Driving Jobs in Ossining, NY — Immediate Openings

As of May 2026, there are 40+ open driving positions in Ossining, NY. Current pay ranges from $14 to $151,200 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Clean Harbors

NY Career:CDL B Vacuum Truck Driver-Industrial Cleaning in Ossining

Ossining, NY

$21 - $28

Uber Eats

Join Uber Eats in Ossining as a Alcohol Delivery Driver | Hiring

Ossining, NY

$3,000 - $5,000

Urban Pedal Logistics

Work in Ossining:Independent Contractor Driver-Urban E-bike/scooter

Ossining, NY

$2,500 - $4,500

Express Logistics

Delivery Driver-Full Time Local Routes Position in Ossining | Hiring

Ossining, NY

$19 - $24

Secure Document Couriers

Recruiting:Independent Contractor Driver-Night Shift Legal/document

Ossining, NY

$2,800 - $5,000

Hot Shot Transportation Co.

Hot Shot Transportation Co.(Ossining)Hiring:Hot Shot Truck

Ossining, NY

$85,000 - $130,000

Grubhub

Ossining Suburban Delivery Driver with $3k-$4.9k/Month Pay | Hiring

Ossining, NY

$3,000 - $4,900

On-Demand Tasks Network

Ossining Job:Independent Contractor Driver-On-demand Errands

Ossining, NY

$2,000 - $4,000

Roadie

NY Career:Big & Bulky Delivery Driver in Ossining | Hiring

Ossining, NY

$4,410 - $7,560

FedEx Custom Critical

Expedited Sprinter Van Driver-Time Critical Cargo Needed-Ossining Area

Ossining, NY

$84,000 - $151,200

Quest Diagnostics

Apply Now in Ossining:Delivery Driver-Medical Courier Pharmaceuticals

Ossining, NY

$20 - $26

Corporate Catering Couriers

Ossining Independent Contractor Driver-Catering Logistics with

Ossining, NY

$3,500 - $6,000

Driving Jobs in Ossining — FAQ

How many driving jobs are available in Ossining, NY right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 13, 2026