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Cheap flights from Madison to Winnipeg from C$ 505

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 27/7. 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.
United Airlines Logo
8:10 a.m. - 10:33 p.m.
MSN
-
YWG
14h 23m
1 stop
United Airlines Logo
2:00 p.m. - 7:03 p.m.
YWG
-
MSN
5h 03m
1 stop
C$ 910United Airlines
Tue, 18 Aug - Wed, 19 Aug
United Airlines Logo
6:41 a.m. - 11:52 a.m.
MSN
-
YWG
5h 11m
1 stop
United Airlines Logo
7:00 a.m. - 11:49 a.m.
YWG
-
MSN
4h 49m
1 stop
C$ 947United Airlines
Wed, 8 Jul - Wed, 15 Jul
WestJet Logo
11:00 a.m. - 8:16 p.m.
MSN
-
YWG
9h 16m
1 stop
WestJet Logo
6:00 a.m. - 8:45 p.m.
YWG
-
MSN
14h 45m
2 stops
C$ 977WestJet
Wed, 7 Oct - Tue, 13 Oct
United Airlines Logo
2:40 p.m. - 8:57 p.m.
MSN
-
YWG
6h 17m
1 stop
United Airlines Logo
7:00 a.m. - 3:04 p.m.
YWG
-
MSN
8h 04m
1 stop
C$ 996United Airlines
Wed, 7 Oct - Tue, 13 Oct
WestJet Logo
8:52 a.m. - 5:15 p.m.
MSN
-
YWG
32h 23m
2 stops
WestJet Logo
7:45 a.m. - 8:52 a.m.
YWG
-
MSN
25h 07m
2 stops
C$ 1,014WestJet
Wed, 8 Jul - Wed, 15 Jul
WestJet Logo
1:45 p.m. - 12:55 a.m.
MSN
-
YWG
11h 10m
2 stops
WestJet Logo
7:45 a.m. - 4:37 p.m.
YWG
-
MSN
8h 52m
2 stops
C$ 1,021WestJet
Wed, 7 Oct - Tue, 13 Oct
Air Canada Logo
2:47 p.m. - 10:33 p.m.
MSN
-
YWG
7h 46m
1 stop
Air Canada Logo
7:55 a.m. - 5:13 p.m.
YWG
-
MSN
9h 18m
2 stops
C$ 1,043Air Canada
Tue, 18 Aug - Wed, 19 Aug
United Airlines Logo
2:47 p.m. - 10:33 p.m.
MSN
-
YWG
7h 46m
1 stop
United Airlines Logo
8:15 a.m. - 7:03 p.m.
YWG
-
MSN
10h 48m
2 stops
C$ 1,050United Airlines
Tue, 18 Aug - Wed, 19 Aug
Air Canada Logo
2:47 p.m. - 11:20 p.m.
MSN
-
YWG
8h 33m
2 stops
Air Canada Logo
7:55 a.m. - 5:13 p.m.
YWG
-
MSN
9h 18m
2 stops
C$ 1,061Air Canada
Tue, 18 Aug - Wed, 19 Aug
United Airlines Logo
2:47 p.m. - 11:20 p.m.
MSN
-
YWG
8h 33m
2 stops
United Airlines Logo
12:20 p.m. - 8:53 p.m.
YWG
-
MSN
8h 33m
2 stops
C$ 1,068United Airlines
Tue, 18 Aug - Wed, 19 Aug

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United Airlines flights from Madison to Winnipeg

Our best United Airlines deals on Madison to Winnipeg flight tickets
United Airlines
18 Aug
MSN8:10 a.m.Madison Truax Field
14h 23m
1 stop
YWG10:33 p.m.Winnipeg
19 Aug
YWG2:00 p.m.Winnipeg
5h 03m
1 stop
MSN7:03 p.m.Madison Truax Field
C$ 910
United Airlines
8 Jul
MSN6:41 a.m.Madison Truax Field
5h 11m
1 stop
YWG11:52 a.m.Winnipeg
15 Jul
YWG7:00 a.m.Winnipeg
4h 49m
1 stop
MSN11:49 a.m.Madison Truax Field
C$ 947
United Airlines
7 Oct
MSN2:40 p.m.Madison Truax Field
6h 17m
1 stop
YWG8:57 p.m.Winnipeg
13 Oct
YWG7:00 a.m.Winnipeg
8h 04m
1 stop
MSN3:04 p.m.Madison Truax Field
C$ 996

WestJet flights from Madison to Winnipeg

Our best WestJet deals on Madison to Winnipeg flight tickets
WestJet
7 Oct
MSN11:00 a.m.Madison Truax Field
9h 16m
1 stop
YWG8:16 p.m.Winnipeg
13 Oct
YWG6:00 a.m.Winnipeg
14h 45m
2 stops
MSN8:45 p.m.Madison Truax Field
C$ 977
WestJet
8 Jul
MSN8:52 a.m.Madison Truax Field
32h 23m
2 stops
YWG5:15 p.m.Winnipeg
15 Jul
YWG7:45 a.m.Winnipeg
25h 07m
2 stops
MSN8:52 a.m.Madison Truax Field
C$ 1,014
WestJet
7 Oct
MSN1:45 p.m.Madison Truax Field
11h 10m
2 stops
YWG12:55 a.m.Winnipeg
13 Oct
YWG7:45 a.m.Winnipeg
8h 52m
2 stops
MSN4:37 p.m.Madison Truax Field
C$ 1,021

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 15 June 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

Tue 18/8

8:10 a.m.-10:33 p.m.

1 stop14h 23m

Winnipeg

Wed 19/8

2:00 p.m.-7:03 p.m.

1 stop5h 03m

C$ 910
Quickest round-trip

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 8/7

6:41 a.m.-11:52 a.m.

1 stop5h 11m

Winnipeg

Wed 15/7

7:00 a.m.-11:49 a.m.

1 stop4h 49m

C$ 947

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 7/10

11:00 a.m.-8:16 p.m.

1 stop9h 16m

Winnipeg

Tue 13/10

6:00 a.m.-8:45 p.m.

2 stops14h 45m

C$ 977

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 7/10

2:40 p.m.-8:57 p.m.

1 stop6h 17m

Winnipeg

Tue 13/10

7:00 a.m.-3:04 p.m.

1 stop8h 04m

C$ 996

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 8/7

8:52 a.m.-5:15 p.m.

2 stops32h 23m

Winnipeg

Wed 15/7

7:45 a.m.-8:52 a.m.

2 stops25h 07m

C$ 1,014

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Wed 7/10

1:45 p.m.-12:55 a.m.

2 stops11h 10m

Winnipeg

Tue 13/10

7:45 a.m.-4:37 p.m.

2 stops8h 52m

C$ 1,021

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 18/8

2:47 p.m.-10:33 p.m.

1 stop7h 46m

Winnipeg

Wed 19/8

7:55 a.m.-5:13 p.m.

2 stops9h 18m

C$ 1,043

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 18/8

2:47 p.m.-10:33 p.m.

1 stop7h 46m

Winnipeg

Wed 19/8

8:15 a.m.-7:03 p.m.

2 stops10h 48m

C$ 1,050

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 18/8

2:47 p.m.-11:20 p.m.

2 stops8h 33m

Winnipeg

Wed 19/8

7:55 a.m.-5:13 p.m.

2 stops9h 18m

C$ 1,061

MadisonWinnipeg

MSN - YWG

MSNYWG

Madison Truax Field

Tue 18/8

2:47 p.m.-11:20 p.m.

2 stops8h 33m

Winnipeg

Wed 19/8

12:20 p.m.-8:53 p.m.

2 stops8h 33m

C$ 1,068

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 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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