Find coaches from Winston-Salem to Chicago

Next bus departures

Next departures from Winston-Salem to Chicago on 14 November
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Greyhound Lines, Inc. + FlixBus
Bus
Winston Salem Greyhound Bus Station
Chicago 95Th & Dan RyanCheapest
Greyhound Lines, Inc.Bus
Winston Salem Greyhound Bus Station
Downtown Greyhound StationFastest
Greyhound Lines, Inc.Bus
Winston Salem Greyhound Bus Station
Downtown Greyhound StationNo tags
Greyhound Lines, Inc. + FlixBus
Bus
Winston Salem Greyhound Bus Station
537-517 W. Jackson BlvdNo tags
Greyhound Lines, Inc.Bus
Winston Salem Greyhound Bus Station
Chicago 95Th & Dan RyanNo tags

Last refresh of the prices: Yesterday at 11:29 PM EST.

Get from Winston-Salem to Chicago

This route is served by bus only

The journey takes about 1 day, 2 hours 20 minutes, and with fares starting at just R 1 751, it presents an excellent value for a comfortable ride.

12bus per day
1d 2hAverage duration
906 kmDistance
23kgCO₂ emissions

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

  1. How much does a bus ticket from Winston-Salem to Chicago cost?

    The bus ticket price from Winston-Salem to Chicago starts at R 1 751. The best way to find cheap bus tickets from Winston-Salem to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

  2. How long is the bus ride from Winston-Salem to Chicago?

    The average travel time between Winston-Salem and Chicago is around 1d 2h, although the fastest bus will take about 23h 40m. This is the time it takes to travel the 906 km that separates the two cities.

  3. How many daily bus connections are there between Winston-Salem and Chicago?

    The number of buses from Winston-Salem to Chicago can differ depending on the day of the week. On average, there are 12 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Winston-Salem to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.

  4. Which bus companies travel from Winston-Salem to Chicago?

    When taking the bus from Winston-Salem to Chicago, you can travel comfortably and safely with Greyhound.

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

    Buses travelling between Winston-Salem and Chicago leave from Winston Salem Greyhound Bus Station or E Sprague St and arrive at Downtown Greyhound Station, Chicago O'Hare International Airport, Polk St & Canal St.

Find cheapest prices for buses

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

Best price found
12/11
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13/11
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Today
R 2 847
15/11
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16/11
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17/11
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18/11
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19/11
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busbud logoThe cheapest trip from Winston-Salem to Chicago was searched and found on 14 Nov 2025 with a price of R 2 847

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.

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