Driving Jobs in Kissimmee, FL — Hiring Now

As of May 2026, there are 160+ open driving positions in Kissimmee, FL. Current pay ranges from $13 to $364,000 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.

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Kissimmee, FL

$2,625 - $4,725

Hunt Transportation

CDL A Truck Driver - Dedicated Account Home Daily

Kissimmee, FL

$61,600 - $83,600

DoorDash

Kissimmee Flower Delivery Driver with $2.4k-$4.2k/Month Pay | Hiring

Kissimmee, FL

$2,400 - $4,200

Roadie

Apply Now:Big & Bulky Delivery Driver in Kissimmee | Hiring

Kissimmee, FL

$3,696 - $6,336

Staker Parson Companies

Weekend Shift:Driver Opportunity-Kissimmee

Kissimmee, FL

$27 - $34

J.B. Hunt Intermodal

$81.75/hr Driver Opportunity-Kissimmee(PT)

Kissimmee, FL

$75,000 - $95,000

Diakon Logistics

Appliance Delivery Driver - 2 Person Team

Kissimmee, FL

$22 - $28

Amazon Flex

Holiday Peak Delivery Driver(Gig Economy And Package Logistics)Vacancy

Kissimmee, FL

$4,500 - $7,500

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Kissimmee, FL

$3,000 - $5,500

Secure Document Couriers

Secure Document Couriers seeks Independent Contractor Driver-Night

Kissimmee, FL

$2,800 - $5,000

Liberty Coca-Cola Beverages

Coca-Cola Driver Merchandiser Delivery Driver

Kissimmee, FL

$21 - $26

AB Canna Distributors

Cannabis Distribution Delivery Driver

Kissimmee, FL

$23 - $29

Driving Jobs in Kissimmee — FAQ

How many driving jobs are available in Kissimmee, FL right now?
There are currently 160+ 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 160+ listings above and apply directly.

Last updated: May 13, 2026