Driving Jobs in Ossining, NY — Start This Week
As of May 2026, there are 20+ open driving positions in Ossining, NY. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.
XPO Logistics
Delivery Driver-Package Handler Box Truck|Ossining,NY|XPO Logistics
Ossining, NY
$22 - $28
Roadie
Ossining-based Big & Bulky Delivery Driver Opening | Hiring
Ossining, NY
$4,536 - $7,776
GoPuff
Recruiting in Ossining:Convenience Store Delivery Driver | Hiring
Ossining, NY
$2,940 - $4,725
Wayfair
Ossining Delivery Driver-Furniture And Appliance Home Installation
Ossining, NY
$21 - $27
Shipt
Ossining Pharmacy Delivery Driver(Contractor)-Shipt | Hiring
Ossining, NY
$3,100 - $5,200
Instacart
Ossining Pet Supply Delivery Driver(Contractor)-Instacart | Hiring
Ossining, NY
$3,248 - $5,376
Amazon Flex
Delivery Driver-Independent Contractor($18-$25/hr)-Ossining,NY
Ossining, NY
$18 - $25
DoorDash
Ossining Contractor Morning Shift Delivery Driver | Hiring
Ossining, NY
$2,700 - $4,600
FedEx Ground
Delivery Driver-Package Handler(Contract)-Ossining | Hiring
Ossining, NY
$21 - $26
Schneider National
Flexible Delivery Driver-CDL Class A Regional Routes in Ossining,NY
Ossining, NY
$70,000 - $85,000
Express Logistics
Express Logistics(Ossining)Hiring:Delivery Driver-Full Time Local
Ossining, NY
$19 - $24
Grubhub
Suburban Delivery Driver(Gig Economy And Food Delivery)Vacancy in
Ossining, NY
$3,240 - $5,292
Driving Jobs in Ossining — FAQ
How many driving jobs are available in Ossining, NY right now?
There are currently 20+ 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 20+ listings above and apply directly.
Last updated: May 10, 2026