Driving Jobs in Kissimmee, FL — Apply Today

As of March 2026, there are 80+ open driving positions in Kissimmee, FL. Current pay ranges from $500 to $8,400 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

(Kissimmee)Part-Time:Driver Opportunity

Kissimmee, FL

$2,500 - $4,500

FreshDrop Logistics

Flexible Hours:Driver Opportunity-Kissimmee

Kissimmee, FL

$3,150 - $5,775

Local Shopper Partners

Weekend Shift:Courier-Kissimmee

Kissimmee, FL

$2,000 - $3,500

Suburban Delivery Network

Flexible Hours:Driver Opportunity-Kissimmee

Kissimmee, FL

$2,800 - $4,800

Morning Express Couriers

Kissimmee Needs:Driver Opportunity(Part-Time)

Kissimmee, FL

$2,090 - $3,610

Midnight Logistics

$43.75/hr Late Night Convenience & Grocery Courier-Kissimmee(PT)

Kissimmee, FL

$2,800 - $4,800

Wholesale Transit Partners

Driver Opportunity(Part-Time)@ Wholesale Transit Partners-Kissimmee

Kissimmee, FL

$3,200 - $5,500

Midday Logistics Co.

Kissimmee Needs:Driver Opportunity(Part-Time)

Kissimmee, FL

$1,000 - $2,000

Urban Pedal Logistics

Courier(Part-Time)@ Urban Pedal Logistics-Kissimmee

Kissimmee, FL

$2,625 - $4,725

Campus Courier Network

Kissimmee Needs:Driver Opportunity(Part-Time)

Kissimmee, FL

$2,470 - $4,560

Grubhub

Part-Time Early Morning Driver – Kissimmee,FL | Part Time Job

Kissimmee, FL

$2,200 - $3,800

Grubhub

Part-Time Campus Area Driver – Kissimmee,FL | Part Time Job

Kissimmee, FL

$2,600 - $4,800

Driving Jobs in Kissimmee — FAQ

How many driving jobs are available in Kissimmee, FL right now?
There are currently 80+ open driving positions in Kissimmee, 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 Kissimmee?
Driving job pay in Kissimmee 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 Kissimmee?
Yes. Many delivery driver, courier, and DSP positions in Kissimmee 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 Kissimmee?
Driving jobs in Kissimmee 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 Kissimmee?
Benefits vary by employer, but many driving positions in Kissimmee 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 Kissimmee?
Your take-home pay as a driver in Kissimmee 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 Kissimmee?
Yes, many driving positions in Kissimmee 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: March 13, 2026