Driving Jobs in Lady Lake, FL — Immediate Openings

As of September 2026, there are 20+ open driving positions in Lady Lake, FL. Current pay ranges from $1,092 to $8,500 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Lady Lake, FL

$2,975 - $5,100

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Lady Lake, FL

$2,800 - $5,040

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Lady Lake, FL

$2,240 - $4,480

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Lady Lake, FL

$5,000 - $8,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Lady Lake, FL

$2,800 - $5,000

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Lady Lake, FL

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Lady Lake, FL

$3,675 - $6,300

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Lady Lake, FL

$3,300 - $6,050

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Lady Lake, FL

$2,800 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Lady Lake, FL

$3,680 - $6,900

Domino's Pizza

Lady Lake Pizza Delivery Driver($2.5k-$4.2k/Month) | Hiring

Lady Lake, FL

$2,500 - $4,200

Amazon DSP

Join Amazon DSP in Lady Lake as a Delivery Driver | Hiring

Lady Lake, FL

$3,920 - $5,376

Driving Jobs in Lady Lake — FAQ

How many driving jobs are available in Lady Lake, FL right now?
There are currently 20+ open driving positions in Lady Lake, 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 Lady Lake?
Driving job pay in Lady Lake 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 Lady Lake?
Yes. Many delivery driver, courier, and DSP positions in Lady Lake 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 Lady Lake?
Driving jobs in Lady Lake 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 Lady Lake?
Benefits vary by employer, but many driving positions in Lady Lake 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 Lady Lake?
Your take-home pay as a driver in Lady Lake 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 Lady Lake?
Yes, many driving positions in Lady Lake 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 20+ listings above and apply directly.

Last updated: September 11, 2026