Delivery Driver Jobs in Chipley, FL — Start This Week

As of September 2026, there are 38 delivery driver openings in Chipley, FL. Local pay ranges from $1,092 to $8,736/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chipley, FL

$3,780 - $6,480

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chipley, FL

$2,500 - $4,500

On-Demand Tasks Network

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

Chipley, FL

$2,100 - $4,200

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Chipley, FL

$4,550 - $7,735

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chipley, FL

$2,940 - $5,250

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Chipley, FL

$2,760 - $4,830

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Chipley, FL

$2,975 - $5,100

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Chipley, FL

$3,150 - $5,775

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Chipley, FL

$3,136 - $5,376

United Parcel Service (UPS)

UPS Package Delivery Driver

Chipley, FL

$4,200 - $7,875

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chipley, FL

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chipley, FL

$2,275 - $4,095

Delivery Driver Jobs in Chipley — FAQ

How many delivery driver jobs are open in Chipley, FL?
There are currently 38+ delivery driver positions in Chipley, FL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Chipley?
Delivery Driver pay in Chipley 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 Chipley require experience?
Many delivery driver positions in Chipley 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 Chipley?
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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2 open positions

Last updated: September 11, 2026