stops18h 55m

Winnipeg

Mon 22/6

6:05 p.m.-12:43 p.m.

2 stops18h 38m

C$ 734

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 15/6

2:00 p.m.-2:25 p.m.

2 stops24h 25m

Winnipeg

Mon 22/6

5:42 p.m.-11:02 p.m.

1 stop5h 20m

C$ 744

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

5h 01m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 5h 01m
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 01m, 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
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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