Driving Jobs in Leesburg, FL — Hiring Now
As of April 2026, there are 150+ open driving positions in Leesburg, FL. Current pay ranges from $500 to $9,350 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.
Shipt
Flexible Hours:Early Morning Shopper-Leesburg
Leesburg, FL
$2,200 - $3,800
Uber
Urgent Hire in Leesburg:EV Rideshare Driver | Hiring
Leesburg, VA
$3,000 - $5,500
Lyft
FL Career:Event Rideshare Driver in Leesburg | Hiring
Leesburg, FL
$2,800 - $5,000
Uber
Uber is hiring a Night Shift Rideshare Driver in Leesburg | Apply Now
Leesburg, FL
$3,200 - $5,500
Grubhub
Weekend Grubhub Delivery Professional
Leesburg, FL
$2,200 - $3,800
Lyft
Work in Leesburg:Premium Rideshare Driver | Hiring
Leesburg, FL
$4,500 - $7,500
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Leesburg, VA
$2,548 - $4,550
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Leesburg, FL
$2,940 - $5,040
Shipt
Start ASAP:Dedicated Shopper(Leesburg)
Leesburg, FL
$3,000 - $5,500
Uber
Apply Now:Weekend Ubereats Delivery Professional
Leesburg, VA
$2,200 - $3,800
Uber
Leesburg Contractor Role:Ubereats Delivery Driver
Leesburg, FL
$2,875 - $5,175
Uber
Work in Leesburg:Rideshare Driver | Hiring
Leesburg, FL
$3,000 - $5,000
Driving Jobs in Leesburg — FAQ
How many driving jobs are available in Leesburg, FL right now?
There are currently 150+ 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 150+ listings above and apply directly.
Last updated: April 17, 2026