Driving Jobs in Kissimmee, FL — Open Positions

As of April 2026, there are 140+ open driving positions in Kissimmee, FL. Current pay ranges from $500 to $9,775 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Shipt

Kissimmee Job:Midday Shopper(No Exp Req*)

Kissimmee, FL

$1,000 - $2,000

Uber

Join Uber in Kissimmee as a Black Driver | Hiring

Kissimmee, FL

$3,960 - $6,600

Shipt

Start ASAP:Bulk Order Specialist(Kissimmee)

Kissimmee, FL

$3,200 - $5,500

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Kissimmee, FL

$5,000 - $8,500

Grubhub

Part-Time Part-time Driver(lunch Rush)at Grubhub – Kissimmee

Kissimmee, FL

$800 - $1,800

Auto Logistics Pros

$3.1k-$5.4k/Month Independent Contractor Driver-Auto Parts Courier job

Kissimmee, FL

$3,136 - $5,376

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Kissimmee, FL

$3,219 - $5,750

Uber

Hiring:Uberxl Driver in Kissimmee,FL | Apply Now

Kissimmee, FL

$4,320 - $7,020

Uber

Ubereats Shop And Pay Expert|Flexible|Kissimmee

Kissimmee, FL

$2,800 - $4,800

Uber

Connect Package Delivery Driver-Kissimmee,FL | Hiring

Kissimmee, FL

$3,000 - $5,500

Lyft

Kissimmee Contractor Premium Rideshare Driver | Hiring

Kissimmee, FL

$4,500 - $7,500

Uber

Kissimmee Contractor Role:Campus Area Ubereats Driver

Kissimmee, FL

$2,392 - $4,416

Driving Jobs in Kissimmee — FAQ

How many driving jobs are available in Kissimmee, FL right now?
There are currently 140+ 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 140+ listings above and apply directly.

Last updated: April 26, 2026