Driving Jobs in Chipley, FL — See Openings

As of May 2026, there are 100+ open driving positions in Chipley, FL. Current pay ranges from $14 to $148,500 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Matheson Postal Services

Matheson Postal Services is hiring a USPS Mail Haul Truck Driver-CDL A

Chipley, FL

$70,000 - $90,000

Urban Pedal Logistics

Chipley:Independent Contractor Driver-Urban E-bike/scooter Courier

Chipley, FL

$2,500 - $4,500

Schneider National

FL Career:Delivery Driver-CDL Class A Regional Routes in Chipley

Chipley, FL

$70,000 - $85,000

Schneider National

Schneider National seeks Delivery Driver-CDL Class A Regional Routes

Chipley, FL

$70,000 - $85,000

Wayfair

Wayfair is hiring a Delivery Driver-Furniture And Appliance Home

Chipley, FL

$21 - $27

Urban Pedal Logistics

Chipley Independent Contractor Driver-Urban E-bike/scooter Courier

Chipley, FL

$2,500 - $4,500

Amazon Flex

Delivery Driver-Independent Contractor-Chipley,FL | Hiring

Chipley, FL

$18 - $25

Clean Harbors

Join Clean Harbors in Chipley as a CDL B Vacuum Truck

Chipley, FL

$27 - $36

Local Merchant Delivery Network

Immediate Opening in Chipley for a Independent Contractor Driver-Early

Chipley, FL

$2,400 - $4,200

Penske Logistics

Penske Logistics Needs CDL A Yard Hostler Truck Driver-Trailer Spotter

Chipley, FL

$21 - $26

Corporate Catering Couriers

Immediate Opening in Chipley for a Independent Contractor

Chipley, FL

$3,500 - $6,000

Auto Logistics Pros

Work in Chipley:Independent Contractor Driver-Auto Parts Courier

Chipley, FL

$2,800 - $4,800

Driving Jobs in Chipley — FAQ

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

Last updated: May 14, 2026