Rome2Rio

Madison to Chicago buses

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Trip Overview

The average bus between Madison and Chicago takes 25h 57m and the fastest bus takes 21h 10m. There is at least one bus per day from Madison 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 57m
Duration
1,094 mi
Distance
$210
Average price
Once daily
Frequency

Madison to Chicago bus times

Buses run once daily between Madison and Chicago. The earliest departure is at 12:46 AM at night, and the last departure from Madison is at 5:14 PM which arrives into Chicago at 1:25 PM. All services require a transfer at Church St @ George St and take an average of 25h 57m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

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    Arrives next day

    CT TransitCT TransitGreyhound USAFlixbus USA21h 10m • 3 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    CT TransitCT TransitGreyhound USAFlixbus USA21h 10m • 3 changes

Departing Friday, November 13, 2026

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    Arrives next day

    CT TransitCT TransitGreyhound USAFlixbus USA21h 10m • 3 changes

Departing Saturday, November 14, 2026

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    Arrives next day

    CT TransitCT TransitGreyhound USAFlixbus USA21h 23m • 3 changes

Departing Sunday, November 15, 2026

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    Arrives next day

    CT TransitCT TransitGreyhound USAFlixbus USA37h 38m • 3 changes

Departing Monday, November 16, 2026

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    Arrives next day

    CT TransitCT TransitGreyhound USAFlixbus USA21h 10m • 3 changes

Frequently asked questions

Want to know about travelling from Madison 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 Madison to Chicago.ExpandLaunch map view
  • Distance: 1,094.1 mi
  • Duration: 25h 57m

What companies run services between Madison, CT, USA and Chicago, IL, USA?

You can take a bus from Boston Post Rd @ Durham Rd to Chicago Bus Station via Church St @ George St, George St @ opp Orange St, Union Ave @ Union Station, New Haven Bus Stop, Port Authority Bus Terminal, and New York Midtown in around 25h 52m.

Operators