Find coaches from Chicago to Winston-Salem

Today31 Jul
Tomorrow1 Aug
from US$112
Sat2 Aug
Sun3 Aug
Mon4 Aug
Tue5 Aug
Wed6 Aug
Thu7 Aug

Cheap buses leaving tomorrow

One passenger / one way

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

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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 departure00:30
Distance554 miles
Latest bus departure23:50

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. 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).

  2. 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.

Find cheapest prices for buses

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

Best price found
29/07
US$94
30/07
US$114
Today
No data
01/08
US$122
02/08
US$94
03/08
No data
04/08
US$106
05/08
No data
busbud logoThe cheapest trip from Chicago to Winston-Salem was searched and found on 29 Jul 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 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.

Will you be returning to Chicago by bus?

Bus from Chicago to Winston-Salem

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