Driving Jobs in Olean, NY — Apply Today

As of May 2026, there are 40+ open driving positions in Olean, NY. Current pay ranges from $800 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Olean Career:Independent Contractor Driver-Long Distance / Regional

Olean, NY

$3,500 - $6,000

Morning Express Couriers

Olean Job:Driver Opportunity(No Exp Req*)

Olean, NY

$2,200 - $3,800

Grubhub

Suburban Route Grubhub Driver

Olean, NY

$2,208 - $3,864

FreshDrop Logistics

Urgent Hire in Olean:Driver Opportunity

Olean, NY

$3,000 - $5,500

Secure Document Couriers

Olean Independent Contractor Driver-Night Shift Legal/document Courier

Olean, NY

$2,800 - $5,000

Heavy Freight Logistics

Immediate Opening in Olean for a Independent Contractor Driver-Cargo

Olean, NY

$5,000 - $8,500

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Olean, NY

$800 - $1,800

Midnight Logistics

Late Night Convenience & Grocery Courier needed in Olean(Apply Now)

Olean, NY

$2,800 - $4,800

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel•Olean,NY•Final Mile

Olean, NY

$3,000 - $5,500

Local Merchant Delivery Network

Olean:Independent Contractor Driver-Early Morning Bakery/floral

Olean, NY

$2,400 - $4,200

Campus Courier Network

Urgent Hire in Olean:Driver Opportunity

Olean, NY

$2,600 - $4,800

Grubhub

Grubhub Large Order Delivery Driver

Olean, NY

$3,675 - $6,300

Driving Jobs in Olean — FAQ

How many driving jobs are available in Olean, NY right now?
There are currently 40+ open driving positions in Olean, 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 Olean?
Driving job pay in Olean 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 Olean?
Yes. Many delivery driver, courier, and DSP positions in Olean 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 Olean?
Driving jobs in Olean 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 Olean?
Benefits vary by employer, but many driving positions in Olean 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 Olean?
Your take-home pay as a driver in Olean 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 Olean?
Yes, many driving positions in Olean 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 04, 2026