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Cheap flights from Madison to Winnipeg from C$ 924

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 1/11. 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

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Find the cheapest flights from Madison to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:15 a.m. - 11:50 a.m.
MSN
-
YWG
5h 35m
1 stop
Delta Logo
6:35 a.m. - 10:15 a.m.
YWG
-
MSN
3h 40m
1 stop
C$ 924Delta
Sun, 1 Nov - Wed, 4 Nov
WestJet Logo
6:00 a.m. - 5:15 p.m.
MSN
-
YWG
11h 15m
2 stops
WestJet Logo
5:41 p.m. - 9:07 p.m.
YWG
-
MSN
3h 26m
1 stop
C$ 926WestJet
Sun, 5 Jul - Sat, 11 Jul
WestJet Logo
7:03 a.m. - 2:25 p.m.
MSN
-
YWG
31h 22m
2 stops
WestJet Logo
7:00 a.m. - 9:19 p.m.
YWG
-
MSN
14h 19m
2 stops
C$ 933WestJet
Fri, 7 Aug - Wed, 12 Aug
WestJet Logo
7:03 a.m. - 2:25 p.m.
MSN
-
YWG
31h 22m
2 stops
WestJet Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 942WestJet
Fri, 7 Aug - Wed, 12 Aug
WestJet Logo
6:15 a.m. - 11:50 a.m.
MSN
-
YWG
5h 35m
1 stop
WestJet Logo
10:55 a.m. - 10:55 p.m.
YWG
-
MSN
12h 00m
2 stops
C$ 944WestJet
Sun, 15 Nov - Tue, 17 Nov
WestJet Logo
6:00 a.m. - 5:15 p.m.
MSN
-
YWG
11h 15m
2 stops
WestJet Logo
10:45 a.m. - 12:42 p.m.
YWG
-
MSN
25h 57m
2 stops
C$ 949WestJet
Sun, 5 Jul - Sat, 11 Jul
WestJet Logo
9:32 a.m. - 12:55 a.m.
MSN
-
YWG
15h 23m
2 stops
WestJet Logo
4:25 p.m. - 8:52 a.m.
YWG
-
MSN
16h 27m
2 stops
C$ 966WestJet
Tue, 4 Aug - Mon, 10 Aug
WestJet Logo
7:03 a.m. - 12:55 a.m.
MSN
-
YWG
17h 52m
2 stops
WestJet Logo
6:05 p.m. - 8:52 a.m.
YWG
-
MSN
14h 47m
2 stops
C$ 969WestJet
Tue, 4 Aug - Mon, 10 Aug
Delta Logo
6:15 a.m. - 11:50 a.m.
MSN
-
YWG
5h 35m
1 stop
Delta Logo
5:35 p.m. - 10:55 p.m.
YWG
-
MSN
5h 20m
1 stop
C$ 974Delta
Sun, 15 Nov - Sun, 22 Nov
Delta Logo
9:26 a.m. - 11:34 p.m.
MSN
-
YWG
14h 08m
2 stops
Delta Logo
6:35 a.m. - 10:15 a.m.
YWG
-
MSN
3h 40m
1 stop
C$ 988Delta
Fri, 30 Oct - Tue, 3 Nov

Delta flights from Madison to Winnipeg

Our best Delta deals on Madison to Winnipeg flight tickets
Delta
1 Nov
MSN6:15 a.m.Madison Truax Field
5h 35m
1 stop
YWG11:50 a.m.Winnipeg
4 Nov
YWG6:35 a.m.Winnipeg
3h 40m
1 stop
MSN10:15 a.m.Madison Truax Field
C$ 924
Delta
15 Nov
MSN6:15 a.m.Madison Truax Field
5h 35m
1 stop
YWG11:50 a.m.Winnipeg
21 Nov
YWG5:35 p.m.Winnipeg
5h 20m
1 stop
MSN10:55 p.m.Madison Truax Field
C$ 974
Delta
30 Oct
MSN7:55 p.m.Madison Truax Field
3h 39m
1 stop
YWG11:34 p.m.Winnipeg
6 Nov
YWG6:35 a.m.Winnipeg
15h 59m
2 stops
MSN10:34 p.m.Madison Truax Field
C$ 988

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
2 Nov
MSN8:25 p.m.Madison Truax Field
15h 14m
1 stop
YWG11:39 a.m.Winnipeg
9 Nov
YWG8:30 a.m.Winnipeg
13h 09m
1 stop
MSN9:39 p.m.Madison Truax Field
C$ 1,002
United Airlines
12 Nov
MSN5:00 a.m.Madison Truax Field
6h 39m
1 stop
YWG11:39 a.m.Winnipeg
16 Nov
YWG8:30 a.m.Winnipeg
13h 09m
1 stop
MSN9:39 p.m.Madison Truax Field
C$ 1,022
United Airlines
2 Nov
MSN8:25 p.m.Madison Truax Field
15h 14m
1 stop
YWG11:39 a.m.Winnipeg
9 Nov
YWG5:15 a.m.Winnipeg
18h 57m
2 stops
MSN12:12 a.m.Madison Truax Field
C$ 1,062

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 May 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 - YWG

MSNYWG

Madison Truax Field

Sun 1/11

6:15 a.m.-11:50 a.m.

1 stop5h 35m

Winnipeg

Wed 4/11

6:35 a.m.-10:15 a.m.

1 stop3h 40m

C$ 924

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 5/7

6:00 a.m.-5:15 p.m.

2 stops11h 15m

Winnipeg

Sat 11/7

5:41 p.m.-9:07 p.m.

1 stop3h 26m

C$ 926

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 7/8

7:03 a.m.-2:25 p.m.

2 stops31h 22m

Winnipeg

Wed 12/8

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

2 stops14h 19m

C$ 933

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 7/8

7:03 a.m.-2:25 p.m.

2 stops31h 22m

Winnipeg

Wed 12/8

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

1 stop5h 18m

C$ 942

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 15/11

6:15 a.m.-11:50 a.m.

1 stop5h 35m

Winnipeg

Tue 17/11

10:55 a.m.-10:55 p.m.

2 stops12h 00m

C$ 944

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 5/7

6:00 a.m.-5:15 p.m.

2 stops11h 15m

Winnipeg

Sat 11/7

10:45 a.m.-12:42 p.m.

2 stops25h 57m

C$ 949

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 4/8

9:32 a.m.-12:55 a.m.

2 stops15h 23m

Winnipeg

Mon 10/8

4:25 p.m.-8:52 a.m.

2 stops16h 27m

C$ 966

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 4/8

7:03 a.m.-12:55 a.m.

2 stops17h 52m

Winnipeg

Mon 10/8

6:05 p.m.-8:52 a.m.

2 stops14h 47m

C$ 968

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 15/11

6:15 a.m.-11:50 a.m.

1 stop5h 35m

Winnipeg

Sun 22/11

5:35 p.m.-10:55 p.m.

1 stop5h 20m

C$ 974

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 30/10

9:26 a.m.-11:34 p.m.

2 stops14h 08m

Winnipeg

Tue 3/11

6:35 a.m.-10:15 a.m.

1 stop3h 40m

C$ 988

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

6h 39m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 6h 39m
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 6h 39m, 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.

An easier way to manage your Winnipeg trip

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