Driving Jobs in Oshkosh, WI — Hiring Now

As of May 2026, there are 240+ open driving positions in Oshkosh, WI. Current pay ranges from $500 to $10,000 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Oshkosh, WI

$2,700 - $4,860

Sysco Corporation

Sysco Foodservice Box Truck Driver

Oshkosh, WI

$5,500 - $8,500

Morning Express Couriers

Earn Extra Cash:Driver Opportunity(Oshkosh)

Oshkosh, WI

$2,200 - $3,800

United States Postal Service

Neighborhood Postal Carrier

Oshkosh, WI

$3,168 - $4,840

Amazon Delivery Service Partners

Earn Extra Cash:Driver Opportunity(Oshkosh)

Oshkosh, WI

$3,800 - $5,200

Nightline Freight

Part-Time Job Oshkosh at Nightline Freight | Part Time Job

Oshkosh, WI

$3,780 - $5,460

Midday Logistics Co.

Student Friendly:Driver Opportunity(Oshkosh)

Oshkosh, WI

$1,000 - $2,000

Uber

Night Shift Ubereats Courier•Oshkosh,WI•Uber | Hiring

Oshkosh, WI

$2,800 - $4,800

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Oshkosh, WI

$5,500 - $9,350

Amazon AMXL Delivery Partners

Amazon AMXL Box Truck Delivery Driver

Oshkosh, WI

$3,864 - $5,336

ProWear Logistics

Flexible Part-Time:Uniform & Apparel Route Driver-Oshkosh

Oshkosh, WI

$3,500 - $5,500

United Parcel Service (UPS)

Student Friendly:Driver Opportunity(Oshkosh)

Oshkosh, WI

$4,500 - $8,000

Driving Jobs in Oshkosh — FAQ

How many driving jobs are available in Oshkosh, WI right now?
There are currently 240+ open driving positions in Oshkosh, WI. 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 Oshkosh?
Driving job pay in Oshkosh 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 Oshkosh?
Yes. Many delivery driver, courier, and DSP positions in Oshkosh 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 Oshkosh?
Driving jobs in Oshkosh 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 Oshkosh?
Benefits vary by employer, but many driving positions in Oshkosh 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 Oshkosh?
Your take-home pay as a driver in Oshkosh 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 Oshkosh?
Yes, many driving positions in Oshkosh 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 240+ listings above and apply directly.

Last updated: May 08, 2026