Rome2Rio

Chicago to Oskaloosa buses

Find Transport to Oskaloosa

View schedule

Trip Overview

The average bus between Chicago and Oskaloosa takes 16h 15m and the fastest bus takes 10h 40m. The bus runs, on average, 6 times per week 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.

16h 15m
Duration
417 mi
Distance
$85
Average price
6 times a week
Frequency

Chicago to Oskaloosa bus times

Buses run 6 times a week between Chicago and Oskaloosa. The earliest departure is at 12:15 AM at night, and the last departure from Chicago is at 9:45 AM which arrives into Oskaloosa at 8:25 PM. All services require a transfer at Illinois Terminal and take an average of 16h 15m. The schedules shown below are for the next available departures.

Departing Monday, October 26, 2026

  •  → 

    Arrives next day

    Flixbus USAGreyhound USA44h 10m • 1 change

Departing Thursday, October 29, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Friday, October 30, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Saturday, October 31, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Sunday, November 1, 2026

  •  → 

    Flixbus USAGreyhound USA10h 40m • 1 change

Departing Monday, November 2, 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: 16h 15m

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