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Milwaukee to Winona trains

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Trip Overview

The average train between Milwaukee and Winona takes 3h 52m and the fastest train takes 3h 49m. The train service runs several times per day from Milwaukee to Winona. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

3h 52m
Duration
222 mi
Distance
$140
Average price
Twice daily
Frequency

Milwaukee to Winona train times

Trains run twice daily between Milwaukee and Winona. The earliest departure is at 12:49 PM in the afternoon, and the last departure from Milwaukee is at 4:45 PM which arrives into Winona at 8:34 PM. All services run direct with no transfers required, and take on average 3h 52m. The schedules shown below are for the next available departures.

Departing Thursday, November 12, 2026

  •  → 

    train train 3h 49m • Direct

Departing Friday, November 13, 2026

  •  → 

    train train 3h 56m • Direct
  •  → 

    train train 3h 49m • Direct

Departing Saturday, November 14, 2026

  •  → 

    train train 3h 56m • Direct
  •  → 

    train train 3h 49m • Direct

Departing Sunday, November 15, 2026

  •  → 

    train train 3h 56m • Direct
  •  → 

    train train 3h 49m • Direct

Departing Monday, November 16, 2026

  •  → 

    train train 3h 56m • Direct
  •  → 

    train train 3h 49m • Direct

Departing Tuesday, November 17, 2026

  •  → 

    train train 3h 56m • Direct
  •  → 

    train train 3h 49m • Direct

Departing Wednesday, November 18, 2026

  •  → 

    train train 3h 56m • Direct
  •  → 

    train train 3h 49m • Direct

Frequently asked questions

Want to know about travelling from Milwaukee to Winona? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Milwaukee to Winona.ExpandLaunch map view
  • Distance: 221.7 mi
  • Duration: 3h 52m

What companies run services between Milwaukee, WI, USA and Winona, MN, USA?

Amtrak operates a train from Milwaukee to Winona 3 times a day. Tickets cost $120–190 and the journey takes 3h 49m.

Operators