Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Chicago (Bus Station) | W Clay St | CheapestFastest |
Last refresh of the prices: Today at 2:36 PM CST.
Compare 2 ways to go from Chicago to Osceola
Among the sustainable travel choices, the Train stands out as a good way to reach Osceola. The journey takes about 6 hours 23 minutes, and with fares starting at just $62, it presents an excellent value for a comfortable ride.
Compare bus companies
Based on 766 reviews, the company was rated 3.9 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi‑Fi. Jefferson Lines ticket prices on this trip start at $115
Frequently asked questions about travelling from Chicago to Osceola, IA by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Chicago to Osceola?
The cheapest bus tickets from Chicago to Osceola start from $115. The average price for this route is around $115. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Chicago to Osceola?
The average bus travel time from Chicago to Osceola is 7h 15m, covering a distance of 521 km. The quickest bus can get you there in 7h 15m and is operated by Jefferson Lines.
Which bus companies service the Chicago to Osceola route?
Several major bus companies operate on this route with 1 buses available per day.
What are the earliest and latest departure times for the bus from Chicago to Osceola?
The earliest bus departs from Chicago to Osceola at 9:15pm. And the latest bus departs at 9:15pm.
What are the CO₂ emissions for the bus trip from Chicago to Osceola?
A bus trip from Chicago to Osceola generates an estimated 13 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Osceola, IA was searched and found on Feb 2, 2026 with a price of $112To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Osceola, IA, as early as possible.
You can expect to pay from $112 to $112 for a bus ticket from Chicago to Osceola, IA based on the last 2 days. You can expect to find the cheapest price for the trip at $112 which is on 2026-02-02.
