Rome2Rio

South Boston to Chicago trains

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 train between South Boston and Chicago takes 22h 22m. There is at least one train per day from South Boston 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.

22h 22m
Duration
1,015 mi
Distance
$650
Average price
Once daily
Frequency

South Boston to Chicago train times

Trains run once daily between South Boston and Chicago. The service departs South Boston at 12:50 PM in the afternoon, which arrives into Chicago at 10:12:00. All services run direct with no transfers required, and take on average 22h 22m. The schedules shown below are for the next available departures.

Departing Sunday, November 15, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Departing Monday, November 16, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Departing Tuesday, November 17, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Departing Wednesday, November 18, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Departing Thursday, November 19, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Departing Friday, November 20, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Departing Saturday, November 21, 2026

  •  → 

    Arrives next day

    train train 22h 22m • Direct

Frequently asked questions

Want to know about travelling from South Boston 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 South Boston to Chicago.ExpandLaunch map view
  • Distance: 1,014.6 mi
  • Duration: 22h 22m

What companies run services between South Boston, MA, USA and Chicago, IL, USA?

Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $550–900 and the journey takes 22h 22m.

Operators