Driving Jobs in Kissimmee, FL — Start This Week

As of October 2026, there are 21+ open driving jobs in Kissimmee, FL. Current pay ranges from $32 to $364,000 per year. Top hiring areas include Delivery Driver, Cdl A and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Nightline Freight

Part-Time Role in Kissimmee:Overnight Parcel Transfer Driver

Kissimmee, FL

$3,780 - $5,460

Peak Season Logistics

Evening Part-Time Seasonal Holiday Package Driver – Kissimmee

Kissimmee, FL

$3,080 - $4,400

Health Transit Logistics

Part-Time Medical & Pharmacy Package Courier – Kissimmee

Kissimmee, FL

$3,360 - $4,725

Metro Parcel Delivery

Part-Time Urban Step Van Courier|Kissimmee,FL | Part Time Job

Kissimmee, FL

$3,990 - $5,775

Weekend Transit Co.

Kissimmee Part-Time Job:Weekend Parcel Delivery Driver | Part

Kissimmee, FL

$1,500 - $2,500

Heavy Haul Last Mile

Immediate Part-Time Heavy/bulky Item Delivery Specialist Job –

Kissimmee, FL

$3,230 - $4,675

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver – Kissimmee(Recruiting)

Kissimmee, FL

$3,360 - $5,040

Flex Delivery Network

Flexible Part-Time Independent Parcel Courier in Kissimmee | Part

Kissimmee, FL

$1,820 - $3,640

E-Comm Transit Solutions

Part-Time E-commerce Delivery Specialist – Kissimmee,FL | Part

Kissimmee, FL

$3,200 - $4,800

Local Logistics Pros

Part-Time Job in Kissimmee:Local Package Delivery Driver | Part

Kissimmee, FL

$3,150 - $4,725

Instacart

Apply Now:Pet Supply Delivery Driver in Kissimmee | Hiring

Kissimmee, FL

$2,900 - $4,800

Schneider National

CDL A Truck Driver - OTR Dry Van

Kissimmee, FL

$75,000 - $96,000

Driving Jobs in Kissimmee — FAQ

How many driving jobs are available in Kissimmee, FL right now?
There are currently 21+ 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 21+ open routes above and apply directly.

Last updated: October 05, 2026