Rome2Rio

Olean to Chicago buses

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Trip Overview

The bus between Olean and Chicago takes 24h 25m. The bus runs, on average, 6 times per week from Olean 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.

24h 25m
Duration
629 mi
Distance
$158
Average price
6 times a week
Frequency

Olean to Chicago bus times

Buses run 6 times a week between Olean and Chicago. The service departs Olean at 10:35 AM in the morning, which arrives into Chicago at 10:00:00. All services require a transfer at Buffalo and take an average of 24h 25m. The schedules shown below are for the next available departures.

Departing Sunday, November 15, 2026

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    Arrives next day

    TrailwaysGreyhound USAGreyhound USA24h 25m • 2 changes

Departing Monday, November 16, 2026

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    Arrives next day

    TrailwaysGreyhound USAGreyhound USA24h 25m • 2 changes

Departing Tuesday, November 17, 2026

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    Arrives next day

    TrailwaysGreyhound USAGreyhound USA24h 25m • 2 changes

Departing Wednesday, November 18, 2026

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    Arrives next day

    TrailwaysGreyhound USAGreyhound USA24h 25m • 2 changes

Departing Thursday, November 19, 2026

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    Arrives next day

    TrailwaysGreyhound USAGreyhound USA24h 25m • 2 changes

Departing Friday, November 20, 2026

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    Arrives next day

    TrailwaysGreyhound USAGreyhound USA24h 25m • 2 changes

Frequently asked questions

Want to know about travelling from Olean 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 Olean to Chicago.ExpandLaunch map view
  • Distance: 629.3 mi
  • Duration: 24h 25m

What companies run services between Olean, NY, USA and Chicago, IL, USA?

You can take a bus from Olean to Chicago Bus Station via Buffalo and Cleveland Bus Station in around 14h 50m.

Operators