Driving Jobs in Chipley, FL — Apply Today

As of May 2026, there are 80+ open driving positions in Chipley, FL. Current pay ranges from $680 to $8,500 per year. Top hiring areas include Delivery Driver and Overnight. New roles are posted daily — listings on this page are verified and updated regularly.

Local Merchant Delivery Network

Chipley Career:Independent Contractor Driver-Early Morning

Chipley, FL

$2,400 - $4,200

United Parcel Service (UPS)

Work in Chipley:UPS Package Delivery Driver | Hiring

Chipley, FL

$4,000 - $7,500

Urban Pedal Logistics

Urban Pedal Logistics Needs Independent Contractor Driver-Urban

Chipley, FL

$2,500 - $4,500

Local Merchant Delivery Network

Local Merchant Delivery Network seeks Independent Contractor

Chipley, FL

$2,400 - $4,200

FreshDrop Logistics

Chipley Job:Driver Opportunity(No Exp Req*)

Chipley, FL

$3,150 - $5,775

Morning Express Couriers

(Chipley)Part-Time:Driver Opportunity

Chipley, FL

$2,310 - $3,990

Midnight Logistics

Late Night Convenience & Grocery Courier(Part-Time)@ Midnight Log...

Chipley, FL

$2,800 - $4,800

Grubhub

Campus Area Grubhub Driver

Chipley, FL

$2,366 - $4,368

Grubhub

Early Morning Grubhub Driver

Chipley, FL

$2,200 - $3,800

Wholesale Transit Partners

Student Friendly:Driver Opportunity(Chipley)

Chipley, FL

$3,040 - $5,225

Grubhub

Weekend Grubhub Delivery Professional

Chipley, FL

$1,870 - $3,230

Corporate Catering Couriers

$3.5k-$6k/Month Independent Contractor Driver-Catering Logistics job

Chipley, FL

$3,500 - $6,000

Driving Jobs in Chipley — FAQ

How many driving jobs are available in Chipley, FL right now?
There are currently 80+ open driving positions in Chipley, 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 Chipley?
Driving job pay in Chipley 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 Chipley?
Yes. Many delivery driver, courier, and DSP positions in Chipley 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 Chipley?
Driving jobs in Chipley 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 Chipley?
Benefits vary by employer, but many driving positions in Chipley 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 Chipley?
Your take-home pay as a driver in Chipley 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 Chipley?
Yes, many driving positions in Chipley 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 80+ listings above and apply directly.

Last updated: May 04, 2026