Driving Jobs in Oshkosh, WI — Now Hiring

As of May 2026, there are 200+ open driving positions in Oshkosh, WI. Current pay ranges from $500 to $10,000 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

EV Rideshare Driver($3k-$5.5k/Month)-Oshkosh,WI | Hiring

Oshkosh, WI

$3,000 - $5,500

Uber

Oshkosh:Airport Driver(Contractor,$3.2k-$5k/Month) | Hiring

Oshkosh, WI

$3,185 - $5,005

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands•Oshkosh,WI•On-demand

Oshkosh, WI

$2,100 - $4,200

Instacart

Urban E-Bike Instacart Courier

Oshkosh, WI

$2,500 - $4,500

Regional Expedite Logistics

Hiring:Independent Contractor Driver-Long Distance / Regional Courier

Oshkosh, WI

$3,850 - $6,600

Uber

Oshkosh:Ubereats Shop And Pay Expert(Contractor,$2.8k-$4.8k/Month)

Oshkosh, WI

$2,800 - $4,800

Health Transit Logistics

Part-Time Medical & Pharmacy Package Courier(Oshkosh) | Part Time

Oshkosh, WI

$2,720 - $3,825

Campus Courier Network

Urgent Hire in Oshkosh:Driver Opportunity

Oshkosh, WI

$2,730 - $5,040

United States Postal Service

Rural Carrier Associate (RCA)

Oshkosh, WI

$3,400 - $4,800

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter

Oshkosh, WI

$2,875 - $5,175

Shipt

Flexible Hours:Driver Opportunity-Oshkosh

Oshkosh, WI

$2,500 - $4,500

Instacart

Late Night Instacart Courier

Oshkosh, WI

$2,800 - $4,800

Driving Jobs in Oshkosh — FAQ

How many driving jobs are available in Oshkosh, WI right now?
There are currently 200+ 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 200+ listings above and apply directly.

Last updated: May 03, 2026