Previously seen trips

Next departures for Milwaukee to Winona on July 31
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location
Train	9:39am	MKE Airport - Trains	6h 57m	4:36pm	Winona Station
Train	12:19pm	MKE Airport - Trains	4h 17m	4:36pm	Winona Station
Train	12:39pm	Intermodal Station	3h 57m	4:36pm	Winona Station
Train	2:19pm	MKE Airport - Trains	6h 15m	8:34pm	Winona Station
Train	4:45pm	Intermodal Station	3h 49m	8:34pm	Winona Station

Compare 2 ways to go from Milwaukee to Winona

We recommend taking the train

Among the sustainable travel choices, the Train stands out as a good way to reach Winona. The journey takes about 4 hours 18 minutes and with fares starting at just CA$45, it presents an excellent value for a comfortable ride.

4train per day

4h 18mAverage Duration

201 milesDistance

29kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average PriceCA$153 - CA$153	Average Duration5h 5m	CO₂ emissions 8kg CO₂e
Train	Average PriceCA$45 - CA$556	Average Duration4h 18m	CO₂ emissions 29kg CO₂e

Train Companies

Amtrak

4.1/55,848 reviews

Staff4.7

Timeliness3.8

Cleanliness4.5

Wifi3.6

Based on 5848 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at CA$45

US train companies:Amtrak, Amtrak Acela, Brightline

Frequently asked questions about traveling from Milwaukee to Winona, MN by train

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

How much is the train ticket from Milwaukee to Winona?
The cheapest train tickets from Milwaukee to Winona start from CA$45. The average price for this train route is around CA$132. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Milwaukee to Winona?
The average train ride duration from Milwaukee to Winona is 4h 18m, covering a distance of 201 miles (323 km). The quickest train can get you there in 3h 49m and is operated by Amtrak.
Which train operators service the Milwaukee to Winona route?
Several major train operators operate on this route with 4 trains available per day.
What is the earliest and latest departure time for the train from Milwaukee to Winona?
The earliest train departs from Milwaukee to Winona at 7:24am. And the latest train departs at 4:45pm.

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

07/29

CA$101

07/30

CA$101

Today

CA$42

08/01

No data

08/02

No data

08/03

CA$101

08/04

No data

08/05

CA$54

The cheapest trip from Milwaukee to Winona, MN was searched and found on Jul 31, 2026 with a price of CA$42

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Milwaukee to Winona, MN, as early as possible.

You can expect to pay from CA$42 to CA$882 for a train ticket from Milwaukee to Winona, MN based on the last 2 days. You can expect to find the cheapest price for the trip at CA$54 which is on 2026-08-05.

What's the cheapest way to go from Milwaukee to Winona, MN?

The Train is the cheapest travel choice for this destination

Vehicle Type	Travel Time	Avg Price	Daily Departures
Vehicle TypeBus	Travel Time5h 5m	Avg PriceCA$153	Daily Departures1
Vehicle TypeTrain	Travel Time4h 18m	Avg PriceCA$132	Daily Departures4

The best way to travel between Milwaukee and Winona, MN is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost CA$132 on average. If you're on a budget, you'll find cheap tickets from CA$45. If you're looking for the fastest way to get to Winona, MN, choose the train, as it will take you from Milwaukee to Winona, MN in about 4h 18m - that's the fastest way to get there!