Driving Jobs in Highland City, FL — See Openings

As of September 2026, there are 40+ open driving positions in Highland City, FL. Current pay ranges from $1,020 to $8,580 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

Highland City, FL

$3,220 - $5,520

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Highland City, FL

$2,275 - $4,095

On-Demand Tasks Network

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

Highland City, FL

$2,160 - $4,320

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Highland City, FL

$4,550 - $7,735

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Highland City, FL

$3,136 - $5,600

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Highland City, FL

$2,040 - $3,570

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Highland City, FL

$3,920 - $6,720

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Highland City, FL

$3,000 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Highland City, FL

$2,548 - $4,368

United Parcel Service (UPS)

UPS Package Delivery Driver

Highland City, FL

$4,400 - $8,250

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Highland City, FL

$3,185 - $5,460

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Highland City, FL

$2,500 - $4,500

Driving Jobs in Highland City — FAQ

How many driving jobs are available in Highland City, FL right now?
There are currently 40+ open driving positions in Highland City, 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 Highland City?
Driving job pay in Highland City 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 Highland City?
Yes. Many delivery driver, courier, and DSP positions in Highland City 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 Highland City?
Driving jobs in Highland City 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 Highland City?
Benefits vary by employer, but many driving positions in Highland City 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 Highland City?
Your take-home pay as a driver in Highland City 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 Highland City?
Yes, many driving positions in Highland City 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: September 11, 2026