Driving Jobs in Chesapeake, VA — Now Hiring

As of March 2026, there are 80+ open driving positions in Chesapeake, VA. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

Start ASAP:Driver Opportunity(Chesapeake)

Chesapeake, VA

$2,500 - $4,500

FreshDrop Logistics

Driver Opportunity(Part-Time)@ Freshdrop Logistics-Chesapeake

Chesapeake, VA

$3,000 - $5,500

Local Shopper Partners

Flexible Hours:Courier-Chesapeake

Chesapeake, VA

$2,000 - $3,500

Suburban Delivery Network

Chesapeake Needs:Driver Opportunity(Part-Time)

Chesapeake, VA

$2,940 - $5,040

Morning Express Couriers

Driver Opportunity(Part-Time)@ Morning Express Couriers-Chesapeake

Chesapeake, VA

$2,090 - $3,610

Midnight Logistics

Start ASAP:Late Night Convenience & Grocery Courier(Chesapeake)

Chesapeake, VA

$2,660 - $4,560

Wholesale Transit Partners

Chesapeake Job:Driver Opportunity(No Exp Req*)

Chesapeake, VA

$3,200 - $5,500

Midday Logistics Co.

Evening Role:Driver Opportunity(Chesapeake)

Chesapeake, VA

$1,000 - $2,000

Urban Pedal Logistics

Start ASAP:Courier(Chesapeake)

Chesapeake, VA

$2,500 - $4,500

Campus Courier Network

$42.75/hr Driver Opportunity-Chesapeake(PT)

Chesapeake, VA

$2,600 - $4,800

Grubhub

Just Posted:Part-Time Early Morning Driver – Chesapeake | Part

Chesapeake, VA

$2,200 - $3,800

Grubhub

Part-Time Campus Area Driver Job – Chesapeake Hiring Now | Part

Chesapeake, VA

$2,600 - $4,800

Driving Jobs in Chesapeake — FAQ

How many driving jobs are available in Chesapeake, VA right now?
There are currently 80+ open driving positions in Chesapeake, VA. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Chesapeake?
Driving job pay in Chesapeake varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Chesapeake?
Yes. Many delivery driver, courier, and DSP positions in Chesapeake require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Chesapeake?
Driving jobs in Chesapeake offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Chesapeake?
Benefits vary by employer, but many driving positions in Chesapeake offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Chesapeake?
Your take-home pay as a driver in Chesapeake depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Chesapeake?
Yes, many driving positions in Chesapeake are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 80+ listings above and apply directly.

Last updated: March 13, 2026