Driving Jobs in Dade City, FL — See Openings

As of September 2026, there are 40+ open driving positions in Dade City, FL. Current pay ranges from $1,056 to $9,180 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

Dade City, FL

$3,220 - $5,520

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Dade City, FL

$2,300 - $4,140

On-Demand Tasks Network

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

Dade City, FL

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Dade City, FL

$5,400 - $9,180

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Dade City, FL

$2,800 - $5,000

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Dade City, FL

$2,592 - $4,536

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Dade City, FL

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Dade City, FL

$3,000 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Dade City, FL

$2,800 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Dade City, FL

$3,640 - $6,825

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Dade City, FL

$2,975 - $5,100

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Dade City, FL

$2,500 - $4,500

Driving Jobs in Dade City — FAQ

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