Driving Jobs in Ossining, NY — Immediate Openings

As of April 2026, there are 50+ open driving positions in Ossining, NY. Current pay ranges from $500 to $8,500 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.

Shipt

[Just Posted] Suburban Route Shopper-Ossining(PT)

Ossining, NY

$2,800 - $4,800

Grubhub

Grubhub Shop and Pay Driver

Ossining, NY

$3,024 - $5,184

Uber

EV Rideshare Driver•Ossining,NY•Uber | Hiring

Ossining, NY

$3,000 - $5,500

Shipt

Earn Extra Cash:Midday Shopper(Ossining)

Ossining, NY

$1,000 - $2,000

Shipt

Ossining Needs:Campus Area Shopper(Part-Time)

Ossining, NY

$2,600 - $4,800

Uber

Join Team:Suburban Route Ubereats Driver(Flexible,Ossining)

Ossining, NY

$2,112 - $3,696

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Ossining, NY

$5,000 - $8,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Ossining, NY

$2,520 - $4,410

Grubhub

Grubhub Large Order Delivery Driver

Ossining, NY

$3,920 - $6,720

Uber

Connect Package Delivery Driver|Flexible|Ossining

Ossining, NY

$3,240 - $5,940

Shipt

[Part-Time] Driver Opportunity-Ossining

Ossining, NY

$2,500 - $4,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Ossining, NY

$2,464 - $4,400

Driving Jobs in Ossining — FAQ

How many driving jobs are available in Ossining, NY right now?
There are currently 50+ open driving positions in Ossining, NY. 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 Ossining?
Driving job pay in Ossining 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 Ossining?
Yes. Many delivery driver, courier, and DSP positions in Ossining 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 Ossining?
Driving jobs in Ossining 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 Ossining?
Benefits vary by employer, but many driving positions in Ossining 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 Ossining?
Your take-home pay as a driver in Ossining 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 Ossining?
Yes, many driving positions in Ossining 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