Driving Jobs in Oshkosh, WI — Now Hiring

As of April 2026, there are 230+ 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.

Grubhub

Part-Time Job in Oshkosh:Suburban Route Driver | Part Time Job

Oshkosh, WI

$2,400 - $4,200

Shipt

Urgent Hire in Oshkosh:Campus Area Shopper

Oshkosh, WI

$2,600 - $4,800

Shipt

Flexible Hours:Driver Opportunity-Oshkosh

Oshkosh, WI

$2,500 - $4,500

Final Mile Delivery Co.

$2.8k-$5.1k/Month Independent Contractor Driver-Final Mile Parcel job

Oshkosh, WI

$2,760 - $5,060

US Postal Service Contractors

Independent Mail Route Contractor

Oshkosh, WI

$3,520 - $5,720

Uber

Ubereats Large Order Delivery Driver|Flexible|Oshkosh

Oshkosh, WI

$3,500 - $6,000

Instacart

Weekend Instacart Shopper

Oshkosh, WI

$2,300 - $4,024

AutoZone

Auto Parts Delivery Driver(local Hub)Position in Oshkosh | Hiring

Oshkosh, WI

$2,800 - $4,200

Uber

Uber is hiring a Weekend Rideshare Driver in Oshkosh | Apply Now

Oshkosh, WI

$2,000 - $3,500

Uber

Recruiting in Oshkosh:Green Driver | Hiring

Oshkosh, WI

$2,760 - $5,060

Best Buy Logistics

Best Buy Appliance Delivery Box Truck Driver

Oshkosh, WI

$3,864 - $5,520

Uber

Join Team in Oshkosh:Ubereats Shop And Pay Expert | Hiring

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 230+ 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 230+ listings above and apply directly.

Last updated: April 17, 2026