Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | W Clay St | Chicago (Bus Station) | CheapestFastest |
Last refresh of the prices: Yesterday at 9:36 PM CST.
Compare 2 ways to go from Osceola to Chicago
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 7 hours 1 minute, and with fares starting at just $62, it presents an excellent value for a comfortable ride.
Compare bus companies
Based on 759 reviews, the company was rated 3.9 stars on Busbud. Travellers were especially satisfied with the temperature and the seats but often complained with the WiFi. Jefferson Lines ticket prices on this trip start at $226
Frequently asked questions about travelling from Osceola, IA to Chicago 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 Osceola to Chicago?
The cheapest bus tickets from Osceola to Chicago start from $226. The average price for this route is around $226. 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 Osceola to Chicago?
The average bus travel time from Osceola to Chicago 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 Osceola to Chicago 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 Osceola to Chicago?
The earliest bus departs from Osceola to Chicago at 10:30pm. And the latest bus departs at 10:30pm.
What are the CO₂ emissions for the bus trip from Osceola to Chicago?
A bus trip from Osceola to Chicago 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 Osceola, IA to Chicago was searched and found on Dec 10, 2025 with a price of $113To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Osceola, IA to Chicago, as early as possible.
You can expect to pay from $113 to $221 for a bus ticket from Osceola, IA to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $113 which is on 2025-12-15.
