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- This trip is recommended because it is the: Cheapest
- This trip is recommended because it is the: FastestDeparture time: 14 August atDeparture city: Winston-SalemDeparture location: Winston Salem Greyhound Bus StationArrival time: 15 August atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - Departure time: 14 August atDeparture city: Winston-SalemDeparture location: Winston Salem Greyhound Bus StationArrival time: 15 August atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
- Departure time: 14 August atDeparture city: Winston-SalemDeparture location: Winston Salem Greyhound Bus StationArrival time: 15 August atDestination city: ChicagoDestination location: Downtown Greyhound StationOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
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Bus Winston-Salem to Chicago: Trip Overview
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Based on 87168 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 US$102
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.
Winston-Salem to Chicago Bus
Busbud shows you the best bus ticket fares and bus schedules so you can easily plan and book a trip by bus from Winston-Salem to Chicago.
Bus service from Winston-Salem to Chicago will be provided by the most trusted bus companies.
Whether it is cheap bus tickets or more luxurious buses going to Chicago from Winston-Salem, we help you find what you're looking for based on how much of a budget you have.
Where are the popular stops in Winston-Salem and Chicago?
Frequently asked questions on the trip Winston-Salem - Chicago
How far is Chicago from Winston-Salem by coach?
The journey from Winston-Salem to Chicago by coach covers an approximate distance of 562 miles (906 km).
What is the best way to go from Winston-Salem to Chicago without flying?
You can choose the coach to travel this route. The coach ensures a pleasant travel experience, granting you the opportunity to appreciate the scenery as you make your way to your final stop. 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.
The cheapest trip from Winston-Salem to Chicago was searched and found on 12 Aug 2025 with a price of US$113To 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 US$113 to US$152 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 US$113, which is on 2025-08-12.
About Bus Travel
Bus Travel Tips
If you're abroad, study some local language. Not only could it get you out of a pickle during your bus trip from Winston-Salem to Chicago but it'll also be endearing to native speakers who will surely appreciate your effort.
Much more than a mere vehicle taking you from Winston-Salem to Chicago, riding the bus will expose you to some of the most stunning panoramas while enroute to your final bus stop.
Buses are energy-efficient. Carrying a passenger over 100 kms by coach only takes 0.6-0.9 liters of gas. Compare that to the 2.6 liters required by high-speed train, 6.6 liters by airplane and 7.6 liters by gas-powered car, and it's clear that the bus is a more environmentally-conscious option for your bus transportation from Winston-Salem to Chicago.
Tune out to the fine sounds of your best music playlist on your bus trip from Winston-Salem to Chicago while indulging in miles on end of beautiful scenic views.
Did you know?
Did you know some bus companies in Germany offer to their passenger low-costs snacks and regional beer based on their destination? Prosit!
The average number of passengers on a coach bus is 32 meaning that a bus could replace a minimum of at least 30 cars!
The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.
Top travelled bus routes
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