Driving Jobs in Ossining, NY — Start This Week
As of March 2026, there are 30+ open driving positions in Ossining, NY. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.
Grubhub
Early Morning Grubhub Driver
Ossining, NY
$2,420 - $4,180
Grubhub
Campus Area Grubhub Driver
Ossining, NY
$2,392 - $4,416
Grubhub
Part-Time Grubhub Driver (Lunch Rush)
Ossining, NY
$680 - $1,530
Grubhub
Suburban Route Grubhub Driver
Ossining, NY
$2,760 - $4,830
Grubhub
Grubhub Bicycle & Scooter Courier
Ossining, NY
$2,625 - $4,725
Grubhub
Night Shift Grubhub Courier
Ossining, NY
$2,800 - $4,800
Grubhub
Grubhub Shop and Pay Driver
Ossining, NY
$3,024 - $5,184
Grubhub
Weekend Grubhub Delivery Professional
Ossining, NY
$2,200 - $3,800
Grubhub
Grubhub Large Order Delivery Driver
Ossining, NY
$3,920 - $6,720
Grubhub
Grubhub Delivery Driver
Ossining, NY
$2,800 - $5,040
Uber
Campus Area Ubereats Driver(Gig)-Ossining
Ossining, NY
$2,912 - $5,376
Uber
Connect Package Delivery Driver|Flexible|Ossining
Ossining, NY
$3,240 - $5,940
Driving Jobs in Ossining — FAQ
How many driving jobs are available in Ossining, NY right now?
There are currently 30+ 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 30+ listings above and apply directly.
Last updated: March 13, 2026