Driving Jobs in Lady Lake, FL — Start This Week

As of April 2026, there are 50+ open driving positions in Lady Lake, FL. Current pay ranges from $500 to $7,820 per year. Top hiring areas include Delivery Driver, Part Time and Weekend. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Night Shift Grubhub Courier

Lady Lake, FL

$2,380 - $4,080

Shipt

Student Friendly:Courier(Lady Lake)

Lady Lake, FL

$2,000 - $3,500

Uber

Lady Lake Job:Rideshare Driver(Contractor) | Hiring

Lady Lake, FL

$3,000 - $5,000

Shipt

Weekend Shift:Suburban Route Shopper-Lady Lake

Lady Lake, FL

$2,800 - $4,800

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Lady Lake, FL

$3,080 - $5,500

Uber

Weekend Rideshare Driver(Gig Economy And Transportation)Vacancy in

Lady Lake, FL

$2,000 - $3,500

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Lady Lake, FL

$680 - $1,530

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Lady Lake, FL

$3,449 - $6,324

On-Demand Tasks Network

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

Lady Lake, FL

$2,240 - $4,480

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Lady Lake, FL

$3,500 - $6,000

Grubhub

Grubhub Delivery Driver

Lady Lake, FL

$2,750 - $4,950

Uber

Lady Lake Contractor Role:Ubereats Large Order Delivery Driver

Lady Lake, FL

$3,850 - $6,600

Driving Jobs in Lady Lake — FAQ

How many driving jobs are available in Lady Lake, FL right now?
There are currently 50+ 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 50+ listings above and apply directly.

Last updated: April 17, 2026