Previously seen journeys
| 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 travel from Benson to Chicago
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 2 days, 9 hours 7 minutes and with fares starting at just R 3 757, it presents an excellent value for a comfortable ride.
Compare bus companies
Based on 87439 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. Greyhound ticket prices on this trip start at R 3 905
Frequently asked questions about travelling from Benson to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ 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 at R 3 905. The average price for this route is around R 4 764. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Benson to Chicago?
The average bus journey time from Benson to Chicago is 1d 22h, covering a distance of 2286 km. The fastest bus gets you there in 1d 20h and is operated by Greyhound.
Which bus companies service the Benson to Chicago route?
Several major bus companies operate on this route with 4 buses 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 07:00. And the latest bus departs at 22:20.
What are the CO₂ emissions for the bus trip from Benson to Chicago?
A bus trip from Benson to Chicago produces an estimated 57 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
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 19 Dec 2025 with a price of R 3 919To 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 R 3 919 to R 4 160 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 R 3 919, which is on 2025-12-19.
