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South Boston to Chicago buses

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Trip Overview

The average bus between South Boston and Chicago takes 25h 52m and the fastest bus takes 21h 10m. The bus service runs several times 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.

25h 52m
Duration
1,087 mi
Distance
$180
Average price
Twice daily
Frequency

Bus

best
  1. Take the bus from Boston to Newark Penn Stationbus bus Greyhound US0235 / ...
  2. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
22h 10m
$134–261

South Boston to Chicago bus times

Buses run twice daily between South Boston and Chicago. The earliest departure is at 1:30 AM at night, and the last departure from South Boston is at 5:15 PM which arrives into Chicago at 1:25 PM. All services require a transfer, and take on average 25h 52m. The schedules shown below are for the next available departures.

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: 1,087.4 mi
  • Duration: 25h 52m

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

You can take a bus from Boston to Chicago Bus Station via Newark Penn Station in around 22h 10m.

Operators

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Bus trips from South Boston

Bus trips to Chicago

Alternative transport options