Driving Jobs in Chesapeake, VA — Apply Today

As of September 2026, there are 40+ open driving positions in Chesapeake, VA. Current pay ranges from $14 to $113,750 per year. Top hiring areas include Delivery Driver, Cdl Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Atlas Van Lines

CDL A Household Goods Mover Truck Driver

Chesapeake, VA

$85,000 - $110,000

Stevens Trucking

CDL A Livestock Hauler Truck Driver - Cattle Transport

Chesapeake, VA

$77,350 - $104,650

AAA Roadside

CDL B Tow Truck Driver - Heavy Duty Recovery

Chesapeake, VA

$28 - $40

Waste Management

CDL B Garbage Truck Driver - Residential Refuse

Chesapeake, VA

$23 - $30

Cersosimo Lumber Company

CDL A Log Truck Driver - Forestry Hauler

Chesapeake, VA

$24 - $31

Heavy Legacy LLC

CDL A Frac Sand Driver - Oilfield West Texas

Chesapeake, VA

$81,900 - $113,750

SCC Concrete

CDL B Truck Driver - Ready Mix Concrete Mixer

Chesapeake, VA

$24 - $31

Staker Parson Companies

CDL A Dump Truck Driver - Local Aggregate Hauling

Chesapeake, VA

$28 - $35

Old Dominion Freight Line

CDL A Truck Driver - LTL Pickup and Delivery

Chesapeake, VA

$73,600 - $87,400

J.B. Hunt Intermodal

CDL A Truck Driver - Intermodal Container Drayage

Chesapeake, VA

$75,000 - $95,000

Regional Expedite Logistics

$52.00/hr Driver Opportunity-Chesapeake(PT)

Chesapeake, VA

$3,325 - $5,700

Urban Pedal Logistics

(Chesapeake)Part-Time:Driver Opportunity

Chesapeake, VA

$2,375 - $4,275

Driving Jobs in Chesapeake — FAQ

How many driving jobs are available in Chesapeake, VA right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: September 09, 2026