Delivery Driver Jobs in Dade City, FL — Apply Today

As of September 2026, there are 38 delivery driver openings in Dade City, FL. Local pay ranges from $1,056 to $9,180/year. Listings are updated daily — benefits start Day 1 for most positions.

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

Delivery Driver Jobs in Dade City — FAQ

How many delivery driver jobs are open in Dade City, FL?
There are currently 38+ delivery driver positions in Dade City, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Dade City?
Delivery Driver pay in Dade City varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Dade City require experience?
Many delivery driver positions in Dade City welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Dade City?
Browse the 38+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Last updated: September 11, 2026