Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Benson | 537-517 W. Jackson Blvd | No tags | ||||
FlixBus + Greyhound | Bus | Benson | Chicago 95Th & Dan Ryan | No tags | ||||
| Bus | Benson | 537-517 W. Jackson Blvd | No tags | ||||
| Bus | Benson | Downtown Greyhound Station | No tags | ||||
| Bus | Benson | Chicago 95Th & Dan Ryan | No tags |
Compare 2 ways to go from Benson to Chicago
Among the sustainable travel choices, the train stands out as the good way to reach Chicago. The journey takes about 2 days, 9 hours 7 minutes and with fares starting at just $219, it presents an excellent value for a comfortable ride.
Compare bus companies
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Frequently asked questions about traveling from Benson 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 Benson to Chicago?
The cheapest bus tickets from Benson to Chicago start from $228. The average price for this route is around $278. 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 Benson to Chicago?
The average bus trip duration from Benson to Chicago is 1d 22h, covering a distance of 1417 miles (2286 km). The quickest bus can get you there in 1d 20h and is operated by Greyhound.
Which bus companies service the Benson to Chicago route?
Several major train operators operate on this route with 4 trains available per day.
What is the earliest and latest departure time for the bus from Benson to Chicago?
The earliest bus departs from Benson to Chicago at 7:00am. And the latest bus departs at 10:20pm.
What are the CO₂ emissions for the bus trip from Benson to Chicago?
A bus trip from Benson to Chicago generates an estimated 57 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel 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 Benson to Chicago was searched and found on Dec 19, 2025 with a price of $228To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Benson to Chicago, as early as possible.
You can expect to pay from $228 to $242 for a bus ticket from Benson to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $228 which is on 2025-12-19.
