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Winston-Salem to Chesapeake buses

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Trip Overview

The average bus between Winston-Salem and Chesapeake takes 8h 22m and the fastest bus takes 8h 20m. There is at least one bus per day from Winston-Salem to Chesapeake. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

8h 22m
Duration
308 mi
Distance
$67
Average price
Once daily
Frequency

Winston-Salem to Chesapeake bus times

Buses run once daily between Winston-Salem and Chesapeake. The service departs Winston-Salem at 11:50 AM in the morning, which arrives into Chesapeake at 20:13:00. All services require a transfer at Norfolk and take an average of 8h 22m. The schedules shown below are for the next available departures.

Departing Tuesday, November 10, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 23m • 1 change

Departing Wednesday, November 11, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 23m • 1 change

Departing Thursday, November 12, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 23m • 1 change

Departing Friday, November 13, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 23m • 1 change

Departing Saturday, November 14, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 23m • 1 change

Departing Sunday, November 15, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 20m • 1 change

Departing Monday, November 16, 2026

  •  → 

    Greyhound USAHampton Roads Transit (HRT)8h 23m • 1 change

Frequently asked questions

Want to know about travelling from Winston-Salem to Chesapeake? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Winston-Salem to Chesapeake.ExpandLaunch map view
  • Distance: 307.8 mi
  • Duration: 8h 22m

What companies run services between Winston-Salem, NC, USA and Chesapeake, City of Chesapeake, VA, USA?

Greyhound USA operates a bus from Winston Salem(Trans Center) to Norfolk once daily. Tickets cost $55–85 and the journey takes 7h 55m.

Operators