Driving Jobs in Haines City, FL — Apply Today

As of September 2026, there are 40+ open driving positions in Haines City, FL. Current pay ranges from $1,200 to $9,520 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Haines City, FL

$4,024 - $6,899

On-Demand Tasks Network

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

Haines City, FL

$2,000 - $4,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Haines City, FL

$2,500 - $4,500

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Haines City, FL

$5,000 - $8,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Haines City, FL

$2,380 - $4,250

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Haines City, FL

$2,688 - $4,704

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Haines City, FL

$3,185 - $5,460

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Haines City, FL

$2,640 - $4,840

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Haines City, FL

$2,576 - $4,416

United Parcel Service (UPS)

UPS Package Delivery Driver

Haines City, FL

$3,400 - $6,375

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Haines City, FL

$3,080 - $5,280

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Haines City, FL

$2,625 - $4,725

Driving Jobs in Haines City — FAQ

How many driving jobs are available in Haines City, FL right now?
There are currently 40+ open driving positions in Haines 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 Haines City?
Driving job pay in Haines 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 Haines City?
Yes. Many delivery driver, courier, and DSP positions in Haines 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 Haines City?
Driving jobs in Haines 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 Haines City?
Benefits vary by employer, but many driving positions in Haines 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 Haines City?
Your take-home pay as a driver in Haines 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 Haines City?
Yes, many driving positions in Haines 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 40+ listings above and apply directly.

Last updated: September 11, 2026