Driving Jobs in Chesapeake, VA — Immediate Openings

As of September 2026, there are 60+ open driving jobs in Chesapeake, VA. Current pay ranges from $14 to $90,000 per year. Top hiring areas include Delivery Driver, Cdl B and Box Truck. New roles are posted daily — listings on this page are verified and updated regularly.

Mobile Tool Networks

Chesapeake:Mobile Tool Sales Route Driver(Full-time,$4.9k-$8.6k/Month)

Chesapeake, VA

$4,860 - $8,640

AquaDrop Delivery

Home Delivery Route Driver|Chesapeake,VA|Aquadrop Delivery | Hiring

Chesapeake, VA

$3,675 - $5,250

City Waste Solutions

Immediate Opening in Chesapeake for a Residential Waste & Recycling

Chesapeake, VA

$3,960 - $5,720

Textile Transit Co.

Chesapeake Full-time Industrial Linen & Laundry Route Driver | Hiring

Chesapeake, VA

$3,520 - $5,104

Morning Crust Logistics

$2.7k-$4.1k/Month Bakery & Bread Route Driver job in Chesapeake

Chesapeake, VA

$2,720 - $4,080

Prime Beverage Distributors

Beverage Distribution Route Driver Needed-Chesapeake Area | Hiring

Chesapeake, VA

$5,250 - $8,400

SecureShred Logistics

Apply Today in Chesapeake:Secure Document Destruction Route Driver

Chesapeake, VA

$3,800 - $5,200

BioSafe Transit

Medical Waste & Sharps Route Driver-Chesapeake,VA | Hiring

Chesapeake, VA

$4,600 - $6,324

SnackRoute Solutions

Vending & Micro-market Route Driver|Chesapeake,VA|Snackroute Solutions

Chesapeake, VA

$3,240 - $4,860

ProWear Logistics

Uniform & Apparel Route Driver-Chesapeake,VA | Hiring

Chesapeake, VA

$3,500 - $5,500

Mobile Tool Networks

Mobile Tool Sales Route Driver|Chesapeake,VA|Mobile Tool Networks

Chesapeake, VA

$4,500 - $8,000

AquaDrop Delivery

Aquadrop Delivery(Chesapeake)Hiring:Home Delivery Route Driver

Chesapeake, VA

$3,500 - $5,000

Driving Jobs in Chesapeake — FAQ

How many driving jobs are available in Chesapeake, VA right now?
There are currently 60+ open driving jobs in Chesapeake, 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 Chesapeake?
Pay in Chesapeake 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 Chesapeake with no experience?
Yes. Many employers in Chesapeake 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 Chesapeake that is home every night?
Local routes in Chesapeake 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 Chesapeake?
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 Chesapeake?
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 Chesapeake?
Many carriers, delivery firms and local fleets in Chesapeake hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 60+ open routes above and apply directly.

Last updated: September 28, 2026