Driving Jobs in Oldsmar, FL — Now Hiring
As of April 2026, there are 50+ open driving positions in Oldsmar, FL. Current pay ranges from $500 to $9,775 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.
Grubhub
Grubhub Delivery Driver
Oldsmar, FL
$2,700 - $4,860
Grubhub
Night Shift Grubhub Courier
Oldsmar, FL
$3,080 - $5,280
Uber
Ubereats Delivery Driver|Flexible|Oldsmar
Oldsmar, FL
$2,700 - $4,860
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Oldsmar, FL
$5,750 - $9,775
Uber
Immediate Opening in Oldsmar for a Weekend Rideshare Driver | Hiring
Oldsmar, FL
$2,000 - $3,500
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Oldsmar, FL
$2,760 - $4,830
Uber
Suburban Route Ubereats Driver|Flexible|Oldsmar
Oldsmar, FL
$2,688 - $4,704
Uber
Flexible Part-time Ubereats Driver(lunch Rush)(Oldsmar)
Oldsmar, FL
$704 - $1,584
Lyft
Airport Transfer Driver Position in Oldsmar | Hiring
Oldsmar, FL
$3,500 - $5,500
Grubhub
Suburban Route Grubhub Driver
Oldsmar, FL
$2,208 - $3,864
Lyft
Oldsmar:Part-time Rideshare Driver(Contractor,$500-$1.5k/Month)
Oldsmar, FL
$500 - $1,500
Uber
Oldsmar Night Shift Ubereats Courier(Gig)
Oldsmar, FL
$3,024 - $5,184
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: April 17, 2026