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Chester to Chicago buses

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Trip Overview

The average bus between Chester and Chicago takes 21h 45m and the fastest bus takes 21h 28m. The bus runs, on average, 3 times per week from Chester 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.

21h 45m
Duration
832 mi
Distance
$179
Average price
3 times a week
Frequency

Chester to Chicago bus times

Buses run 3 times a week between Chester and Chicago. The earliest departure is at 9:58 PM at night, and the last departure from Chester is at 10:26 PM which arrives into Chicago at 6:55 PM. All services require a transfer at Wilmington and take an average of 21h 45m. The schedules shown below are for the next available departures.

Departing Sunday, November 1, 2026

  •  → 

    Arrives next day

    SEPTASEPTAFlixbus USA21h 56m • 2 changes

Departing Friday, November 6, 2026

  •  → 

    Arrives next day

    SEPTASEPTAFlixbus USA21h 28m • 2 changes

Departing Saturday, November 7, 2026

  •  → 

    Arrives next day

    SEPTASEPTAFlixbus USA21h 52m • 2 changes

Frequently asked questions

Want to know about travelling from Chester 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 Chester to Chicago.ExpandLaunch map view
  • Distance: 832.2 mi
  • Duration: 21h 45m

What companies run services between Chester, PA, USA and Chicago, IL, USA?

You can take a train from Chester Transit Center to Chicago Bus Station via Wilmington, Wilmington Bus Station, and Baltimore Downtown Bus Station in around 22h 18m.

Operators