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Cheap flights from Madison to Winnipeg from C$ 422

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 12/8. 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.
Delta Logo
6:19 p.m. - 11:29 p.m.
MSN
-
YWG
5h 10m
1 stop
Delta Logo
5:41 p.m. - 9:07 p.m.
YWG
-
MSN
3h 26m
1 stop
C$ 940Delta
Sat, 25 Jul - Sat, 1 Aug
WestJet Logo
2:45 p.m. - 11:29 p.m.
MSN
-
YWG
8h 44m
1 stop
WestJet Logo
4:25 p.m. - 8:53 p.m.
YWG
-
MSN
28h 28m
2 stops
C$ 970WestJet
Sat, 25 Jul - Sat, 1 Aug
WestJet Logo
6:19 p.m. - 5:15 p.m.
MSN
-
YWG
22h 56m
2 stops
WestJet Logo
4:25 p.m. - 8:53 p.m.
YWG
-
MSN
28h 28m
2 stops
C$ 980WestJet
Sat, 25 Jul - Sat, 1 Aug
WestJet Logo
5:47 p.m. - 12:55 a.m.
MSN
-
YWG
31h 08m
2 stops
WestJet Logo
5:42 p.m. - 9:29 p.m.
YWG
-
MSN
3h 47m
1 stop
C$ 1,009WestJet
Sat, 15 Aug - Sat, 22 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$ 1,026United Airlines
Tue, 29 Sep - Fri, 2 Oct
Delta Logo
12:03 p.m. - 4:51 p.m.
MSN
-
YWG
4h 48m
1 stop
Delta Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 1,041Delta
Thu, 30 Jul - Tue, 4 Aug
WestJet Logo
5:47 p.m. - 12:55 a.m.
MSN
-
YWG
31h 08m
2 stops
WestJet Logo
8:30 a.m. - 8:52 a.m.
YWG
-
MSN
24h 22m
2 stops
C$ 1,044WestJet
Sat, 15 Aug - Sat, 22 Aug
WestJet Logo
9:32 a.m. - 8:15 p.m.
MSN
-
YWG
34h 43m
2 stops
WestJet Logo
5:42 p.m. - 11:00 p.m.
YWG
-
MSN
5h 18m
1 stop
C$ 1,095WestJet
Thu, 30 Jul - Tue, 4 Aug
WestJet Logo
9:32 a.m. - 12:55 a.m.
MSN
-
YWG
15h 23m
2 stops
WestJet Logo
7:00 a.m. - 11:00 p.m.
YWG
-
MSN
16h 00m
2 stops
C$ 1,103WestJet
Thu, 30 Jul - Tue, 4 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$ 1,167United Airlines
Tue, 29 Sep - Fri, 2 Oct

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Delta flights from Madison to Winnipeg

Our best Delta deals on Madison to Winnipeg flight tickets
Delta
25 Jul
MSN6:19 p.m.Madison Truax Field
5h 10m
1 stop
YWG11:29 p.m.Winnipeg
1 Aug
YWG5:41 p.m.Winnipeg
3h 26m
1 stop
MSN9:07 p.m.Madison Truax Field
C$ 940
Delta
30 Jul
MSN12:03 p.m.Madison Truax Field
4h 48m
1 stop
YWG4:51 p.m.Winnipeg
4 Aug
YWG5:42 p.m.Winnipeg
5h 18m
1 stop
MSN11:00 p.m.Madison Truax Field
C$ 1,041
Delta
13 Jul
MSN1:31 p.m.Madison Truax Field
9h 58m
2 stops
YWG11:29 p.m.Winnipeg
19 Jul
YWG6:15 a.m.Winnipeg
11h 18m
2 stops
MSN5:33 p.m.Madison Truax Field
C$ 2,963

WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
25 Jul
MSN2:45 p.m.Madison Truax Field
8h 44m
1 stop
YWG11:29 p.m.Winnipeg
1 Aug
YWG4:25 p.m.Winnipeg
28h 28m
2 stops
MSN8:53 p.m.Madison Truax Field
C$ 970
WestJet
25 Jul
MSN6:19 p.m.Madison Truax Field
22h 56m
2 stops
YWG5:15 p.m.Winnipeg
1 Aug
YWG4:25 p.m.Winnipeg
28h 28m
2 stops
MSN8:53 p.m.Madison Truax Field
C$ 980
WestJet
15 Aug
MSN5:47 p.m.Madison Truax Field
31h 08m
2 stops
YWG12:55 a.m.Winnipeg
22 Aug
YWG5:42 p.m.Winnipeg
3h 47m
1 stop
MSN9:29 p.m.Madison Truax Field
C$ 1,009

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 1 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
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 25/7

6:19 p.m.-11:29 p.m.

1 stop5h 10m

Winnipeg

Sat 1/8

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

1 stop3h 26m

C$ 940

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 25/7

2:45 p.m.-11:29 p.m.

1 stop8h 44m

Winnipeg

Sat 1/8

4:25 p.m.-8:53 p.m.

2 stops28h 28m

C$ 970

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 25/7

6:19 p.m.-5:15 p.m.

2 stops22h 56m

Winnipeg

Sat 1/8

4:25 p.m.-8:53 p.m.

2 stops28h 28m

C$ 980

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 15/8

5:47 p.m.-12:55 a.m.

2 stops31h 08m

Winnipeg

Sat 22/8

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

1 stop3h 47m

C$ 1,009

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$ 1,026

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 30/7

12:03 p.m.-4:51 p.m.

1 stop4h 48m

Winnipeg

Tue 4/8

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

1 stop5h 18m

C$ 1,041

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 15/8

5:47 p.m.-12:55 a.m.

2 stops31h 08m

Winnipeg

Sat 22/8

8:30 a.m.-8:52 a.m.

2 stops24h 22m

C$ 1,044

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 30/7

9:32 a.m.-8:15 p.m.

2 stops34h 43m

Winnipeg

Tue 4/8

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

1 stop5h 18m

C$ 1,095

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 30/7

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

2 stops15h 23m

Winnipeg

Tue 4/8

7:00 a.m.-11:00 p.m.

2 stops16h 00m

C$ 1,103

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$ 1,167

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest 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?

United Airlines is the most popular carrier 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 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.

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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