Driving Jobs in Leesburg, FL — See Openings

As of May 2026, there are 120+ open driving positions in Leesburg, FL. Current pay ranges from $14 to $155,250 per year. Top hiring areas include Delivery Driver, Cdl Driver and Yard Jockey. New roles are posted daily — listings on this page are verified and updated regularly.

Amazon Flex

Amazon Flex Needs Holiday Peak Delivery Driver in Leesburg | Hiring

Leesburg, FL

$3,960 - $6,600

Express Logistics

Delivery Driver-Full Time Local Routes(Contract)-Leesburg | Hiring

Leesburg, FL

$19 - $24

Clean Harbors

Join Clean Harbors in Leesburg as a CDL B Vacuum Truck

Leesburg, FL

$27 - $37

Express Logistics

Immediate Opening in Leesburg for a Delivery Driver-Full Time Local

Leesburg, VA

$19 - $24

Penske Logistics

Apply Now:CDL A Yard Hostler Truck Driver-Trailer Spotter in

Leesburg, FL

$26 - $33

Regional Expedite Logistics

FL Career:Independent Contractor Driver-Long Distance / Regional

Leesburg, FL

$3,500 - $6,000

Urban Pedal Logistics

Leesburg Independent Contractor Driver-Urban E-bike/scooter Courier

Leesburg, FL

$2,500 - $4,500

Quest Diagnostics

Join Quest Diagnostics in Leesburg as a Delivery Driver-Medical

Leesburg, FL

$20 - $26

Instacart

Leesburg,FL:Pet Supply Delivery Driver at Instacart | Hiring

Leesburg, FL

$2,900 - $4,800

FedEx Custom Critical

Expedited Sprinter Van Driver-Time Critical Cargo Position in Leesburg

Leesburg, FL

$86,250 - $155,250

Foremost Transport

Leesburg Mobile Home Transport Driver-CDL A Oversize Load with

Leesburg, VA

$90,000 - $120,000

Matheson Postal Services

Matheson Postal Services Needs USPS Mail Haul Truck Driver-CDL A

Leesburg, FL

$61,600 - $79,200

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 13, 2026