Driving Jobs in Winston-Salem, NC — Start This Week

As of October 2026, there are 49+ open driving jobs in Winston-Salem, NC. Current pay ranges from $21 to $151,200 per year. Top hiring areas include Delivery Driver, Owner Operator and Box Truck. New roles are posted daily — listings on this page are verified and updated regularly.

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Winston-Salem, NC

$2,730 - $5,005

Urban Pedal Logistics

Weekend Shift:Driver Opportunity-Winston-salem

Winston-Salem, NC

$2,500 - $4,500

Final Mile Delivery Co.

Final Mile Parcel needed in Winston-salem(Apply Now)

Winston-Salem, NC

$3,000 - $5,500

Auto Logistics Pros

Start ASAP:Driver Opportunity(Winston-salem)

Winston-Salem, NC

$2,800 - $4,800

Heavy Freight Logistics

Earn Extra Cash:Cargo Van / Box Truck Specialist(Winston-salem)

Winston-Salem, NC

$5,000 - $8,500

United Parcel Service (UPS)

UPS Package Delivery Driver

Winston-Salem, NC

$4,200 - $7,875

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Winston-Salem, NC

$1,820 - $3,640

On-Demand Tasks Network

Student Friendly:Driver Opportunity(Winston-salem)

Winston-Salem, NC

$2,000 - $4,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Winston-Salem, NC

$2,500 - $4,500

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Winston-Salem, NC

$4,600 - $7,820

Corporate Catering Couriers

(Winston-salem)Part-Time:Driver Opportunity

Winston-Salem, NC

$3,500 - $6,000

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Winston-Salem, NC

$2,940 - $5,040

Driving Jobs in Winston-Salem — FAQ

How many driving jobs are available in Winston-Salem, NC right now?
There are currently 49+ open driving jobs in Winston-Salem, NC. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Winston-Salem?
Pay in Winston-Salem depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Winston-Salem with no experience?
Yes. Many employers in Winston-Salem run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Winston-Salem that is home every night?
Local routes in Winston-Salem are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Winston-Salem?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Winston-Salem?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Winston-Salem?
Many carriers, delivery firms and local fleets in Winston-Salem hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 49+ open routes above and apply directly.

Last updated: October 28, 2026