What is the distance between Chicago and Winston-Salem?

The distance between the two cities is 562 miles (906 km).

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

If you're headed to Winston-Salem from Chicago, chances are that your bus will depart from Downtown Greyhound Station and arrive at Winston Salem Greyhound Bus Station. These are the main departure and arrival locations on this route, but you could find others that could be a better fit for your travel plans.

Bus Chicago to Winston-Salem from $103 | Refundable Tickets

Previously seen trips

Next departures for Chicago to Winston-Salem on November 23
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Bus	9:40am	Downtown Greyhound Station	20h 55m	7:35am	Winston Salem Greyhound Bus Station	No tags
Bus	10:00am	537-517 W. Jackson Blvd	20h 35m	7:35am	Winston Salem Greyhound Bus Station	No tags
Bus	2:10pm	Chicago 95Th & Dan Ryan	19h	10:10am	Winston Salem Greyhound Bus Station	No tags
Bus	2:45pm	Downtown Greyhound Station	18h 25m	10:10am	Winston Salem Greyhound Bus Station	No tags
Bus	10:00pm	537-517 W. Jackson Blvd	1d 7h	6:45am	Winston Salem Greyhound Bus Station	No tags

Get from Chicago to Winston-Salem

This route is served by bus only

The journey takes about 23 hours 50 minutes and with fares starting at just $109, it presents an excellent value for a comfortable ride.

7bus per day

23h 50mAverage Duration

562 milesDistance

23kgCO₂ emissions

Where are the popular stops in Chicago and Winston-Salem?

Stops in Chicago

A
Downtown Greyhound Station
630 W Harrison St, Chicago, IL 60607, USA
Visit page
B
Chicago O'Hare International Airport
Visit page
C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA
D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA
E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA
F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA

Stops in Winston-Salem

A
Winston Salem Greyhound Bus Station
100 W 5th St, Winston Salem, NC 27101
Visit page
B
E Sprague St
841 E Sprague St, Winston-Salem, NC 27107, USA
C
Winston-Salem Bus Stop
2500 Old Lexington Rd, Winston-Salem, NC 27107, USA
D
1237 Silas Creek Pkwy
1237 Silas Creek Pkwy., Winston-Salem, NC 27127 (Hong Kong King Buffet)

Compare bus companies

Greyhound

3.5/587,391 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

Wifi2.4

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.

Greyhound Chicago Winston-Salem recent customer reviews

I will never ride this busline again

Edwardo B.

April 30, 2021

FlixBus

3.5/511,413 reviews

Staff4.2

Timeliness3.9

Cleanliness4.1

Wifi2.7

Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.

US bus companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Sindbad

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

What is the distance between Chicago and Winston-Salem?
What are the departure and arrival stations when taking the bus from Chicago to Winston-Salem?

Find cheapest prices for buses

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

Best price found

11/21

No data

11/22

No data

Today

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11/24

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11/25

No data

11/26

$132

11/27

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11/28

No data

The cheapest trip from Chicago to Winston-Salem was searched and found on Nov 26, 2025 with a price of $132

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.

You can expect to pay from $132 to $177 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 $132 which is on 2025-11-26.