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Chicago to Oskaloosa buses

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Trip Overview

The average bus between Chicago and Oskaloosa takes 17h 53m and the fastest bus takes 10h 40m. There is at least one bus per day from Chicago to Oskaloosa. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

17h 53m
Duration
417 mi
Distance
$86
Average price
Once daily
Frequency

Chicago to Oskaloosa bus times

Buses run once daily between Chicago and Oskaloosa. The earliest departure is at 9:45 AM in the morning, and the last departure from Chicago is at 4:40 PM which arrives into Oskaloosa at 8:25 PM. All services require a transfer at Illinois Terminal and take an average of 17h 53m. The schedules shown below are for the next available departures.

Departing Tuesday, November 3, 2026

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    Arrives next day

    Peoria Charter Coach CompanyGreyhound USA27h 45m • 1 change

Departing Thursday, November 5, 2026

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    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Friday, November 6, 2026

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    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Saturday, November 7, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Sunday, November 8, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Monday, November 9, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Frequently asked questions

Want to know about travelling from Chicago to Oskaloosa? 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 Chicago to Oskaloosa.ExpandLaunch map view
  • Distance: 417.2 mi
  • Duration: 17h 53m

What companies run services between Chicago, IL, USA and Oskaloosa, IA, USA?

You can take a bus from Downtown Chicago to Oskaloosa via Illinois Terminal and Champaign Intermodal Trans Ctr in around 10h 10m.

Operators