Search Winston-Salem to Chicago bus tickets



Winston-Salem to Chicago bus - cost & duration

Cheapest price$62.00
Shortest Duration19h 0m
Trips per day2
bus carriers1
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How to book cheap Winston-Salem to Chicago bus tickets?

The best way to find cheap deals on bus tickets from Winston-Salem to Chicago is by booking earlier as most bus companies increase the price as the departure date approaches. Based on the last 30 days, the cheapest average bus fares from Winston-Salem to Chicago were $122.00.

What is the busiest time to travel by bus from Winston-Salem to Chicago?

The busiest time of the week for travel from Winston-Salem to Chicago by bus is usually on Wednesday. When planning to travel around this time, tickets should be booked well in advance as they may sell out and you may find buses more full than usual. Thursday tends to be when the fewest number of bus tickets are sold. If you’re looking for a little extra space, buses departing at this time are the least likely to be crowded.

Greyhound from Winston-Salem to Chicago has the most daily schedules

On average there are 2 scheduled bus trips per day. Greyhound has the most regularly scheduled departures from Winston-Salem to Chicago, with an average of 2 trips per day and 7 monthly trips. One bus carrier currently travels from Winston-Salem to Chicago. Of the 2 trips there all of the schedules require a connection as there are no direct trips. A connection will generally require disembarking from the bus and boarding another bus to complete your trip.

1 carriers offer Winston-Salem to Chicago bus trips


Book Greyhound from Winston-Salem to Chicago from $62.00. There are 2 trips per day offered by Greyhound from Winston-Salem to Chicago and you can expect on average to pay $151.36 for a Greyhound ticket to Chicago. In Winston-Salem, Greyhound departs to Chicago from Transp Ctr - 100 W 5th St, In Chicago, Greyhound arrives at Union Station - 225 S Canal St and 3 other stations.

An average trip on Greyhound from Winston-Salem to Chicago takes 23 hours and 8 minutes, while the fastest available Greyhound trip will get you to Chicago in 19 hours and 0 minutes,

On weekends, Greyhound offers 1 trip per day and you could expect to pay $180.00 for a one way ticket for your weekend getaway trip to Chicago.

Power outlet
Air conditioning
Avg. Time
23h 8m
Avg. Price

Plan your next adventure:

Depending on the bus line you travel with, your options include one station that has bus departures from Winston-Salem. Most bus trips to Chicago will depart from Transp Ctr - 100 W 5th St.
  • Transp Ctr - 100 W 5th St
Bus trips arrive in Chicago at 4 stations, depending on which bus line you are traveling with. Union Station - 225 S Canal St, Dan Ryan Bus Station, Bus Station - 630 W Harrison St, 5800 N Cumberland Ave are the main bus stations in Chicago for trips arriving from Winston-Salem.
  • Union Station - 225 S Canal St
  • Dan Ryan Bus Station
  • Bus Station - 630 W Harrison St
  • 5800 N Cumberland Ave