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Chicago to Milwaukie buses

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Trip Overview

The bus between Chicago and Milwaukie takes 2d 9h. The bus runs, on average, once a week from Chicago to Milwaukie. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

2d 9h
Duration
2,397 mi
Distance
$512
Average price
Once a week
Frequency

Chicago to Milwaukie bus times

Buses run once a week between Chicago and Milwaukie. The service departs Chicago at 12:25 PM in the afternoon, which arrives into Milwaukie at 20:16:00. All services require a transfer at Denver Union Station and take an average of 2d 9h. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

  •  → 

    Arrives +2 days

    Greyhound USAGreyhound USAFlixbus USAPortland TriMet2d 9h • 3 changes

Frequently asked questions

Want to know about travelling from Chicago to Milwaukie? 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 Chicago to Milwaukie.ExpandLaunch map view
  • Distance: 2,396.8 mi
  • Duration: 2d 9h

What companies run services between Chicago, IL, USA and Milwaukie, OR, USA?

You can take a bus from Chicago Bus Station to SE Jackson & Main via Denver Union Station, Pasco Bus Stop, Portland Curbside Bus Stop, and Rose Quarter Transit Center in around 2d 4h.

Operators