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Cheap flights from Madison to Winnipeg from C$ 421

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 28/8. 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.
WestJet Logo
6:05 a.m. - 10:10 p.m.
MSN
-
YWG
16h 05m
2 stops
WestJet Logo
5:44 p.m. - 9:30 p.m.
YWG
-
MSN
3h 46m
1 stop
C$ 812WestJet
Fri, 4 Sep - Tue, 8 Sep
United Airlines Logo
6:30 a.m. - 11:52 a.m.
MSN
-
YWG
5h 22m
1 stop
United Airlines Logo
7:00 a.m. - 11:58 a.m.
YWG
-
MSN
4h 58m
1 stop
C$ 815United Airlines
Wed, 26 Aug - Wed, 2 Sep
WestJet Logo
7:03 a.m. - 12:55 a.m.
MSN
-
YWG
17h 52m
2 stops
WestJet Logo
6:15 a.m. - 5:35 p.m.
YWG
-
MSN
11h 20m
2 stops
C$ 816WestJet
Wed, 26 Aug - Wed, 2 Sep
WestJet Logo
1:35 p.m. - 12:55 a.m.
MSN
-
YWG
11h 20m
2 stops
WestJet Logo
10:10 a.m. - 11:00 p.m.
YWG
-
MSN
36h 50m
2 stops
C$ 860WestJet
Tue, 11 Aug - Mon, 17 Aug
WestJet Logo
6:05 a.m. - 11:54 a.m.
MSN
-
YWG
5h 49m
1 stop
WestJet Logo
4:55 p.m. - 11:00 p.m.
YWG
-
MSN
30h 05m
2 stops
C$ 870WestJet
Tue, 11 Aug - Mon, 17 Aug
WestJet Logo
12:10 p.m. - 10:10 p.m.
MSN
-
YWG
10h 00m
2 stops
WestJet Logo
12:46 p.m. - 11:20 a.m.
YWG
-
MSN
22h 34m
1 stop
C$ 943WestJet
Sat, 5 Sep - Wed, 9 Sep
United Airlines Logo
5:00 a.m. - 11:52 a.m.
MSN
-
YWG
6h 52m
1 stop
United Airlines Logo
7:00 a.m. - 6:56 p.m.
YWG
-
MSN
11h 56m
1 stop
C$ 951United Airlines
Tue, 11 Aug - Mon, 17 Aug
WestJet Logo
12:10 p.m. - 10:10 p.m.
MSN
-
YWG
10h 00m
2 stops
WestJet Logo
12:46 p.m. - 11:20 a.m.
YWG
-
MSN
22h 34m
1 stop
C$ 958WestJet
Sat, 5 Sep - Wed, 9 Sep
Multiple Airlines Logo
7:03 a.m. - 2:40 p.m.
MSN
-
YWG
31h 37m
3 stops
Multiple Airlines Logo
5:25 p.m. - 12:44 p.m.
YWG
-
MSN
19h 19m
3 stops
C$ 979Multiple Airlines
Fri, 4 Sep - Tue, 8 Sep
WestJet Logo
1:31 p.m. - 12:55 a.m.
MSN
-
YWG
11h 24m
2 stops
WestJet Logo
6:05 p.m. - 11:00 p.m.
YWG
-
MSN
28h 55m
2 stops
C$ 981WestJet
Thu, 30 Jul - Tue, 4 Aug

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WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
4 Sep
MSN6:05 a.m.Madison Truax Field
16h 05m
2 stops
YWG10:10 p.m.Winnipeg
8 Sep
YWG5:44 p.m.Winnipeg
3h 46m
1 stop
MSN9:30 p.m.Madison Truax Field
C$ 812
WestJet
26 Aug
MSN7:03 a.m.Madison Truax Field
17h 52m
2 stops
YWG12:55 a.m.Winnipeg
2 Sep
YWG6:15 a.m.Winnipeg
11h 20m
2 stops
MSN5:35 p.m.Madison Truax Field
C$ 816
WestJet
11 Aug
MSN1:35 p.m.Madison Truax Field
11h 20m
2 stops
YWG12:55 a.m.Winnipeg
17 Aug
YWG10:10 a.m.Winnipeg
36h 50m
2 stops
MSN11:00 p.m.Madison Truax Field
C$ 860

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
26 Aug
MSN6:30 a.m.Madison Truax Field
5h 22m
1 stop
YWG11:52 a.m.Winnipeg
2 Sep
YWG7:00 a.m.Winnipeg
4h 58m
1 stop
MSN11:58 a.m.Madison Truax Field
C$ 815
United Airlines
11 Aug
MSN5:00 a.m.Madison Truax Field
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
17 Aug
YWG7:00 a.m.Winnipeg
11h 56m
1 stop
MSN6:56 p.m.Madison Truax Field
C$ 951
United Airlines
5 Sep
MSN3:55 p.m.Madison Truax Field
6h 38m
1 stop
YWG10:33 p.m.Winnipeg
9 Sep
YWG7:00 a.m.Winnipeg
7h 59m
1 stop
MSN2:59 p.m.Madison Truax Field
C$ 1,014

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 16 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

Fri 4/9

6:05 a.m.-10:10 p.m.

2 stops16h 05m

Winnipeg

Tue 8/9

5:44 p.m.-9:30 p.m.

1 stop3h 46m

C$ 812
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 26/8

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

1 stop5h 22m

Winnipeg

Wed 2/9

7:00 a.m.-11:58 a.m.

1 stop4h 58m

C$ 815

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 26/8

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

2 stops17h 52m

Winnipeg

Wed 2/9

6:15 a.m.-5:35 p.m.

2 stops11h 20m

C$ 816

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 11/8

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

2 stops11h 20m

Winnipeg

Mon 17/8

10:10 a.m.-11:00 p.m.

2 stops36h 50m

C$ 860

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 11/8

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

1 stop5h 49m

Winnipeg

Mon 17/8

4:55 p.m.-11:00 p.m.

2 stops30h 05m

C$ 870

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 5/9

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

2 stops10h 00m

Winnipeg

Wed 9/9

12:46 p.m.-11:20 a.m.

1 stop22h 34m

C$ 943

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 11/8

5:00 a.m.-11:52 a.m.

1 stop6h 52m

Winnipeg

Mon 17/8

7:00 a.m.-6:56 p.m.

1 stop11h 56m

C$ 951

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sat 5/9

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

2 stops10h 00m

Winnipeg

Wed 9/9

12:46 p.m.-11:20 a.m.

1 stop22h 34m

C$ 958

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 4/9

7:03 a.m.-2:40 p.m.

3 stops31h 37m

Winnipeg

Tue 8/9

5:25 p.m.-12:44 p.m.

3 stops19h 19m

C$ 979

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 30/7

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

2 stops11h 24m

Winnipeg

Tue 4/8

6:05 p.m.-11:00 p.m.

2 stops28h 55m

C$ 981

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 and United Airlines 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

6h 52m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 6h 52m
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 52m, 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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