Driving Jobs in Chesapeake, VA — Hiring Now

As of May 2026, there are 50+ open driving positions in Chesapeake, VA. Current pay ranges from $14 to $85,000 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.

FedEx Ground

Chesapeake Delivery Driver-Package Handler with $21-$26/hr Pay

Chesapeake, VA

$21 - $26

Domino's Pizza

Apply Now:Delivery Driver-Pizza Delivery Tips Plus Wages in

Chesapeake, VA

$14 - $20

Wayfair

Chesapeake Job:Delivery Driver-Furniture And Appliance Home

Chesapeake, VA

$21 - $27

Quest Diagnostics

Quest Diagnostics(Chesapeake)Hiring:Delivery Driver-Medical Courier

Chesapeake, VA

$20 - $26

XPO Logistics

$22-$28/hr Delivery Driver-Package Handler Box Truck job in Chesapeake

Chesapeake, VA

$22 - $28

Instacart

Delivery Driver-Grocery Same Day Service Needed-Chesapeake Area

Chesapeake, VA

$16 - $23

Schneider National

Work in Chesapeake:Delivery Driver-CDL Class A Regional Routes

Chesapeake, VA

$70,000 - $85,000

DoorDash

Work in Chesapeake:Delivery Driver-Food Delivery Part Time Evenings

Chesapeake, VA

$15 - $22

Amazon Flex

Amazon Flex Needs Delivery Driver-Independent Contractor in Chesapeake

Chesapeake, VA

$18 - $25

Express Logistics

$19-$24/hr Delivery Driver-Full Time Local Routes job in Chesapeake

Chesapeake, VA

$19 - $24

Roadie

Box Truck Delivery Driver

Chesapeake, VA

$4,500 - $7,800

Uber Eats

Daily Pay Delivery Driver

Chesapeake, VA

$2,800 - $4,800

Driving Jobs in Chesapeake — FAQ

How many driving jobs are available in Chesapeake, VA right now?
There are currently 50+ 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 50+ listings above and apply directly.

Last updated: May 10, 2026