Chicago, IL to Winston Salem, NC bus with Greyhound

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Travel Information

Compare bus and train for Chicago, IL to Winston Salem, NC

Omio recommends booking the bus as it is the most popular option from Chicago, IL to Winston Salem, NC among Omio's users. If you are prioritising price, take the bus, with an average ticket price of €101 For those with little time, consider booking a bus, which has an average total journey time of 21h 35m. Average ticket prices depend on the travel mode: a bus costs an average of €101, while a bus costs an average of €101.

Distance: 561 miles (904 km)

Compare bus with

Most popular
Bus
Train
Driving

€101

Average price

Cheapest

€114

Average price

(fuel + tolls)

21h 35m

Average total duration

Fastest

21h 5m

Onboard

+

30m

Additional time*

10h 57m

Average total duration

(door-to-door)

Direct Options

Direct Options

Direct Options

The cheapest way to travel from Chicago, IL to Winston Salem, NC is a bus with an average price of €101.
The fastest way to travel from Chicago, IL to Winston Salem, NC is by bus with an average journey time of 21h 5m.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Winston Salem, NC including taking a bus and train.
We recommend using the bus as it is the most popular way to get from Chicago, IL to Winston Salem, NC among Omio's users.
Take the bus. It's the cheapest way to make this trip, and the price gap is usually bigger than people expect.

Tickets start at around €101 compared to roughly €114 in fuel and tolls — a saving of about €13. The journey takes 21h 5m versus 10h 57m by car, so you'll arrive a bit later, but you can use the time productively rather than spending it behind the wheel. No parking to sort, no fuel stops, and most coaches have Wi-Fi and power outlets.

Driving is worth considering if you're on a tight schedule, travelling as a group (where fuel costs split several ways), or want the flexibility to stop along the way.

Chicago, IL to Winston Salem, NC Bus Timetables

OperatorDeparture TimeArrival TimeDurationDeparture daysCheapest price
Operator
Greyhound
Departure Time
04:10AM
Arrival Time
10:45AM
Duration
30h35
Departure days
Wed
Cheapest price
165
Operator
Greyhound
Departure Time
10:15AM
Arrival Time
10:10AM
Duration
22h55
Departure days
Sun
Cheapest price
75
Operator
Greyhound
Departure Time
02:45PM
Arrival Time
10:10AM
Duration
18h25
Departure days
Sun
Cheapest price
75
Operator
Greyhound
Departure Time
10:50PM
Arrival Time
07:00AM
Duration
31h10
Departure days
Sun
Cheapest price
83
Operator
Greyhound
Departure Time
11:10PM
Arrival Time
06:45AM
Duration
30h35
Departure days
Sun
Cheapest price
79

Compare prices and tickets Chicago, IL to Winston Salem, NC by bus or train

Compare bus and train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Sat
Sep 19
Sun
Sep 20
Mon
Sep 21
Tue
Sep 22
Wed
Sep 23
Thu
Sep 24
Fri
Sep 25

Why should you book Chicago, IL to Winston Salem, NC buses with Omio?

Greyhound operates all buses services from Chicago, IL to Winston Salem, NC.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Winston Salem, NC.

Why book with Omio vs Greyhound?

  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
  • Compare all your options: Omio allows you to compare Greyhound with all available travel options, which are bus and train to ensure you get the best deal for traveling from Chicago, IL to Winston Salem, NC.

Why book with Omio over Wanderu?

  • Multiple modes of transport: Omio allows you to compare travel options including bus and train to find the ideal travel option from Chicago, IL to Winston Salem, NC.

Journey information

Overview: Bus from Chicago, IL to Winston Salem, NC

USAUSA
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Buses from Chicago, IL to Winston Salem, NC run on average 4 times per day, taking around 21h 5m. Cheap bus tickets for this journey start at €84 if you book in advance.

The earliest bus runs at 06:10, the last at 23:10. The fastest bus covers the 561 miles (904 km) distance in 16h 44m.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
561 miles (904 km)
Average bus duration
21h 5m
Cheapest ticket price
€84
Buses per day
4
Fastest bus
16h 44m
First bus
6:10 AM
Last bus
11:10 PM
Cheapest Month
Jan
Cheapest Day
Sat
High Season
Jul - Sep
Low Season
Jan - Mar
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

Bus providers: Greyhound from Chicago, IL to Winston Salem, NCYou can travel by bus between Chicago, IL to Winston Salem, NC with Greyhound for as low as €84. When you search for schedules and tickets, Omio will show you the best journey

Greyhound

About
Greyhound Lines, Inc. is a prominent American intercity bus transportation provider, established in 1914. It operates the largest intercity bus network in the United States, also extending services to Canada and Mexico. Greyhound is known for offering affordable and reliable long-distance travel, connecting major cities and rural communities across North America. The company's buses are equipped with amenities such as free Wi-Fi, power outlets, and extra legroom to enhance passenger comfort. Greyhound is a subsidiary of Flix SE, which also owns FlixBus, and together they offer an extensive network of over 1,600 destinations.
Luggage & cancellation policy
Average Greyhound Duration
16h 44m
Cheapest Greyhound Price
€84
Greyhound frequency
4 a day
Luggage included
One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Additional luggage
$15 per additional bag.
Cancellation Policy
You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority seating; Wheelchair-accessible buses.
Bikes
Bikes are allowed.

FAQs: Bus from Chicago, IL to Winston Salem, NC

Find answers to the most common questions about traveling from Chicago, IL to Winston Salem, NC by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Winston Salem, NC, this guide helps you travel smarter and with confidence.

FAQs
Cheap bus tickets from Chicago, IL to Winston Salem, NC can start from as little as €84 when you book in advance. The average bus ticket price for Chicago, IL to Winston Salem, NC is €101 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Chicago, IL to Winston Salem, NC is 16h 44m to travel the 561 miles (904 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Chicago, IL to Winston Salem, NC leaves at 6:10 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chicago, IL to Winston Salem, NC leaves at 11:10 PM.
There are 4 buses a day from Chicago, IL to Winston Salem, NC which require at least one change with Greyhound. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Chicago, IL to Winston Salem, NC, you can count on Greyhound for the best way to get you to Winston Salem, NC. You can also check all possible bus companies who offer a service between Chicago, IL and Winston Salem, NC and compare the amenities they offer before buying a bus ticket.
When departing from Chicago, IL , you have various bus station options to start your journey from including Chicago, Greyhound Bus Station, Chicago, Union Station (Amtrak), IL . When arriving in Winston Salem, NC , you can end your journey in bus stations like Winston Salem, W 5th St (Greyhound Bus Station), NC .Passengers board the bus most frequently from Chicago, Greyhound Bus Station, which is located around 1 miles (2 km) away from the city centre, and they get off the bus at Winston Salem, W 5th St (Greyhound Bus Station), NC, located 0 away from the city centre.
A trip to Winston Salem, NC from Chicago, IL is worth doing but not as a day trip with a journey time of 16h 44m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Chicago, IL to Winston Salem, NC is January.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Winston Salem, NC including taking a bus and train.
Yes, the following accessibility options are available when taking the bus from Chicago, IL to Winston Salem, NC:
  • Greyhound
    • Assistance
    • Priority seating
    • Wheelchair-accessible buses.
Yes, there are bathrooms on board the bus from Chicago, IL to Winston Salem, NC for bus company Greyhound.
Whether you can cancel your bus ticket from Chicago, IL to Winston Salem, NC depends on the bus companies:
  • Greyhound
    • You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Yes, bikes are allowed on board the bus with bus company Greyhound.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
Yes, there is food available to purchase on board the bus from Chicago, IL to Winston Salem, NC.
Yes, the following luggage options are included when booking a bus ticket from Chicago, IL to Winston Salem, NC:
  • Greyhound
    • One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Yes, the following additional luggage options are available when booking a bus ticket from Chicago, IL to Winston Salem, NC:
  • Greyhound
    • $15 per additional bag.
Unfortunately, pets are not allowed on the bus from Chicago, IL to Winston Salem, NC.
You can reserve your seat on the bus from Chicago, IL to Winston Salem, NC with the following bus company: Greyhound
Yes, there are USB plugs on board the bus from Chicago, IL to Winston Salem, NC with the following bus company: Greyhound.
Yes, there is Wifi on board the bus from Chicago, IL to Winston Salem, NC with the following bus company: Greyhound.
Since neither Chicago, IL nor Winston Salem, NC are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the bus as it is the most popular way to get from Chicago, IL to Winston Salem, NC among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Winston Salem, NC, travelers should be cautious of petty theft and pickpocketing, especially in crowded areas and downtown nightlife spots. Scams involving overcharging by unofficial taxi services can occur, so it’s recommended to use licensed transportation options. Additionally, travelers should stay aware of their surroundings in less populated areas after dark and avoid displaying valuables openly to reduce safety risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular bus stations

Popular bus stations from Chicago, IL to Winston Salem, NC

Most Chicago, IL to Winston Salem, NC buses use the Chicago, Greyhound Bus Station to Winston Salem, W 5th St (Greyhound Bus Station) station pair. Use this guide to compare Chicago, IL and Winston Salem, NC bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.

Departure bus stations in Chicago
Arrival bus stations in Winston Salem

Which Chicago, IL station do buses to Winston Salem, NC leave from?

Buses from Chicago, IL to Winston Salem, NC leave from Chicago, Greyhound Bus Station. The station is 1 miles (3 km) from Chicago, IL city centre at 630 W Harrison St, Chicago, IL 60607, USA.
Chicago, Greyhound Bus Station630 W Harrison St, Chicago, IL 60607, USAWifiParkingDiningATMTaxisAccessibilityWCShowerTicket Office
City-centre transport

Getting to Chicago, Greyhound Bus Station from Chicago city centre

Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:

Bus7 · 8m · €3 · every ~6 min

Chicago, Greyhound Bus Station bus station facilities and services

Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.

Food and drink

Food options include: Snack shop and vending machines available

Wi-Fi and ATMs

Free Wi-Fi in waiting area. ATMs are located near entrance.

Tickets and information

Ticket office support is available at Chicago, Greyhound Bus Station.

Parking, taxis and toilets

Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.

Accessibility

Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.

Chicago, Union Station (Amtrak)Chicago Union Station, 225 S Canal St, Chicago, IL 60606, USAWifiParkingDiningATMTaxisAccessibilityWCShowerTicket Office
City-centre transport

Getting to Chicago, Union Station (Amtrak) from Chicago city centre

Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:

Bus28, 151 · 7m · €3 · every ~13 min

Chicago, Union Station (Amtrak) bus station facilities and services

Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.

Food and drink

Food options include: Multiple dining options are available inside the station.

Wi-Fi and ATMs

Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.

Tickets and information

Ticket office support is available at Chicago, Union Station (Amtrak).

Parking, taxis and toilets

Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.

Accessibility

Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.

More options for your journey from Chicago, IL to Winston Salem, NC

Here are some other resources that might have the information you need

Most popular buses to and from Winston Salem, NC and Chicago, IL

HomeBusesBuses in USABus tickets to Winston Salem, NCChicago, IL to Winston Salem, NC bus

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