Driving Jobs in Kissimmee, FL — Now Hiring

As of October 2026, there are 50+ open driving jobs in Kissimmee, FL. Current pay ranges from $20 to $140,400 per year. Top hiring areas include Delivery Driver, Owner Operator and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

On-Demand Tasks Network

Hiring in Kissimmee:Driver Opportunity(Part-Time)

Kissimmee, FL

$2,000 - $4,000

Secure Document Couriers

Student Friendly:Night Shift Legal/document Courier(Kissimmee)

Kissimmee, FL

$2,800 - $5,000

Heavy Freight Logistics

Cargo Van / Box Truck Specialist needed in Kissimmee(Apply Now)

Kissimmee, FL

$5,000 - $8,500

Corporate Catering Couriers

Driver Opportunity needed in Kissimmee(Apply Now)

Kissimmee, FL

$3,500 - $6,000

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Kissimmee, FL

$3,500 - $6,000

United Parcel Service (UPS)

UPS Package Delivery Driver

Kissimmee, FL

$3,680 - $6,900

Auto Logistics Pros

Flexible Hours:Driver Opportunity-Kissimmee

Kissimmee, FL

$2,800 - $4,800

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Kissimmee, FL

$3,240 - $5,940

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Kissimmee, FL

$2,300 - $4,140

Final Mile Delivery Co.

[Part-Time] Final Mile Parcel-Kissimmee

Kissimmee, FL

$3,000 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Kissimmee, FL

$2,576 - $4,416

On-Demand Tasks Network

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

Kissimmee, FL

$2,000 - $4,000

Driving Jobs in Kissimmee — FAQ

How many driving jobs are available in Kissimmee, FL right now?
There are currently 50+ open driving jobs in Kissimmee, FL. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Kissimmee?
Pay in Kissimmee depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Kissimmee with no experience?
Yes. Many employers in Kissimmee run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Kissimmee that is home every night?
Local routes in Kissimmee are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Kissimmee?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Kissimmee?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Kissimmee?
Many carriers, delivery firms and local fleets in Kissimmee hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 50+ open routes above and apply directly.

Last updated: October 28, 2026