Driving Jobs in Leesburg, FL — Hiring Now

As of May 2026, there are 120+ open driving positions in Leesburg, FL. Current pay ranges from $840 to $8,500 per year. Top hiring areas include Delivery Driver, General and Overnight. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Weekend Grubhub Delivery Professional

Leesburg, FL

$2,530 - $4,370

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Leesburg, FL

$896 - $2,016

National Grocery Delivery Network

Leesburg Needs:Driver Opportunity(Part-Time)

Leesburg, FL

$2,375 - $4,275

Urban Pedal Logistics

Join Urban Pedal Logistics in Leesburg as a Independent Contractor

Leesburg, FL

$2,500 - $4,500

FreshDrop Logistics

Evening Role:Driver Opportunity(Leesburg)

Leesburg, VA

$2,850 - $5,225

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Leesburg, FL

$5,000 - $8,500

Grubhub

Campus Area Grubhub Driver

Leesburg, FL

$2,600 - $4,800

United Parcel Service (UPS)

Leesburg Job:UPS Package Delivery Driver(Full-time) | Hiring

Leesburg, FL

$4,000 - $7,500

Suburban Delivery Network

Evening Role:Driver Opportunity(Leesburg)

Leesburg, VA

$2,660 - $4,560

Auto Logistics Pros

Leesburg-based Independent Contractor Driver-Auto Parts Courier

Leesburg, FL

$2,800 - $4,800

Final Mile Delivery Co.

Apply Now:Independent Contractor Driver-Final Mile Parcel in Leesburg

Leesburg, VA

$3,000 - $5,500

Grubhub

Grubhub Shop and Pay Driver

Leesburg, FL

$2,380 - $4,080

Driving Jobs in Leesburg — FAQ

How many driving jobs are available in Leesburg, FL right now?
There are currently 120+ open driving positions in Leesburg, FL. 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 120+ listings above and apply directly.

Last updated: May 04, 2026