Driving Jobs in Oswego, NY — Start This Week

As of September 2026, there are 20+ open driving positions in Oswego, NY. Current pay ranges from $1,296 to $9,180 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Oswego, NY

$2,975 - $5,100

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Oswego, NY

$2,300 - $4,140

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Oswego, NY

$1,820 - $3,640

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Oswego, NY

$5,400 - $9,180

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Oswego, NY

$3,080 - $5,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Oswego, NY

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Oswego, NY

$3,185 - $5,460

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Oswego, NY

$3,300 - $6,050

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Oswego, NY

$2,576 - $4,416

United Parcel Service (UPS)

UPS Package Delivery Driver

Oswego, NY

$4,200 - $7,875

Domino's Pizza

Pizza Delivery Driver Needed-Oswego Area | Hiring

Oswego, NY

$2,200 - $3,696

Amazon DSP

Delivery Driver Position in Oswego | Hiring

Oswego, NY

$3,500 - $4,800

Driving Jobs in Oswego — FAQ

How many driving jobs are available in Oswego, NY right now?
There are currently 20+ open driving positions in Oswego, 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 Oswego?
Driving job pay in Oswego 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 Oswego?
Yes. Many delivery driver, courier, and DSP positions in Oswego 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 Oswego?
Driving jobs in Oswego 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 Oswego?
Benefits vary by employer, but many driving positions in Oswego 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 Oswego?
Your take-home pay as a driver in Oswego 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 Oswego?
Yes, many driving positions in Oswego 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: September 11, 2026