Driving Jobs in Oldsmar, FL — Hiring Now

As of May 2026, there are 40+ open driving positions in Oldsmar, FL. Current pay ranges from $14 to $145,800 per year. Top hiring areas include Delivery Driver, Cdl Driver and Warehouse. New roles are posted daily — listings on this page are verified and updated regularly.

FedEx Custom Critical

Oldsmar:Expedited Sprinter Van Driver-Time Critical Cargo

Oldsmar, FL

$81,000 - $145,800

DoorDash

Doordash Needs Delivery Driver-Food Delivery Part Time Evenings in

Oldsmar, FL

$15 - $22

Coach USA

Charter Bus Driver-CDL B With Passenger

Oldsmar, FL

$22 - $32

Foremost Transport

Oldsmar Job:Mobile Home Transport Driver-CDL A Oversize Load

Oldsmar, FL

$90,000 - $120,000

Shipt

Oldsmar Contractor Pharmacy Delivery Driver | Hiring

Oldsmar, FL

$3,564 - $5,979

First Student

Oldsmar School Bus Driver-CDL B With Passenger And S

Oldsmar, FL

$22 - $30

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter Courier

Oldsmar, FL

$2,500 - $4,500

MTA New York City Transit

MTA New York City Transit Needs Transit Bus Driver-CDL B Public

Oldsmar, FL

$33 - $45

Wayfair

Flexible Gig:Delivery Driver-Furniture And Appliance Home Installation

Oldsmar, FL

$21 - $27

Regional Expedite Logistics

Apply Now:Independent Contractor Driver-Long Distance / Regional

Oldsmar, FL

$3,500 - $6,000

Hot Shot Transportation Co.

Oldsmar Job:Hot Shot Truck Driver-Owner Operator With 1 Ton Pickup

Oldsmar, FL

$91,800 - $140,400

Auto Logistics Pros

Join Auto Logistics Pros in Oldsmar as a Independent Contractor

Oldsmar, FL

$2,800 - $4,800

Driving Jobs in Oldsmar — FAQ

How many driving jobs are available in Oldsmar, FL right now?
There are currently 40+ open driving positions in Oldsmar, 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 Oldsmar?
Driving job pay in Oldsmar 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 Oldsmar?
Yes. Many delivery driver, courier, and DSP positions in Oldsmar 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 Oldsmar?
Driving jobs in Oldsmar 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 Oldsmar?
Benefits vary by employer, but many driving positions in Oldsmar 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 Oldsmar?
Your take-home pay as a driver in Oldsmar 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 Oldsmar?
Yes, many driving positions in Oldsmar 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 40+ listings above and apply directly.

Last updated: May 13, 2026