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Flights from Madison to Winnipeg
There are no direct flights from Madison to Winnipeg. The fastest way is one stop via Minneapolis or Chicago, about 5h 13m door to door (6 connections a week on current schedules).
No direct flights · 2 connection options From 5h 13m
Madison to Winnipeg at a glance
Fastest journey5h 13mVia Minneapolis, on current schedules
Nonstop flightsNoneConnect via Minneapolis or Chicago
Best ways to fly from Madison to Winnipeg
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
MSN Minneapolis (MSP) YWG
Leg 1: Delta Air Lines · Leg 2: SkyWest
Mon06:15 MSN07:05 MSP3h 10m connection10:15 MSP11:28 YWGDelta Air Lines + SkyWest
2Search
MSN Chicago (ORD) YWG
Leg 1: United Airlines, Republic Airlines, SkyWest · Leg 2: SkyWest
Fri16:15 MSN17:01 ORD3h 44m connection20:45 ORD22:40 YWGUnited Airlines + SkyWest
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 961 km597 miles
- Journey time
- 5h 13mon current schedules
- Time difference
- NoneWinnipeg vs Madison
- Currency in Winnipeg
- CAD
- Airports
- MSN → YWG
Flights from Madison to Winnipeg: questions answered
Are there direct flights from Madison to Winnipeg?
No. There is no nonstop service, so you will connect, most easily in Minneapolis and Chicago. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Madison to Winnipeg?
With one connection the journey usually takes around 5h 13m, depending on the layover. The straight-line distance is 961 km.
Where do you change planes between Madison and Winnipeg?
The best connecting points are Minneapolis (MSP) and Chicago (ORD). Compare one-ticket itineraries with self-transfer options in the search.
Which airports serve Madison and Winnipeg?
Madison: Dane County Regional Truax Field (MSN). Winnipeg: Winnipeg / James Armstrong Richardson International Airport (YWG).





