Driving Jobs in Oshkosh, WI — See Openings

As of March 2026, there are 80+ open driving positions in Oshkosh, WI. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver, General and Grocery. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

Oshkosh Job:Driver Opportunity(No Exp Req*)

Oshkosh, WI

$2,625 - $4,725

FreshDrop Logistics

Earn Extra Cash:Driver Opportunity(Oshkosh)

Oshkosh, WI

$3,150 - $5,775

Local Shopper Partners

$31.75/hr Courier-Oshkosh(PT)

Oshkosh, WI

$2,000 - $3,500

Suburban Delivery Network

[Part-Time] Driver Opportunity-Oshkosh

Oshkosh, WI

$2,800 - $4,800

Morning Express Couriers

Driver Opportunity needed in Oshkosh(Apply Now)

Oshkosh, WI

$2,200 - $3,800

Midnight Logistics

Flexible Hours:Late Night Convenience & Grocery Courier-Oshkosh

Oshkosh, WI

$2,800 - $4,800

Wholesale Transit Partners

[Fresh] Driver Opportunity-Oshkosh(PT)

Oshkosh, WI

$3,360 - $5,775

Midday Logistics Co.

Urgent Hire in Oshkosh:Driver Opportunity

Oshkosh, WI

$1,000 - $2,000

Urban Pedal Logistics

$40.50/hr Courier-Oshkosh(PT)

Oshkosh, WI

$2,500 - $4,500

Campus Courier Network

Start ASAP:Driver Opportunity(Oshkosh)

Oshkosh, WI

$2,470 - $4,560

Grubhub

Part-Time Role in Oshkosh:Early Morning Driver | Part Time Job

Oshkosh, WI

$2,200 - $3,800

Grubhub

Just Posted:Part-Time Campus Area Driver in Oshkosh | Part Time

Oshkosh, WI

$2,600 - $4,800

Driving Jobs in Oshkosh — FAQ

How many driving jobs are available in Oshkosh, WI right now?
There are currently 80+ 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 80+ listings above and apply directly.

Last updated: March 13, 2026