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Cheap flights from Madison to Winnipeg from C$ 599

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 25/5. 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

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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
6:05 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$ 886Delta
Thu, 6 Aug - Mon, 10 Aug
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 912WestJet
Wed, 5 Aug - Mon, 10 Aug
WestJet Logo
6:15 a.m. - 11:34 a.m.
MSN
-
YWG
5h 19m
1 stop
WestJet Logo
9:05 p.m. - 9:57 p.m.
YWG
-
MSN
24h 52m
2 stops
C$ 930WestJet
Sun, 27 Sep - Sun, 27 Sep
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
7:00 a.m. - 5:48 p.m.
YWG
-
MSN
10h 48m
2 stops
C$ 957WestJet
Wed, 5 Aug - Mon, 10 Aug
WestJet Logo
12:10 p.m. - 10:10 p.m.
MSN
-
YWG
10h 00m
2 stops
WestJet Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 961WestJet
Thu, 6 Aug - Mon, 10 Aug
United Airlines Logo
9:26 a.m. - 10:33 p.m.
MSN
-
YWG
13h 07m
1 stop
United Airlines Logo
7:00 a.m. - 1:43 p.m.
YWG
-
MSN
6h 43m
1 stop
C$ 964United Airlines
Tue, 25 Aug - Sat, 29 Aug
WestJet Logo
6:00 a.m. - 11:29 p.m.
MSN
-
YWG
17h 29m
1 stop
WestJet Logo
7:45 a.m. - 8:50 a.m.
YWG
-
MSN
25h 05m
2 stops
C$ 968WestJet
Sat, 20 Jun - Sat, 27 Jun
Delta Logo
9:06 a.m. - 4:52 p.m.
MSN
-
YWG
7h 46m
1 stop
Delta Logo
3:58 p.m. - 11:00 p.m.
YWG
-
MSN
7h 02m
1 stop
C$ 972Delta
Wed, 5 Aug - Mon, 10 Aug
WestJet Logo
6:19 p.m. - 11:56 a.m.
MSN
-
YWG
17h 37m
1 stop
WestJet Logo
5:41 p.m. - 2:05 p.m.
YWG
-
MSN
20h 24m
1 stop
C$ 975WestJet
Sat, 20 Jun - Sat, 27 Jun
United Airlines Logo
9:26 a.m. - 10:33 p.m.
MSN
-
YWG
13h 07m
1 stop
United Airlines Logo
7:00 a.m. - 2:53 p.m.
YWG
-
MSN
7h 53m
1 stop
C$ 979United Airlines
Tue, 25 Aug - Sat, 29 Aug

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
25 Aug
MSN9:26 a.m.Madison Truax Field
13h 07m
1 stop
YWG10:33 p.m.Winnipeg
29 Aug
YWG7:00 a.m.Winnipeg
6h 43m
1 stop
MSN1:43 p.m.Madison Truax Field
C$ 964
United Airlines
25 Aug
MSN9:26 a.m.Madison Truax Field
13h 07m
1 stop
YWG10:33 p.m.Winnipeg
29 Aug
YWG7:00 a.m.Winnipeg
7h 53m
1 stop
MSN2:53 p.m.Madison Truax Field
C$ 979
United Airlines
5 Aug
MSN8:10 a.m.Madison Truax Field
15h 10m
2 stops
YWG11:20 p.m.Winnipeg
10 Aug
YWG7:10 p.m.Winnipeg
14h 34m
2 stops
MSN9:44 a.m.Madison Truax Field
C$ 1,061

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
10 Aug
YWG5:42 p.m.Winnipeg
5h 18m
1 stop
MSN11:00 p.m.Madison Truax Field
C$ 912
WestJet
27 Sep
MSN6:15 a.m.Madison Truax Field
5h 19m
1 stop
YWG11:34 a.m.Winnipeg
27 Sep
YWG9:05 p.m.Winnipeg
24h 52m
2 stops
MSN9:57 p.m.Madison Truax Field
C$ 930
WestJet
5 Aug
MSN1:35 p.m.Madison Truax Field
11h 20m
2 stops
YWG12:55 a.m.Winnipeg
10 Aug
YWG7:00 a.m.Winnipeg
10h 48m
2 stops
MSN5:48 p.m.Madison Truax Field
C$ 957

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 10 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

Thu 6/8

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

1 stop5h 49m

Winnipeg

Mon 10/8

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

1 stop5h 18m

C$ 886

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 5/8

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

2 stops11h 20m

Winnipeg

Mon 10/8

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

1 stop5h 18m

C$ 912

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 27/9

6:15 a.m.-11:34 a.m.

1 stop5h 19m

Winnipeg

Sun 27/9

9:05 p.m.-9:57 p.m.

2 stops24h 52m

C$ 930

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 5/8

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

2 stops11h 20m

Winnipeg

Mon 10/8

7:00 a.m.-5:48 p.m.

2 stops10h 48m

C$ 957

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 6/8

12:10 p.m.-10:10 p.m.

2 stops10h 00m

Winnipeg

Mon 10/8

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

1 stop5h 18m

C$ 961

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 25/8

9:26 a.m.-10:33 p.m.

1 stop13h 07m

Winnipeg

Sat 29/8

7:00 a.m.-1:43 p.m.

1 stop6h 43m

C$ 964

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 20/6

6:00 a.m.-11:29 p.m.

1 stop17h 29m

Winnipeg

Sat 27/6

7:45 a.m.-8:50 a.m.

2 stops25h 05m

C$ 968

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 5/8

9:06 a.m.-4:52 p.m.

1 stop7h 46m

Winnipeg

Mon 10/8

3:58 p.m.-11:00 p.m.

1 stop7h 02m

C$ 972

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 20/6

6:19 p.m.-11:56 a.m.

1 stop17h 37m

Winnipeg

Sat 27/6

5:41 p.m.-2:05 p.m.

1 stop20h 24m

C$ 975

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 25/8

9:26 a.m.-10:33 p.m.

1 stop13h 07m

Winnipeg

Sat 29/8

7:00 a.m.-2:53 p.m.

1 stop7h 53m

C$ 979

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest 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?

WestJet, 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

4h 37m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 4h 37m
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 37m, 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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