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Bus from Winston-Salem, NC to Chicago, IL

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Bus stations and stops in Winston-Salem, NC

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Frequently asked questions

The journey by Greyhound bus from Winston-Salem to Chicago covers approximately 799 miles. The quickest trip duration is 18 hours 40 minutes, .
Bus tickets from Winston-Salem to Chicago start at $146.99. For the best rates, it is recommended to book in advance via our app or website. You can pay online using debit or credit cards, or choose to pay in person with cash at selected locations.
To track your bus from Winston-Salem to Chicago, use Greyhound’s bus tracker. This tool provides live updates on the bus’s location and expected arrival times.
When traveling from Winston-Salem to Chicago with Greyhound, you can bring one carry-on bag (up to 25 lbs, 16x12x7 inches) for free. Additionally, one checked bag is included, with a second bag free for Flexible fare passengers. Extra or oversized baggage can be added during booking or later through the "Manage My Booking" section. Some locations also allow in-person payment for additional luggage. Full details are available on our baggage policy page.
Opting for Greyhound to travel from Winston-Salem to Chicago is an environmentally responsible choice, reducing traffic and lowering emissions compared to car travel.
Onboard amenities on Greyhound buses from Winston-Salem to Chicago include free Wi-Fi, personal power outlets, reclining seats with extra legroom, overhead storage, and an onboard restroom.
The first Greyhound bus from Winston-Salem to Chicago departs at 6:55 am.
The last Greyhound bus from Winston-Salem to Chicago leaves at 9:25 pm.
Yes, you can book both Greyhound and FlixBus tickets for travel from Winston-Salem to Chicago through our website. After selecting your cities and travel dates, you can compare the schedules and prices of both services.
Greyhound operates up to 3 trips daily from Winston-Salem to Chicago. You can find the schedule by entering your departure date in the search box above.
Greyhound buses are equipped with wheelchair lifts and have space for two passengers using wheelchairs or mobility scooters. We recommend booking your trip from Winston-Salem to Chicago in advance to secure the necessary accommodations. Service animals are also welcome on all Greyhound buses. For more details, visit our accessibility page.
You can find the Greyhound bus stops in both Winston-Salem and Chicago by checking the map on this page, which shows the addresses and locations of all stops.

Planning Your Greyhound Bus Trip from Winston-Salem to Chicago?

The journey from Winston-Salem to Chicago can take as little as 18 hours 40 minutes and starts from as little as $146.99. The earliest bus leaves at 6:55 am and the last bus leaves at 9:25 pm. Greyhound schedules 3 buses per day from Winston-Salem to Chicago. Travel with Greyhound and enjoy complimentary Wifi, access to power sockets, and a comfortable seat throughout your trip. Don't miss any updates on your bus trip: stay informed with our real-time bus tracker and check the status of your ride to Chicago in seconds.

How to Book Your Bus Ticket to Chicago from Winston-Salem

With Greyhound, reserving a ticket for your bus trip is a breeze. You can easily complete your booking on this website or through the free Greyhound App, all within a few simple clicks. You will have a variety of rides to choose from, as on many of our routes you will be offered both Greyhound and FlixBus bus rides, so you can choose the option that best fits your schedule. When booking your ticket from Winston-Salem to Chicago, you have a range of secure online payment options at your disposal, including both debit and credit cards. If you prefer, cash payments are also accepted at various sales points. If you're on the hunt for a cheap ticket to Chicago, remember to book early. Traveling on weekdays or during non-peak hours can also lead you to some of the most budget-friendly fares available!

Onboard services are subject to availability