Cheap buses leaving Saturday
One passenger / one way
- This trip is recommended because it is the: Cheapest
- This trip is recommended because it is the: FastestDeparture time: 21 June atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: 22 June atDestination city: Winston-SalemDestination location: Winston Salem Greyhound Bus StationOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - Departure time: 21 June atDeparture city: ChicagoDeparture location: Downtown Greyhound StationArrival time: 22 June atDestination city: Winston-SalemDestination location: Winston Salem Greyhound Bus StationOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
- Departure time: 21 June atDeparture city: ChicagoDeparture location: 537-517 W. Jackson BlvdArrival time: 22 June atDestination city: Winston-SalemDestination location: Winston Salem Greyhound Bus StationOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
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Bus Chicago to Winston-Salem: Trip Overview
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Chicago to Winston-Salem Bus
Busbud helps you find a bus from Chicago to Winston-Salem. Get the best fare and schedule, book a round trip ticket or find buses with WiFi and electrical outlets.
We make sure you can find a bus service from Chicago to Winston-Salem from the most reliable bus companies operating this trip.
Discover how much the bus trip from Chicago to Winston-Salem will cost you. Use our filters and sorting features to find the cheapest bus tickets or luxury buses.
Where are the popular stops in Chicago and Winston-Salem?
Frequently asked questions on the trip Chicago - Winston-Salem
How much is the coach fare from Chicago to Winston-Salem?
Coach ticket prices from Chicago to Winston-Salem can start as low as US$2, though the average price for this trip is US$2. The actual price may differ based on factors like the time you plan to travel, the day of the week, and the coach service provider you select. Keep in mind that booking tickets on the day of travel might result in higher prices.
How long is the coach ride from Chicago to Winston-Salem?
The coach journey between Chicago and Winston-Salem lasts about 23h 10m. The quickest coach journey typically takes 18h 25m. Please be aware that the time it takes for your journey may vary depending on the traffic conditions along the route.
At what time is the first coach from Chicago to Winston-Salem?
The first coach from Chicago to Winston-Salem leaves at 10:00. Keep in mind that departure times might change on weekends and holidays.
How far is Winston-Salem from Chicago by coach?
The journey from Chicago to Winston-Salem by coach covers an approximate distance of 562 miles (906 km).
What is the best way to go from Chicago to Winston-Salem without flying?
To travel from Chicago to Winston-Salem without flying, you can take the coaches. Choosing the coach guarantees a comfortable and sustainable travel experience, allowing you to admire the views on your way to your destination. You might also find carpooling options to travel between the two cities.
Is there am overnight bus from Chicago to Winston-Salem?
Yes, you can find buses leaving until 23:50 and arriving the next day. Make sure to bring a snack and a blanket to keep yourself feeling comfortable during the night.
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 Winston-Salem was searched and found on 21 Jun 2025 with a price of US$125To 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.
You can expect to pay from US$125 to US$181 for a bus ticket from Chicago to Winston-Salem based on the last 2 days. You can expect to find the cheapest price for the trip at US$125, which is on 2025-06-21.
About Bus Travel
Bus Travel Tips
Make friends with the driver. They usually know a lot about your destination and may even recommend which side of the bus to sit on to get the best views on the road between Chicago and Winston-Salem!
Start sightseeing the minute your bus leaves the station. If you're on the night bus from Chicago to Winston-Salem, get comfy and count the stars.
Buses have the smallest carbon footprint of all motorized transport modes. A bus going from Chicago to Winston-Salem will emit half the CO2 emitted by a train, and radically less than a car or an airplane.
Make a music playlist for your bus ride from Chicago to Winston-Salem, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.
The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.
One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.
Top travelled bus routes
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