Driving Jobs in Oldsmar, FL — See Openings

As of May 2026, there are 50+ open driving positions in Oldsmar, FL. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, Part Time and Grocery. New roles are posted daily — listings on this page are verified and updated regularly.

Urban Pedal Logistics

Oldsmar Job:Independent Contractor Driver-Urban E-bike/scooter Courier

Oldsmar, FL

$2,500 - $4,500

Corporate Catering Couriers

Join Corporate Catering Couriers in Oldsmar as a Independent

Oldsmar, FL

$3,500 - $6,000

Urban Pedal Logistics

Urban Pedal Logistics seeks Independent Contractor Driver-Urban

Oldsmar, FL

$2,500 - $4,500

CareDrop Couriers

Pharmacy Delivery Courier (Last-Mile Healthcare)

Oldsmar, FL

$3,000 - $4,500

Uber

Flexible Gig:Weekend Ubereats Delivery Professional(Oldsmar) | Hiring

Oldsmar, FL

$2,200 - $3,800

Uber

Oldsmar:Uberx Driver(Contractor,$3.4k-$5.8k/Month) | Hiring

Oldsmar, FL

$3,449 - $5,750

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Oldsmar, FL

$1,900 - $3,800

United Parcel Service (UPS)

United Parcel Service(UPS)seeks UPS Package Delivery Driver in Oldsmar

Oldsmar, FL

$4,000 - $7,500

Uber

Oldsmar Flexible Job:Ubereats Shop And Pay Expert | Hiring

Oldsmar, FL

$2,800 - $4,800

Auto Logistics Pros

Oldsmar Career:Independent Contractor Driver-Auto Parts Courier at

Oldsmar, FL

$3,080 - $5,280

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Oldsmar, FL

$4,000 - $6,000

Uber

Oldsmar-based Event Driver Opening | Hiring

Oldsmar, FL

$2,800 - $5,000

Driving Jobs in Oldsmar — FAQ

How many driving jobs are available in Oldsmar, FL right now?
There are currently 50+ 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 50+ listings above and apply directly.

Last updated: May 03, 2026