Chicago, IL to Winston Salem, NC bus

Wed, May 06
+ Add return
FlixBus
Alsa
BlaBlaCar Bus
Rede Expressos
Costa Verde
2,000+ travel companies
FlixBus
Alsa
BlaBlaCar Bus
Rede Expressos
Costa Verde
2,000+ travel companies
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Travel Information

Compare bus for Chicago, IL to Winston Salem, NC

Omio recommends booking the flight 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 flight with prices starting from $77. For those with little time consider booking a flight which can get you there in 2h 4m. The ticket price range depends on the travel mode: a flight costs an average of $77, and a train costs an average of $161.

Distance: 561 miles (904 km)

Compare bus with

Bus
Most popular
Flight
Train

$110

Average price

$77

Average price

Cheapest

$161

Average price

23h 45m

Average total duration

23h 15m

Onboard

+

30m

Additional time*

5h 4m

Average total duration

Fastest

2h 4m

Onboard

+

3h 0m

Additional time*

30h 24m

Average total duration

29h 54m

Onboard

+

30m

Additional time*

Direct Options

Direct Options

Direct Options

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

Compare bus 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.

Wed
May 06
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May 07
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May 08
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May 09
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May 12

Journey information

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

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Icon of bus

Buses from Chicago, IL to Winston Salem, NC run on average 5 times per day, taking around 23h 15m. Cheap bus tickets for this journey start at $110 (€89) but you can travel from only $77 (€62) by flight.

The earliest bus runs at 06:10, the last at 23:10. The fastest bus covers the 561 miles (904 km) distance in 23h 15m.

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
Cheapest alternative travel mode
Flight from $77 (€62)
Distance
561 miles (904 km)
Average bus duration
23h 15m
Cheapest ticket price
$110 (€89)
Buses per day
5
Fastest bus
23h 15m
First bus
6:10 AM
Last bus
11:10 PM
Cheapest Month
Jan
Cheapest Day
Sat
High Season
Jan - Mar
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
Cheapest alternative travel mode
Flight from $77 (€62)

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 $110 (€89) when you book in advance. The average bus ticket price for Chicago, IL to Winston Salem, NC is $110 (€89) ; 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 23h 15m 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.
A trip to Winston Salem, NC from Chicago, IL is worth doing but not as a day trip with a journey time of 23h 15m 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.
Yes, you can take a between Chicago, IL and Winston Salem, NC.
No, there are no bathrooms on board the bus from Chicago, IL to Winston Salem, NC.
No, the bus from Chicago, IL to Winston Salem, NC has no accessibility options.
No, bikes are not allowed on board the bus from Chicago, IL to Winston Salem, NC.
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.
No, there is no food available to purchase on board the bus from Chicago, IL to Winston Salem, NC.
No, luggage for the bus from Chicago, IL to Winston Salem, NC needs to be booked in addition.
No, there are no additional luggage options for the bus from Chicago, IL to Winston Salem, NC.
Unfortunately, pets are not allowed on the bus from Chicago, IL to Winston Salem, NC.
No, there are no USB plugs on board the bus from Chicago, IL to Winston Salem, NC.
No, there is no WiFi on board the bus from Chicago, IL to Winston Salem, NC.
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.
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

Chicago
Winston Salem
The major bus station for departures in Chicago is Chicago, Greyhound Bus Station. Find all the information you need to know about services, amenities and connections at Chicago, Greyhound Bus Station for your trip from Chicago to Winston Salem.
Chicago, Greyhound Bus Station
information
Chicago, Union Station (Amtrak)
information

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

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

Tickets and more information for coaches to Chicago, IL
Tickets and more information for coaches to Winston Salem, NC

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

Bus Boston, MA - Winston Salem, NC
Bus New York, NY - Winston Salem, NC
Bus Washington, DC - Winston Salem, NC
Bus Atlanta, GA - Winston Salem, NC
Bus Miami, FL - Winston Salem, NC
Bus Baltimore, MD - Winston Salem, NC
Bus Newark, NJ - Winston Salem, NC
Bus St. Louis, MO - Winston Salem, NC
Bus Charlotte, NC - Winston Salem, NC
Bus Nashville, TN - Winston Salem, NC
Bus Raleigh, NC - Winston Salem, NC
Bus Jacksonville, FL - Winston Salem, NC
Bus Oklahoma City, OK - Winston Salem, NC
Bus Detroit, MI - Winston Salem, NC
Bus Greensboro, NC - Winston Salem, NC
Bus Springfield, MA - Winston Salem, NC
Bus Newport News, VA - Winston Salem, NC
Bus Greenville, SC - Winston Salem, NC
Bus Huntsville, AL - Winston Salem, NC
Bus Durham, NC - Winston Salem, NC
Bus Jacksonville, NC - Winston Salem, NC
Bus Folcroft, PA - Winston Salem, NC
Bus Chicago, IL - Boston, MA
Bus Chicago, IL - New York, NY
Bus Chicago, IL - Los Angeles, CA
Bus Chicago, IL - Washington, DC
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Bus Chicago, IL - Phoenix, AZ
Bus Chicago, IL - Miami, FL
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