How much is the bus ticket from Winston-Salem to Chicago?

The cheapest bus tickets from Winston-Salem to Chicago start from $139. The average price for this route is around $216. 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 Winston-Salem to Chicago?

The average bus travel time from Winston-Salem to Chicago is 1d 3h, covering a distance of 906 km. The quickest bus can get you there in 23h 40m and is operated by Greyhound .

Which bus companies service the Winston-Salem to Chicago route?

Several major bus companies operate on this route with 12 buses available per day.

What are the earliest and latest departure times for the bus from Winston-Salem to Chicago?

The earliest bus departs from Winston-Salem to Chicago at 6:55am. And the latest bus departs at 5:55pm.

What are the CO₂ emissions for the bus trip from Winston-Salem to Chicago?

A bus trip from Winston-Salem to Chicago generates an estimated 23 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.

Bus Winston-Salem to Chicago from $146 | Refundable Tickets

Next bus departures

Next departures for Winston-Salem to Chicago on February 15
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	5:55pm	Winston Salem Greyhound Bus Station	1d 6h	11:35pm	Chicago 95Th & Dan Ryan	Cheapest
	Bus	5:55pm	Winston Salem Greyhound Bus Station	1d 3h	8:10pm	Downtown Greyhound Station	Fastest
Greyhound Lines, Inc. + FlixBus	Bus	5:55pm	Winston Salem Greyhound Bus Station	1d 15h	8:00am	537-517 W. Jackson Blvd	No tags

Next departures for Winston-Salem to Chicago on February 16
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 1h	11:05am	Chicago 95Th & Dan Ryan	Cheapest
	Bus	4:35pm	Winston Salem Greyhound Bus Station	23h 40m	3:15pm	Downtown Greyhound Station	Fastest
	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 2h	8:25am	Downtown Greyhound Station	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 2h	11:30am	Downtown Greyhound Station	No tags
	Bus	7:10am	Winston Salem Greyhound Bus Station	1d 3h	10:00am	Downtown Greyhound Station	No tags

Next departures for Winston-Salem to Chicago on February 17
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 3h	9:50am	Chicago 95Th & Dan Ryan	Cheapest
	Bus	4:35pm	Winston Salem Greyhound Bus Station	23h 40m	3:15pm	Downtown Greyhound Station	Fastest
	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 2h	8:25am	Downtown Greyhound Station	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 2h	11:30am	Downtown Greyhound Station	No tags
	Bus	7:10am	Winston Salem Greyhound Bus Station	1d 3h	10:00am	Downtown Greyhound Station	No tags

Next departures for Winston-Salem to Chicago on February 18
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 3h	9:50am	Chicago 95Th & Dan Ryan	Cheapest
	Bus	4:35pm	Winston Salem Greyhound Bus Station	23h 40m	3:15pm	Downtown Greyhound Station	Fastest
	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 2h	8:25am	Downtown Greyhound Station	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 2h	11:30am	Downtown Greyhound Station	No tags
	Bus	7:10am	Winston Salem Greyhound Bus Station	1d 3h	10:00am	Downtown Greyhound Station	No tags

Next departures for Winston-Salem to Chicago on February 19
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	5:55pm	Winston Salem Greyhound Bus Station	1d 6h	11:35pm	Chicago 95Th & Dan Ryan	Cheapest
	Bus	4:35pm	Winston Salem Greyhound Bus Station	23h 40m	3:15pm	Downtown Greyhound Station	Fastest
	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 2h	8:25am	Downtown Greyhound Station	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 2h	11:30am	Downtown Greyhound Station	No tags
	Bus	7:10am	Winston Salem Greyhound Bus Station	1d 3h	10:00am	Downtown Greyhound Station	No tags

Next departures for Winston-Salem to Chicago on February 20
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 3h	9:50am	Chicago 95Th & Dan Ryan	Cheapest
	Bus	4:35pm	Winston Salem Greyhound Bus Station	23h 40m	3:15pm	Downtown Greyhound Station	Fastest
	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 2h	8:25am	Downtown Greyhound Station	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 2h	11:30am	Downtown Greyhound Station	No tags
	Bus	7:10am	Winston Salem Greyhound Bus Station	1d 3h	10:00am	Downtown Greyhound Station	No tags

Next departures for Winston-Salem to Chicago on February 21
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 3h	9:50am	Chicago 95Th & Dan Ryan	Cheapest
	Bus	4:35pm	Winston Salem Greyhound Bus Station	23h 40m	3:15pm	Downtown Greyhound Station	Fastest
	Bus	6:55am	Winston Salem Greyhound Bus Station	1d 2h	8:25am	Downtown Greyhound Station	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:25am	Winston Salem Greyhound Bus Station	1d 2h	11:30am	Downtown Greyhound Station	No tags
	Bus	7:10am	Winston Salem Greyhound Bus Station	1d 3h	10:00am	Downtown Greyhound Station	No tags

Last refresh of the prices: Yesterday at 2:38 PM EST.

Get from Winston-Salem to Chicago

This route is served by bus only

The journey takes about 1 day, 3 hours 15 minutes, and with fares starting at just $139, it presents an excellent value for a comfortable ride.

12bus per day

1d 3hAverage Duration

906 kmDistance

23kgCO₂ emissions

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

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)

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

Compare bus companies

Greyhound

3.5/587,523 reviews

Staff3.6

Timeliness2.9

Cleanliness3.4

Wi‑Fi2.5

Based on 87523 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 $142

Greyhound Winston-Salem Chicago recent customer reviews

The workers were very nice but the bus was very uncomfortable I traveled 18 hours with 2 kids and no WiFi like it said there would be the drivers were friendly though

Atresha W.

February 8, 2019

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

Frequently asked questions about travelling from Winston-Salem 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 Winston-Salem to Chicago?
The cheapest bus tickets from Winston-Salem to Chicago start from $139. The average price for this route is around $216. 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 Winston-Salem to Chicago?
The average bus travel time from Winston-Salem to Chicago is 1d 3h, covering a distance of 906 km. The quickest bus can get you there in 23h 40m and is operated by Greyhound.
Which bus companies service the Winston-Salem to Chicago route?
Several major bus companies operate on this route with 12 buses available per day.
What are the earliest and latest departure times for the bus from Winston-Salem to Chicago?
The earliest bus departs from Winston-Salem to Chicago at 6:55am. And the latest bus departs at 5:55pm.
What are the CO₂ emissions for the bus trip from Winston-Salem to Chicago?
A bus trip from Winston-Salem to Chicago generates an estimated 23 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.

Find cheapest prices for buses

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

Best price found

02-13

$174

02-14

$234

Today

$323

02-16

$174

02-17

$215

02-18

$215

02-19

$146

02-20

$164

The cheapest trip from Winston-Salem to Chicago was searched and found on Feb 19, 2026 with a price of $146

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

You can expect to pay from $146 to $354 for a bus ticket from Winston-Salem to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $146 which is on 2026-02-19.