Driving Jobs in Ossining, NY — Hiring Now

As of May 2026, there are 60+ open driving positions in Ossining, NY. Current pay ranges from $500 to $8,925 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Final Mile Delivery Co.

Final Mile Delivery Co. seeks Independent Contractor Driver-Final Mile

Ossining, NY

$3,300 - $6,050

Local Logistics Network

Independent Contractor Driver-Medical Courier Position in Ossining

Ossining, NY

$3,449 - $5,750

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Ossining, NY

$2,000 - $4,000

Corporate Catering Couriers

Ossining-based Independent Contractor Driver-Catering Logistics

Ossining, NY

$3,185 - $5,460

Pep Boys

Ossining Career:Mobile Battery Delivery & Install Tech at Pep Boys

Ossining, NY

$3,500 - $5,200

Auto Logistics Pros

Hiring:Independent Contractor Driver-Auto Parts Courier in Ossining,NY

Ossining, NY

$2,800 - $4,800

Local Merchant Delivery Network

Ossining Contractor Independent Contractor Driver-Early Morning

Ossining, NY

$2,688 - $4,704

Uber

$2.8k-$4.8k/Month Ubereats Shop And Pay Expert job in Ossining

Ossining, NY

$2,800 - $4,800

Uber

Ossining Night Shift Ubereats Courier(Contractor)-Uber | Hiring

Ossining, NY

$2,800 - $4,800

Local Merchant Delivery Network

Local Merchant Delivery Network(Ossining)Hiring:Independent Contractor

Ossining, NY

$2,400 - $4,200

Heavy Route Couriers

Dedicated Route Freight Courier (Cargo Van)

Ossining, NY

$3,800 - $5,700

Uber

Ubereats Delivery Driver(Gig Economy And Logistics)Vacancy in Ossining

Ossining, NY

$2,500 - $4,500

Driving Jobs in Ossining — FAQ

How many driving jobs are available in Ossining, NY right now?
There are currently 60+ 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 60+ listings above and apply directly.

Last updated: May 08, 2026