Driving Jobs in Highland City, FL — Open Positions

As of April 2026, there are 60+ open driving positions in Highland City, FL. Current pay ranges from $864 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Campus Courier Network

Earn Extra Cash:Driver Opportunity(Highland City)

Highland City, FL

$2,470 - $4,560

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning

Highland City, FL

$2,400 - $4,200

Grubhub

Grubhub Shop and Pay Driver

Highland City, FL

$2,800 - $4,800

United Parcel Service (UPS)

Highland City-based UPS Package Delivery Driver Opening | Hiring

Highland City, FL

$4,000 - $7,500

Grubhub

Grubhub Delivery Driver

Highland City, FL

$2,125 - $3,825

Urban Pedal Logistics

Courier needed in Highland City(Apply Now)

Highland City, FL

$2,500 - $4,500

Suburban Delivery Network

Evening Role:Driver Opportunity(Highland City)

Highland City, FL

$2,800 - $4,800

National Grocery Delivery Network

$40.50/hr Driver Opportunity-Highland City(PT)

Highland City, FL

$2,500 - $4,500

On-Demand Tasks Network

Apply Today:Independent Contractor Driver-On-demand Errands in

Highland City, FL

$2,000 - $4,000

Grubhub

Weekend Grubhub Delivery Professional

Highland City, FL

$2,420 - $4,180

Secure Document Couriers

Highland City Job:Independent Contractor Driver-Night Shift

Highland City, FL

$2,800 - $5,000

Midday Logistics Co.

(Highland City)Part-Time:Driver Opportunity

Highland City, FL

$1,000 - $2,000

Driving Jobs in Highland City — FAQ

How many driving jobs are available in Highland City, FL right now?
There are currently 60+ 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 60+ listings above and apply directly.

Last updated: April 26, 2026