Driving Jobs in Chester, VA — Immediate Openings

As of October 2026, there are 20+ open driving jobs in Chester, VA. Current pay ranges from $16 to $39 per hour. Top hiring areas include Delivery Driver, Cdl B and Flatbed. New roles are posted daily — listings on this page are verified and updated regularly.

US Foods

US Foods seeks Restaurant Supply Delivery Driver-CDL Class B in

Chester, VA

$22 - $29

Pella Windows and Doors

Pella Windows And Doors(Chester)Hiring:Glass And Window Delivery

Chester, VA

$24 - $30

Bimbo Bakeries USA

Chester-based Bakery Product Delivery Driver-Independent Contractor

Chester, VA

$17 - $23

Canteen

Vending Machine Delivery Driver And Route Service Position in Chester

Chester, VA

$16 - $21

Cintas

Cintas is hiring a Uniform And Linen Service Delivery Driver in

Chester, VA

$23 - $29

Sherwin-Williams

Apply Now:Paint Store Delivery Driver-Commercial Accounts in Chester

Chester, VA

$18 - $24

Levin Furniture and Mattress

Chester Job:Mattress Delivery Driver-2 Person Team Home Setup

Chester, VA

$17 - $22

Ferguson HVAC

Now Hiring:HVAC Parts Delivery Driver And Warehouse Associate in

Chester, VA

$20 - $28

Southern Glazer's Wine & Spirits

Apply Now:Wine And Spirits Delivery Driver-CDL Class B in Chester

Chester, VA

$24 - $30

General Beer Northeast

Chester-based Beer Delivery Driver-CDL A Distributor Route Opening

Chester, VA

$21 - $27

US Foods

Chester Restaurant Supply Delivery Driver-CDL Class B with $29-$39/hr

Chester, VA

$29 - $39

Pella Windows and Doors

Glass And Window Delivery Driver-CDL B Flatbed|Chester,VA|Pella

Chester, VA

$27 - $34

Driving Jobs in Chester — FAQ

How many driving jobs are available in Chester, VA right now?
There are currently 20+ open driving jobs in Chester, VA. 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 Chester?
Pay in Chester 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 Chester with no experience?
Yes. Many employers in Chester 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 Chester that is home every night?
Local routes in Chester 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 Chester?
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 Chester?
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 Chester?
Many carriers, delivery firms and local fleets in Chester hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 20+ open routes above and apply directly.

Last updated: October 28, 2026