Find coaches from Chicago to Winston-Salem

Previously seen journeys

Next departures from Chicago to Winston-Salem on 12 November
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
GreyhoundBus
Downtown Greyhound Station
Winston Salem Greyhound Bus StationNo tags
GreyhoundBus
537-517 W. Jackson Blvd
Winston Salem Greyhound Bus StationNo tags
GreyhoundBus
Chicago 95Th & Dan Ryan
Winston Salem Greyhound Bus StationNo tags
GreyhoundBus
Downtown Greyhound Station
Winston Salem Greyhound Bus StationNo tags
GreyhoundBus
537-517 W. Jackson Blvd
Winston Salem Greyhound Bus StationNo tags

Get from Chicago to Winston-Salem

This route is served by bus only

The journey takes about 1 day, 5 hours 30 minutes, and with fares starting at just R 1 625, it presents an excellent value for a comfortable ride.

7bus per day
1d 5hAverage duration
893 kmDistance
22kgCO₂ emissions

Frequently asked questions about travelling from Chicago to Winston-Salem by bus

  1. How much does a bus ticket from Chicago to Winston-Salem cost?

    The bus ticket price from Chicago to Winston-Salem starts at R 1 625. The best way to find cheap bus tickets from Chicago to Winston-Salem is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

  2. How long is the bus ride from Chicago to Winston-Salem?

    The average travel time between Chicago and Winston-Salem is around 1d 5h, although the fastest bus will take about 18h 30m. This is the time it takes to travel the 906 km that separates the two cities.

  3. How many daily bus connections are there between Chicago and Winston-Salem?

    The number of buses from Chicago to Winston-Salem can differ depending on the day of the week. On average, there are 7 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Chicago to Winston-Salem by comparing and selecting the bus that fits your travel style and budget on Busbud.

  4. Which bus companies travel from Chicago to Winston-Salem?

    When taking the bus from Chicago to Winston-Salem, you can travel comfortably and safely with Greyhound, FlixBus.

  5. What are the departure and arrival stations when taking the bus from Chicago to Winston-Salem?

    Buses travelling between Chicago and Winston-Salem leave from Downtown Greyhound Station or Chicago O'Hare International Airport and arrive at Winston Salem Greyhound Bus Station, E Sprague St, Winston-Salem Bus Stop.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
10/11
No data
11/11
R 2 332
Today
No data
13/11
No data
14/11
No data
15/11
No data
16/11
No data
17/11
No data
busbud logoThe cheapest trip from Chicago to Winston-Salem was searched and found on 11 Nov 2025 with a price of R 2 332

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Winston-Salem as early as possible.

People from around the world trust Busbud

‌

Popular Buses Connecting Chicago

Buses Leaving from Chicago

Buses Going to Chicago

Popular Buses Connecting Winston-Salem

Buses Leaving from Winston-Salem

Buses Going to Winston-Salem