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Cheap flights from Madison to Winnipeg from C$ 284

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

Find the cheapest flights from Madison to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
11:48 a.m. - 11:26 p.m.
MSN
-
YWG
11h 38m
1 stop
WestJet Logo
6:00 a.m. - 5:49 p.m.
YWG
-
MSN
11h 49m
2 stops
C$ 596WestJet
Mon, 25 May - Fri, 29 May
WestJet Logo
9:29 a.m. - 12:55 a.m.
MSN
-
YWG
15h 26m
2 stops
WestJet Logo
6:00 a.m. - 5:49 p.m.
YWG
-
MSN
11h 49m
2 stops
C$ 599WestJet
Mon, 25 May - Fri, 29 May
United Airlines Logo
6:30 a.m. - 11:52 a.m.
MSN
-
YWG
5h 22m
1 stop
United Airlines Logo
8:45 a.m. - 9:07 p.m.
YWG
-
MSN
12h 22m
1 stop
C$ 886United Airlines
Mon, 25 May - Fri, 29 May
WestJet Logo
1:31 p.m. - 12:55 a.m.
MSN
-
YWG
11h 24m
2 stops
WestJet Logo
7:10 p.m. - 5:59 p.m.
YWG
-
MSN
22h 49m
2 stops
C$ 928WestJet
Tue, 21 Jul - Tue, 28 Jul
WestJet Logo
6:00 a.m. - 11:53 a.m.
MSN
-
YWG
5h 53m
1 stop
WestJet Logo
7:00 a.m. - 5:59 p.m.
YWG
-
MSN
10h 59m
2 stops
C$ 931WestJet
Sun, 19 Jul - Wed, 29 Jul
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$ 974United Airlines
Tue, 25 Aug - Sat, 29 Aug
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
5:42 p.m. - 9:29 p.m.
YWG
-
MSN
3h 47m
1 stop
C$ 1,005WestJet
Tue, 25 Aug - Sat, 29 Aug
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
6:00 a.m. - 9:57 p.m.
YWG
-
MSN
15h 57m
2 stops
C$ 1,014WestJet
Tue, 25 Aug - Sat, 29 Aug
United Airlines Logo
8:10 a.m. - 10:38 p.m.
MSN
-
YWG
14h 28m
1 stop
United Airlines Logo
12:56 p.m. - 11:12 p.m.
YWG
-
MSN
10h 16m
1 stop
C$ 1,022United Airlines
Sun, 19 Jul - Wed, 29 Jul
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
10:45 a.m. - 8:52 a.m.
YWG
-
MSN
22h 07m
2 stops
C$ 1,024WestJet
Tue, 25 Aug - Sat, 29 Aug

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WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
25 May
MSN11:48 a.m.Madison Truax Field
11h 38m
1 stop
YWG11:26 p.m.Winnipeg
29 May
YWG6:00 a.m.Winnipeg
11h 49m
2 stops
MSN5:49 p.m.Madison Truax Field
C$ 596
WestJet
25 May
MSN9:29 a.m.Madison Truax Field
15h 26m
2 stops
YWG12:55 a.m.Winnipeg
29 May
YWG6:00 a.m.Winnipeg
11h 49m
2 stops
MSN5:49 p.m.Madison Truax Field
C$ 599
WestJet
21 Jul
MSN1:31 p.m.Madison Truax Field
11h 24m
2 stops
YWG12:55 a.m.Winnipeg
28 Jul
YWG7:10 p.m.Winnipeg
22h 49m
2 stops
MSN5:59 p.m.Madison Truax Field
C$ 928

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
25 May
MSN6:30 a.m.Madison Truax Field
5h 22m
1 stop
YWG11:52 a.m.Winnipeg
29 May
YWG8:45 a.m.Winnipeg
12h 22m
1 stop
MSN9:07 p.m.Madison Truax Field
C$ 886
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$ 974
United Airlines
19 Jul
MSN8:10 a.m.Madison Truax Field
14h 28m
1 stop
YWG10:38 p.m.Winnipeg
29 Jul
YWG12:56 p.m.Winnipeg
10h 16m
1 stop
MSN11:12 p.m.Madison Truax Field
C$ 1,022

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 5 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

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 25/5

11:48 a.m.-11:26 p.m.

1 stop11h 38m

Winnipeg

Fri 29/5

6:00 a.m.-5:49 p.m.

2 stops11h 49m

C$ 596

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 25/5

9:29 a.m.-12:55 a.m.

2 stops15h 26m

Winnipeg

Fri 29/5

6:00 a.m.-5:49 p.m.

2 stops11h 49m

C$ 599

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Mon 25/5

6:30 a.m.-11:52 a.m.

1 stop5h 22m

Winnipeg

Fri 29/5

8:45 a.m.-9:07 p.m.

1 stop12h 22m

C$ 886

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 21/7

1:31 p.m.-12:55 a.m.

2 stops11h 24m

Winnipeg

Tue 28/7

7:10 p.m.-5:59 p.m.

2 stops22h 49m

C$ 928

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 19/7

6:00 a.m.-11:53 a.m.

1 stop5h 53m

Winnipeg

Wed 29/7

7:00 a.m.-5:59 p.m.

2 stops10h 59m

C$ 931

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$ 974
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 25/8

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

2 stops11h 20m

Winnipeg

Sat 29/8

5:42 p.m.-9:29 p.m.

1 stop3h 47m

C$ 1,005

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 25/8

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

2 stops11h 20m

Winnipeg

Sat 29/8

6:00 a.m.-9:57 p.m.

2 stops15h 57m

C$ 1,014

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 19/7

8:10 a.m.-10:38 p.m.

1 stop14h 28m

Winnipeg

Wed 29/7

12:56 p.m.-11:12 p.m.

1 stop10h 16m

C$ 1,022

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 25/8

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

2 stops11h 20m

Winnipeg

Sat 29/8

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

2 stops22h 07m

C$ 1,024

Flights are sorted by cheapest round-trip flights first.

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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 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

5h 53m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 5h 53m
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 53m, 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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