Driving Jobs in Lady Lake, FL — See Openings

As of May 2026, there are 40+ open driving positions in Lady Lake, FL. Current pay ranges from $840 to $8,500 per year. Top hiring areas include Delivery Driver and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

Evening Role:Driver Opportunity(Lady Lake)

Lady Lake, FL

$2,500 - $4,500

Grubhub

Grubhub Bicycle & Scooter Courier

Lady Lake, FL

$2,875 - $5,175

Corporate Catering Couriers

Corporate Catering Couriers is hiring a Independent Contractor

Lady Lake, FL

$3,500 - $6,000

Heavy Freight Logistics

Lady Lake Contractor Independent Contractor Driver-Cargo Van / Box

Lady Lake, FL

$5,000 - $8,500

Grubhub

Night Shift Grubhub Courier

Lady Lake, FL

$2,800 - $4,800

Grubhub

Weekend Grubhub Delivery Professional

Lady Lake, FL

$2,376 - $4,104

Morning Express Couriers

Flexible Hours:Driver Opportunity-Lady Lake

Lady Lake, FL

$2,090 - $3,610

Urban Pedal Logistics

Start ASAP:Courier(Lady Lake)

Lady Lake, FL

$2,500 - $4,500

Local Shopper Partners

Lady Lake Job:Courier(No Exp Req*)

Lady Lake, FL

$2,000 - $3,500

Midday Logistics Co.

Evening Role:Driver Opportunity(Lady Lake)

Lady Lake, FL

$1,050 - $2,100

Suburban Delivery Network

Hiring in Lady Lake:Driver Opportunity(Part-Time)

Lady Lake, FL

$2,660 - $4,560

Midnight Logistics

Late Night Convenience & Grocery Courier(Part-Time)@ Midnight Log...

Lady Lake, FL

$2,940 - $5,040

Driving Jobs in Lady Lake — FAQ

How many driving jobs are available in Lady Lake, FL right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 04, 2026