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Cheap flights from Madison to Winnipeg from C$ 798

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 13/8. 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.
United Airlines Logo
2:44 p.m. - 10:33 p.m.
MSN
-
YWG
7h 49m
1 stop
United Airlines Logo
2:00 p.m. - 8:56 p.m.
YWG
-
MSN
6h 56m
1 stop
C$ 798United Airlines
Thu, 13 Aug - Wed, 19 Aug
Air Canada Logo
2:44 p.m. - 10:33 p.m.
MSN
-
YWG
7h 49m
1 stop
Air Canada Logo
8:15 a.m. - 5:13 p.m.
YWG
-
MSN
8h 58m
2 stops
C$ 827Air Canada
Thu, 13 Aug - Wed, 19 Aug
Air Canada Logo
2:44 p.m. - 10:00 a.m.
MSN
-
YWG
19h 16m
2 stops
Air Canada Logo
8:15 a.m. - 5:13 p.m.
YWG
-
MSN
8h 58m
2 stops
C$ 872Air Canada
Thu, 13 Aug - Wed, 19 Aug
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
10:45 a.m. - 9:19 p.m.
YWG
-
MSN
10h 34m
2 stops
C$ 1,006WestJet
Wed, 5 Aug - Tue, 11 Aug
United Airlines Logo
6:30 a.m. - 11:20 p.m.
MSN
-
YWG
16h 50m
2 stops
United Airlines Logo
8:15 a.m. - 8:53 p.m.
YWG
-
MSN
12h 38m
2 stops
C$ 1,013United Airlines
Fri, 28 Aug - Mon, 31 Aug
WestJet Logo
6:05 a.m. - 4:52 p.m.
MSN
-
YWG
10h 47m
1 stop
WestJet Logo
10:45 a.m. - 9:19 p.m.
YWG
-
MSN
10h 34m
2 stops
C$ 1,016WestJet
Wed, 5 Aug - Tue, 11 Aug
United Airlines Logo
8:10 a.m. - 12:37 p.m.
MSN
-
YWG
4h 27m
1 stop
United Airlines Logo
7:00 a.m. - 1:37 p.m.
YWG
-
MSN
6h 37m
1 stop
C$ 1,022United Airlines
Tue, 29 Sep - Fri, 2 Oct
WestJet Logo
6:15 a.m. - 12:45 a.m.
MSN
-
YWG
42h 30m
2 stops
WestJet Logo
8:05 p.m. - 10:15 a.m.
YWG
-
MSN
14h 10m
2 stops
C$ 1,083WestJet
Mon, 9 Nov - Fri, 13 Nov
WestJet Logo
6:16 p.m. - 4:52 p.m.
MSN
-
YWG
22h 36m
1 stop
WestJet Logo
6:00 a.m. - 11:00 p.m.
YWG
-
MSN
17h 00m
2 stops
C$ 1,151WestJet
Fri, 28 Aug - Mon, 31 Aug
United Airlines Logo
6:49 a.m. - 12:37 p.m.
MSN
-
YWG
5h 48m
1 stop
United Airlines Logo
5:10 a.m. - 1:37 p.m.
YWG
-
MSN
8h 27m
2 stops
C$ 1,162United Airlines
Tue, 29 Sep - Fri, 2 Oct

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WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
5 Aug
MSN1:35 p.m.Madison Truax Field
11h 20m
2 stops
YWG12:55 a.m.Winnipeg
11 Aug
YWG10:45 a.m.Winnipeg
10h 34m
2 stops
MSN9:19 p.m.Madison Truax Field
C$ 1,006
WestJet
5 Aug
MSN6:05 a.m.Madison Truax Field
10h 47m
1 stop
YWG4:52 p.m.Winnipeg
11 Aug
YWG10:45 a.m.Winnipeg
10h 34m
2 stops
MSN9:19 p.m.Madison Truax Field
C$ 1,016
WestJet
9 Nov
MSN6:15 a.m.Madison Truax Field
42h 30m
2 stops
YWG12:45 a.m.Winnipeg
13 Nov
YWG8:05 p.m.Winnipeg
14h 10m
2 stops
MSN10:15 a.m.Madison Truax Field
C$ 1,083

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
13 Aug
MSN2:44 p.m.Madison Truax Field
7h 49m
1 stop
YWG10:33 p.m.Winnipeg
19 Aug
YWG2:00 p.m.Winnipeg
6h 56m
1 stop
MSN8:56 p.m.Madison Truax Field
C$ 798
United Airlines
17 Jul
MSN5:00 a.m.Madison Truax Field
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
23 Jul
YWG12:56 p.m.Winnipeg
6h 01m
1 stop
MSN6:57 p.m.Madison Truax Field
C$ 943
United Airlines
28 Aug
MSN6:30 a.m.Madison Truax Field
16h 50m
2 stops
YWG11:20 p.m.Winnipeg
31 Aug
YWG8:15 a.m.Winnipeg
12h 38m
2 stops
MSN8:53 p.m.Madison Truax Field
C$ 1,013

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 11 July 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 13/8

2:44 p.m.-10:33 p.m.

1 stop7h 49m

Winnipeg

Wed 19/8

2:00 p.m.-8:56 p.m.

1 stop6h 56m

C$ 798

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 13/8

2:44 p.m.-10:33 p.m.

1 stop7h 49m

Winnipeg

Wed 19/8

8:15 a.m.-5:13 p.m.

2 stops8h 58m

C$ 827

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 13/8

2:44 p.m.-10:00 a.m.

2 stops19h 16m

Winnipeg

Wed 19/8

8:15 a.m.-5:13 p.m.

2 stops8h 58m

C$ 872

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 5/8

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

2 stops11h 20m

Winnipeg

Tue 11/8

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

2 stops10h 34m

C$ 1,006

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 28/8

6:30 a.m.-11:20 p.m.

2 stops16h 50m

Winnipeg

Mon 31/8

8:15 a.m.-8:53 p.m.

2 stops12h 38m

C$ 1,013

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 5/8

6:05 a.m.-4:52 p.m.

1 stop10h 47m

Winnipeg

Tue 11/8

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

2 stops10h 34m

C$ 1,016
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 29/9

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

1 stop4h 27m

Winnipeg

Fri 2/10

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

1 stop6h 37m

C$ 1,022

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 9/11

6:15 a.m.-12:45 a.m.

2 stops42h 30m

Winnipeg

Fri 13/11

8:05 p.m.-10:15 a.m.

2 stops14h 10m

C$ 1,083

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 28/8

6:16 p.m.-4:52 p.m.

1 stop22h 36m

Winnipeg

Mon 31/8

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

2 stops17h 00m

C$ 1,151

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 29/9

6:49 a.m.-12:37 p.m.

1 stop5h 48m

Winnipeg

Fri 2/10

5:10 a.m.-1:37 p.m.

2 stops8h 27m

C$ 1,162

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

4h 27m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 4h 27m
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 4h 27m, 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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