Driving Jobs in Kissimmee, FL — Hiring Now

As of May 2026, there are 240+ open driving positions in Kissimmee, FL. Current pay ranges from $500 to $10,000 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Part-time Ubereats Driver(lunch Rush)(Contract)-Kissimmee,FL

Kissimmee, FL

$919 - $2,070

Campus Courier Network

(Kissimmee)Part-Time:Driver Opportunity

Kissimmee, FL

$2,470 - $4,560

SecureShred Logistics

Supplemental Income:Secure Document Destruction Route Driver

Kissimmee, FL

$3,800 - $5,200

Mechanic's Choice Transport

Automotive Parts Courier

Kissimmee, FL

$2,800 - $4,200

DoorDash

Night Shift DoorDash Driver (Late Night Logistics)

Kissimmee, FL

$2,940 - $5,040

United States Postal Service

City Carrier Assistant (CCA)

Kissimmee, FL

$3,200 - $4,500

Instacart

Campus Area Instacart Delivery Driver

Kissimmee, FL

$2,730 - $5,040

ProWear Logistics

Student Friendly:Uniform & Apparel Route Driver(Kissimmee)

Kissimmee, FL

$3,500 - $5,500

United States Postal Service

Commercial Box Truck Mail Courier (MVO)

Kissimmee, FL

$4,320 - $6,480

Grubhub

Weekend Grubhub Delivery Professional

Kissimmee, FL

$2,464 - $4,256

Urban Pedal Logistics

Earn Extra Cash:Courier(Kissimmee)

Kissimmee, FL

$2,625 - $4,725

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Kissimmee, FL

$5,600 - $9,520

Driving Jobs in Kissimmee — FAQ

How many driving jobs are available in Kissimmee, FL right now?
There are currently 240+ 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 240+ listings above and apply directly.

Last updated: May 08, 2026