Rome2Rio

Portland to Chicago buses

Find Transport to Chicago

View schedule
QR code to download the Rome2Rio app

Download the Rome2Rio travel app

Scan QR code with your phone to download the app

Download on the App StoreGet it on Google Play

Trip Overview

The bus between Portland and Chicago takes 24h 30m. The bus runs, on average, 6 times per week from Portland to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

24h 30m
Duration
1,125 mi
Distance
$242
Average price
6 times a week
Frequency

Portland to Chicago bus times

Buses run 6 times a week between Portland and Chicago. The service departs Portland at 10:30 AM in the morning, which arrives into Chicago at 10:00:00. All services require a transfer at Boston, MA - South Station and take an average of 24h 30m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

  •  → 

    Arrives next day

    Amtrak ThruwayGreyhound USAGreyhound USA24h 30m • 2 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives next day

    Amtrak ThruwayGreyhound USAGreyhound USA24h 30m • 2 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives next day

    Amtrak ThruwayGreyhound USAGreyhound USA24h 30m • 2 changes

Departing Saturday, November 14, 2026

  •  → 

    Arrives next day

    Amtrak ThruwayGreyhound USAGreyhound USA24h 30m • 2 changes

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    Amtrak ThruwayGreyhound USAGreyhound USA24h 30m • 2 changes

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    Amtrak ThruwayGreyhound USAGreyhound USA24h 30m • 2 changes

Frequently asked questions

Want to know about travelling from Portland to Chicago? 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 Portland to Chicago.ExpandLaunch map view
  • Distance: 1,124.6 mi
  • Duration: 24h 30m

What companies run services between Portland, ME, USA and Chicago, IL, USA?

You can take a bus from Portland, ME to Chicago Bus Station via Boston, MA - South Station, Boston, and Cleveland Bus Station in around 25h 10m.

Operators