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Chatham to Chicago buses

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Trip Overview

The bus between Chatham and Chicago takes 38h 56m. The bus runs, on average, 5 times per week from Chatham 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.

38h 56m
Duration
1,116 mi
Distance
$255
Average price
5 times a week
Frequency

Chatham to Chicago bus times

Buses run 5 times a week between Chatham and Chicago. The service departs Chatham at 8:04 PM in the evening, which arrives into Chicago at 10:00:00. All services require a transfer at Hyannis Transportation Center and take an average of 38h 56m. The schedules shown below are for the next available departures.

Departing Monday, November 9, 2026

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    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonGreyhound USAGreyhound USA38h 56m • 3 changes

Departing Tuesday, November 10, 2026

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    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonGreyhound USAGreyhound USA38h 56m • 3 changes

Departing Wednesday, November 11, 2026

  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonGreyhound USAGreyhound USA38h 56m • 3 changes

Departing Thursday, November 12, 2026

  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonGreyhound USAGreyhound USA38h 56m • 3 changes

Departing Friday, November 13, 2026

  •  → 

    Arrives +2 days

    Cape Cod Regional Transit AuthorityPlymouth & BrocktonGreyhound USAGreyhound USA38h 56m • 3 changes

Frequently asked questions

Want to know about travelling from Chatham 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 Chatham to Chicago.ExpandLaunch map view
  • Distance: 1,116.1 mi
  • Duration: 38h 56m

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

You can take a bus from Veterans Field Rd to Chicago Bus Station via Hyannis Transportation Center, Boston, South Station, Boston, and Cleveland Bus Station in around 26h 46m.

Operators