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Flights from Winnipeg to Madison
There are no direct flights from Winnipeg to Madison. The fastest way is one stop via Chicago or Minneapolis, about 4h 34m door to door (5 connections a week on current schedules).
No direct flights · 2 connection options From 4h 34m
Winnipeg to Madison at a glance
Fastest journey4h 34mVia Chicago, on current schedules
Nonstop flightsNoneConnect via Chicago or Minneapolis
Best ways to fly from Winnipeg to Madison
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
YWG Chicago (ORD) MSN
Leg 1: SkyWest · Leg 2: United Airlines, Republic Airlines, SkyWest
Sun07:00 YWG09:14 ORD1h 46m connection11:00 ORD11:34 MSNSkyWest
2Search
YWG Minneapolis (MSP) MSN
Leg 1: SkyWest · Leg 2: Delta Air Lines
Sat12:30 YWG13:42 MSP4h 18m connection18:00 MSP18:49 MSNSkyWest + Delta Air Lines
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
- 4h 34mon current schedules
- Time difference
- NoneMadison vs Winnipeg
- Currency in Madison
- USD
- Airports
- YWG → MSN
Flights from Winnipeg to Madison: questions answered
Are there direct flights from Winnipeg to Madison?
No. There is no nonstop service, so you will connect, most easily in Chicago and Minneapolis. 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 Winnipeg to Madison?
With one connection the journey usually takes around 4h 34m, depending on the layover. The straight-line distance is 961 km.
Where do you change planes between Winnipeg and Madison?
The best connecting points are Chicago (ORD) and Minneapolis (MSP). SkyWest flies both legs via Chicago, so you can book it as one ticket.
Which airports serve Winnipeg and Madison?
Winnipeg: Winnipeg / James Armstrong Richardson International Airport (YWG). Madison: Dane County Regional Truax Field (MSN).





