Driving Jobs in Leesburg, VA — Apply Today

As of May 2026, there are 150+ open driving positions in Leesburg, VA. Current pay ranges from $500 to $8,925 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Corporate Catering Couriers

Leesburg Career:Independent Contractor Driver-Catering Logistics at

Leesburg, VA

$3,500 - $6,000

CareDrop Couriers

Pharmacy Delivery Courier (Last-Mile Healthcare)

Leesburg, FL

$3,150 - $4,725

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck Specialist

Leesburg, VA

$5,000 - $8,500

Uber

Leesburg-based Night Shift Ubereats Courier Opening | Hiring

Leesburg, FL

$2,800 - $4,800

Final Mile Delivery Co.

Leesburg Contractor Independent Contractor Driver-Final Mile Parcel

Leesburg, VA

$2,730 - $5,005

Regional Expedite Logistics

Leesburg Career:Independent Contractor Driver-Long Distance / Regional

Leesburg, VA

$3,500 - $6,000

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands|Leesburg,FL|On-demand

Leesburg, FL

$2,000 - $4,000

Uber

Join Uber in Leesburg as a Part-time Driver | Hiring

Leesburg, FL

$500 - $1,500

Healthway Logistics

Independent Medical Specimen Courier

Leesburg, FL

$3,000 - $5,000

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning

Leesburg, FL

$2,400 - $4,200

Uber

Work in Leesburg:Uberxl Driver | Hiring

Leesburg, FL

$4,480 - $7,280

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter

Leesburg, FL

$2,500 - $4,500

Driving Jobs in Leesburg — FAQ

How many driving jobs are available in Leesburg, VA right now?
There are currently 150+ open driving positions in Leesburg, 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 Leesburg?
Driving job pay in Leesburg 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 Leesburg?
Yes. Many delivery driver, courier, and DSP positions in Leesburg 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 Leesburg?
Driving jobs in Leesburg 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 Leesburg?
Benefits vary by employer, but many driving positions in Leesburg 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 Leesburg?
Your take-home pay as a driver in Leesburg 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 Leesburg?
Yes, many driving positions in Leesburg 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 150+ listings above and apply directly.

Last updated: May 03, 2026