Driving Jobs in Dade City, FL — Open Positions

As of April 2026, there are 100+ open driving positions in Dade City, FL. Current pay ranges from $500 to $8,925 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Campus Area Grubhub Driver

Dade City, FL

$2,860 - $5,280

Uber

Dade City:EV Rideshare Driver(Contractor,$3k-$5.5k/Month) | Hiring

Dade City, FL

$3,000 - $5,500

Uber

Uber is hiring a Night Shift Rideshare Driver in Dade City | Apply Now

Dade City, FL

$3,200 - $5,500

Grubhub

Grubhub Bicycle & Scooter Courier

Dade City, FL

$2,500 - $4,500

Grubhub

Weekend Grubhub Delivery Professional

Dade City, FL

$2,200 - $3,800

Uber

Weekend Rideshare Driver Position in Dade City | Hiring

Dade City, FL

$2,000 - $3,500

Uber

Flexible Connect Package Delivery Driver(Dade City)

Dade City, FL

$3,300 - $6,050

Uber

Rideshare Driver Position in Dade City | Hiring

Dade City, FL

$3,000 - $5,000

Uber

Dade City Contractor Role:Part-time Ubereats Driver(lunch Rush)

Dade City, FL

$896 - $2,016

Uber

Hiring:Connect Package Delivery Driver(Flexible,Dade City)

Dade City, FL

$3,000 - $5,500

Uber

Flexible Campus Area Ubereats Driver(Dade City)

Dade City, FL

$2,600 - $4,800

Shipt

(Dade City)Part-Time:Evening & Night Shift Courier

Dade City, FL

$2,800 - $4,800

Driving Jobs in Dade City — FAQ

How many driving jobs are available in Dade City, FL right now?
There are currently 100+ 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 100+ listings above and apply directly.

Last updated: April 17, 2026