- Must visit
Reynolda House Museum of American Art
Museum of American art from colonial to modern periods, with changing exhibitions and a strong collection in Reynolda House.
2,000+ travel companies
2,000+ travel companies
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
4.942K ratings
Google Play
4.6136K reviews
The cheapest and fastest buses from Chicago, IL to Winston Salem, NC
Showing times, prices and bookable tickets for Nov 04
- Cheapest price on Nov 04
- €166
- Average ticket price on Nov 04
- €166
- Fastest journey on Nov 04
- 1 d 6 h 35 m
- Average journey duration on Nov 04
- 1 d 6 h 35 m
- Buses on Nov 04
- 1
- Distance
- 904 km
Cheap tickets
The best way to find a cheap bus ticket from Chicago, IL to Winston Salem, NC is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Winston Salem, NC will cost around €166 if you buy it on the day, but the cheapest tickets can be found for only €166.
Fast buses
On Wed, Nov 04, we found 1 buses from Chicago, IL to Winston Salem, NC, including 1 direct services.
On Wed, Nov 04 the direct buses cover the 904 km distance in an average of 1 d 6 h 35 m but if you time it right, some buses will get you there in just 1 d 6 h 35 m .
On Wed, Nov 04 the slowest buses will take 1 d 6 h 35 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
4:10 AM 30h35 Chicago, IL 10:45 AM Winston Salem, NC €166 1 One-way 0 transfers
4:10 AM 30h35 Chicago, IL 10:45 AM Winston Salem, NC €166 1 One-way 0 transfers
Journey information
Overview: Bus from Chicago, IL to Winston Salem, NC
USAUSA
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 €68 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 €68 |
Buses per day 4 |
Fastest bus 16h 44m |
First bus 6:10 AM |
Last bus 11:10 PM |
Cheapest Month Aug |
Cheapest Day Wed |
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
Frequently asked questions about your Chicago, IL to Winston Salem, NC trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Winston Salem, NC.
Cheap bus tickets from Chicago, IL to Winston Salem, NC can start from as little as €68 when you book in advance. The average bus ticket price for Chicago, IL to Winston Salem, NC is €91 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
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.
Chicago, IL to Winston Salem, NC Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 04:10AM | Arrival Time 10:45AM | Duration 30h35 | Departure days Wed | Cheapest price €166 |
Live departures
Chicago, IL to Winston Salem, NC bus times
The table below shows live departures for Chicago, IL to Winston Salem, NC buses for tomorrow, Tuesday, November 3. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 4:10 AM Chicago, IL | 30h35 | 10:45 AM Winston Salem, NC | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
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.
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 €68. 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
€68
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.
Companies, tickets, and onboard amenities between Chicago, IL and Winston Salem, NC
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
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.
Yes, there are bathrooms on board the bus from Chicago, IL to Winston Salem, NC for bus company Greyhound.
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.
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 {providersWithBike}.
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.
Complete guide to Winston Salem, NC
Things to do in Winston Salem, NC
Discover the best of Winston Salem, NC — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Winston Salem, NC trip today.
- Must visit
Old Salem Museums & Gardens
Living-history museum area with restored buildings, costumed interpretation, and exhibits on Moravian life in early Salem.
- Recommended
Kaleideum
Children's museum with hands-on exhibits on science, careers, and play, designed for curious families and younger visitors.
- Must visit
Old Salem Historic District
Walkable historic district with brick sidewalks, restored structures, and museum sites that showcase Winston-Salem's Moravian roots.
- Recommended
Tanglewood Park
Large urban park with trails, gardens, sports facilities, and open lawns popular for everyday recreation and seasonal events.
- Recommended
Downtown Arts District
Downtown arts district known for galleries, murals, shops, and frequent public events in a compact, easy-to-explore area.
Moravian Chicken Pie
Moravian chicken pie is a savory double-crust pie filled with chicken and rich gravy, a long-standing Winston-Salem tradition rooted in the city's Moravian heritage.
- Vegetarian
Moravian Sugar Cake
Moravian sugar cake is a sweet yeasted coffee cake topped with butter, cinnamon, and brown sugar. It is a signature local baked good tied to Old Salem traditions.
- Vegetarian
Moravian Cookies
Moravian cookies are very thin, crisp spiced cookies, often ginger or sugar. They are a historic Salem bakery specialty and a classic local souvenir snack.
Winkler Bakery
Historic bakery and cafe in Old Salem known for Moravian sugar cake, cookies, and simple lunches in a traditional setting.
Little Richard's Bar-B-Que
Casual local barbecue spot serving Lexington-style chopped pork, brisket, ribs, and classic North Carolina sides.
Sweet Potatoes
Lively downtown restaurant and bar focused on Southern comfort food, fried chicken, biscuits, and regional brunch favorites.
US Dollar ($)
Moderate for U.S. city breaks. Hotels and dining are usually cheaper than major U.S. hubs, while car use often matters more than public transit.
Average meal costs
- Budget
- $10-15 for fast food or casual lunch.
- Mid-range
- $18-35 per person for a restaurant meal.
- Fine dining
- $60+ per person for upscale restaurants.
- Coffee
- $3-5 for cappuccino or latte.
Tipping culture
Tip 18-20% at restaurants, 15-20% for taxis, and $1-2 per drink or coffee in cafes if service is good.
Plan your visit to Winston Salem, NC
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Winston Salem, NC.
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.
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.
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.
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.
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, USA
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, USA
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.
Which Winston Salem, NC station do buses from Chicago, IL arrive at?
Buses from Chicago, IL to Winston Salem, NC arrive at Winston Salem, W 5th St (Greyhound Bus Station). Winston Salem, W 5th St (Greyhound Bus Station) is from Winston Salem, NC city centre.
Winston Salem, W 5th St (Greyhound Bus Station)W 5th St, Winston-Salem, NC 27101, USA
City-centre transport
Getting to Winston Salem, W 5th St (Greyhound Bus Station) from Winston Salem city centre
TRUE
Winston Salem, W 5th St (Greyhound Bus Station) bus station facilities and services
Winston Salem, W 5th St (Greyhound Bus Station) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi and ATMs
Wi-Fi is available at Winston Salem, W 5th St (Greyhound Bus Station). ATMs are aTM available near ticket office.
Tickets and information
Ticket office support is available at Winston Salem, W 5th St (Greyhound Bus Station).
Parking, taxis and toilets
Available at Winston Salem, W 5th St (Greyhound Bus Station): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Winston Salem, W 5th St (Greyhound Bus Station): Station accessible for disabled passengers with ramps.
Bus stations for Chicago, IL to Winston Salem, NC
Check bus stations information for Chicago, IL and Winston Salem, NC, including where buses depart and arrive on this route.
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) . When arriving in Winston Salem, NC , you can end your journey in bus stations like Winston Salem, W 5th St (Greyhound Bus Station) .Passengers board the bus most frequently from Chicago, Greyhound Bus Station, which is located around 1 miles (3 km) away from the city centre, and they get off the bus at Winston Salem, W 5th St (Greyhound Bus Station), located 0 away from the city centre.
Most popular bus connections from Chicago, IL
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
The Omio App Makes Travel Planning Easy
We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.
