Bus Tickets from Chicago to Winston-Salem

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TodayJul 31
TomorrowAug 1
from US$112
SatAug 2
SunAug 3
MonAug 4
TueAug 5
WedAug 6
ThuAug 7

Cheap buses leaving tomorrow

One passenger / one way

  • This trip is recommended because it is the: Cheapest
    Departure time: August 1 at
    Departure city: Chicago
    Departure location: Chicago 95Th & Dan Ryan
    Arrival time: August 2 at
    Destination city: Winston-Salem
    Destination location: Winston Salem Greyhound Bus Station
    Operated by: FlixBus + Greyhound Lines, Inc.
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • This trip is recommended because it is the: Fastest
    Departure time: August 1 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: August 2 at
    Destination city: Winston-Salem
    Destination location: Winston Salem Greyhound Bus Station
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: August 1 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: August 2 at
    Destination city: Winston-Salem
    Destination location: Winston Salem Greyhound Bus Station
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:
  • Departure time: August 1 at
    Departure city: Chicago
    Departure location: Chicago 95Th & Dan Ryan
    Arrival time: August 3 at
    Destination city: Winston-Salem
    Destination location: Winston Salem Greyhound Bus Station
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:
  • Departure time: August 1 at
    Departure city: Chicago
    Departure location: 537-517 W. Jackson Blvd
    Arrival time: August 2 at
    Destination city: Winston-Salem
    Destination location: Winston Salem Greyhound Bus Station
    Operated by: Greyhound Lines, Inc.Greyhound Lines, Inc.
    Vehicle: BusDuration:

Last refresh of the prices: 2025-07-24 CDT.

Prices and availability are subject to change.

Accepted payments

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Bus Chicago to Winston-Salem: Trip Overview

Average Ticket PriceUS$128
Average Bus Trip Duration1d 5h
Number of daily buses6
Earliest bus departure12:30am
Distance893 km
Latest bus departure11:50pm

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.

Frequently asked questions on the trip Chicago - Winston-Salem

  1. What is the distance between Chicago and Winston-Salem?

    Chicago and Winston-Salem are 906 km (562 miles) apart.

  2. What are the departure and arrival locations for buses traveling from Chicago to Winston-Salem?

    Buses departing from Downtown Greyhound Station in Chicago will take you to Winston Salem Greyhound Bus Station in 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
07-29
US$94
07-30
US$114
Today
No data
08-01
US$122
08-02
US$94
08-03
No data
08-04
US$106
08-05
No data
busbud logoThe cheapest trip from Chicago to Winston-Salem was searched and found on Jul 29, 2025 with a price of US$94

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 US$94 to US$146 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$94 which is on 2025-08-02.

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 one of the smallest carbon footprints of motorized transport modes. A bus going from Chicago to Winston-Salem will emit less CO2 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.

Will you be returning to Chicago by bus?

Bus from Chicago to Winston-Salem

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