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Cheap flights from Madison to Winnipeg from C$ 254

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 15/3. 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.
WestJet Logo
6:30 a.m. - 3:20 p.m.
MSN
-
YWG
8h 50m
1 stop
WestJet Logo
7:00 a.m. - 9:27 p.m.
YWG
-
MSN
14h 27m
2 stops
C$ 598WestJet
Sun, 24 May - Fri, 29 May
WestJet Logo
6:30 a.m. - 10:10 p.m.
MSN
-
YWG
15h 40m
2 stops
WestJet Logo
7:00 a.m. - 9:27 p.m.
YWG
-
MSN
14h 27m
2 stops
C$ 601WestJet
Sun, 24 May - Fri, 29 May
WestJet Logo
6:30 a.m. - 3:20 p.m.
MSN
-
YWG
8h 50m
1 stop
WestJet Logo
4:10 p.m. - 11:08 a.m.
YWG
-
MSN
18h 58m
1 stop
C$ 642WestJet
Sun, 24 May - Fri, 29 May
WestJet Logo
5:54 p.m. - 11:01 a.m.
MSN
-
YWG
17h 07m
1 stop
WestJet Logo
5:19 p.m. - 10:48 p.m.
YWG
-
MSN
5h 29m
1 stop
C$ 671WestJet
Tue, 3 Mar - Wed, 4 Mar
WestJet Logo
6:20 a.m. - 7:09 p.m.
MSN
-
YWG
12h 49m
2 stops
WestJet Logo
11:53 a.m. - 10:19 a.m.
YWG
-
MSN
22h 26m
1 stop
C$ 690WestJet
Tue, 3 Mar - Wed, 4 Mar
WestJet Logo
6:20 a.m. - 7:09 p.m.
MSN
-
YWG
12h 49m
2 stops
WestJet Logo
5:00 a.m. - 4:59 p.m.
YWG
-
MSN
11h 59m
2 stops
C$ 709WestJet
Tue, 3 Mar - Wed, 4 Mar
WestJet Logo
6:20 a.m. - 6:05 p.m.
MSN
-
YWG
35h 45m
2 stops
WestJet Logo
8:05 p.m. - 10:19 a.m.
YWG
-
MSN
14h 14m
2 stops
C$ 733WestJet
Tue, 3 Mar - Wed, 4 Mar
United Airlines Logo
6:30 a.m. - 11:57 a.m.
MSN
-
YWG
5h 27m
1 stop
United Airlines Logo
2:20 p.m. - 10:32 p.m.
YWG
-
MSN
8h 12m
1 stop
C$ 776United Airlines
Thu, 19 Mar - Thu, 26 Mar
United Airlines Logo
6:30 a.m. - 11:57 a.m.
MSN
-
YWG
5h 27m
1 stop
United Airlines Logo
2:20 p.m. - 10:32 p.m.
YWG
-
MSN
8h 12m
1 stop
C$ 926United Airlines
Fri, 20 Mar - Fri, 27 Mar
United Airlines Logo
6:30 a.m. - 11:57 a.m.
MSN
-
YWG
5h 27m
1 stop
United Airlines Logo
7:20 p.m. - 2:02 p.m.
YWG
-
MSN
18h 42m
2 stops
C$ 931United Airlines
Thu, 19 Mar - Thu, 26 Mar

United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
19 Mar
MSN6:30 a.m.Madison Truax Field
5h 27m
1 stop
YWG11:57 a.m.Winnipeg
26 Mar
YWG2:20 p.m.Winnipeg
8h 12m
1 stop
MSN10:32 p.m.Madison Truax Field
C$ 776
United Airlines
20 Mar
MSN6:30 a.m.Madison Truax Field
5h 27m
1 stop
YWG11:57 a.m.Winnipeg
27 Mar
YWG2:20 p.m.Winnipeg
8h 12m
1 stop
MSN10:32 p.m.Madison Truax Field
C$ 926
United Airlines
19 Mar
MSN6:30 a.m.Madison Truax Field
5h 27m
1 stop
YWG11:57 a.m.Winnipeg
26 Mar
YWG7:20 p.m.Winnipeg
18h 42m
2 stops
MSN2:02 p.m.Madison Truax Field
C$ 931

WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
24 May
MSN6:30 a.m.Madison Truax Field
8h 50m
1 stop
YWG3:20 p.m.Winnipeg
29 May
YWG7:00 a.m.Winnipeg
14h 27m
2 stops
MSN9:27 p.m.Madison Truax Field
C$ 598
WestJet
24 May
MSN6:30 a.m.Madison Truax Field
15h 40m
2 stops
YWG10:10 p.m.Winnipeg
29 May
YWG7:00 a.m.Winnipeg
14h 27m
2 stops
MSN9:27 p.m.Madison Truax Field
C$ 601
WestJet
24 May
MSN6:30 a.m.Madison Truax Field
8h 50m
1 stop
YWG3:20 p.m.Winnipeg
29 May
YWG4:10 p.m.Winnipeg
18h 58m
1 stop
MSN11:08 a.m.Madison Truax Field
C$ 642

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 3 February 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

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 24/5

6:30 a.m.-3:20 p.m.

1 stop8h 50m

Winnipeg

Fri 29/5

7:00 a.m.-9:27 p.m.

2 stops14h 27m

C$ 598

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 24/5

6:30 a.m.-10:10 p.m.

2 stops15h 40m

Winnipeg

Fri 29/5

7:00 a.m.-9:27 p.m.

2 stops14h 27m

C$ 601

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Sun 24/5

6:30 a.m.-3:20 p.m.

1 stop8h 50m

Winnipeg

Fri 29/5

4:10 p.m.-11:08 a.m.

1 stop18h 58m

C$ 642

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 3/3

5:54 p.m.-11:01 a.m.

1 stop17h 07m

Winnipeg

Wed 4/3

5:19 p.m.-10:48 p.m.

1 stop5h 29m

C$ 671

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 3/3

6:20 a.m.-7:09 p.m.

2 stops12h 49m

Winnipeg

Wed 4/3

11:53 a.m.-10:19 a.m.

1 stop22h 26m

C$ 690

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 3/3

6:20 a.m.-7:09 p.m.

2 stops12h 49m

Winnipeg

Wed 4/3

5:00 a.m.-4:59 p.m.

2 stops11h 59m

C$ 709

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 3/3

6:20 a.m.-6:05 p.m.

2 stops35h 45m

Winnipeg

Wed 4/3

8:05 p.m.-10:19 a.m.

2 stops14h 14m

C$ 733

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 19/3

6:30 a.m.-11:57 a.m.

1 stop5h 27m

Winnipeg

Thu 26/3

2:20 p.m.-10:32 p.m.

1 stop8h 12m

C$ 776

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Fri 20/3

6:30 a.m.-11:57 a.m.

1 stop5h 27m

Winnipeg

Fri 27/3

2:20 p.m.-10:32 p.m.

1 stop8h 12m

C$ 926

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Thu 19/3

6:30 a.m.-11:57 a.m.

1 stop5h 27m

Winnipeg

Thu 26/3

7:20 p.m.-2:02 p.m.

2 stops18h 42m

C$ 931

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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?

United Airlines and WestJet 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 27m

Direct flights

None
The fastest flight from Madison to Winnipeg takes 5h 27m
There are no direct flights from Madison to Winnipeg. There are no popular flight routes from Madison to Winnipeg.
Search flight deals

  • 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 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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