Driving Jobs in Oshkosh, WI — Open Positions

As of October 2026, there are 250+ open driving positions in Oshkosh, WI. Current pay ranges from $12 to $364,000 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

AAA Roadside

CDL B Tow Truck Driver - Heavy Duty Recovery

Oshkosh, WI

$25 - $36

United States Postal Service

City Carrier Assistant(CCA)Needed-Oshkosh Area | Hiring

Oshkosh, WI

$3,200 - $4,500

On-Demand Tasks Network

Driver Opportunity(Part-Time)@ On-demand Tasks Network-Oshkosh

Oshkosh, WI

$2,000 - $4,000

DoorDash

Catering Delivery Driver(Gig Economy And Food Delivery)Vacancy in

Oshkosh, WI

$4,200 - $6,800

Quest Diagnostics

Oshkosh-based Medical Courier Delivery Driver Opening | Hiring

Oshkosh, WI

$15 - $22

Medline Industries

Part-Time Medline Medical Supply Delivery Driver(Oshkosh) | Part

Oshkosh, WI

$22 - $29

O'Reilly Auto Parts

Flexible Part-Time Delivery Driver & Logistics in Oshkosh | Part

Oshkosh, WI

$2,800 - $4,000

US Postal Service Contractors

Oshkosh-based Highway Contract Route(HCR)Driver Opening | Hiring

Oshkosh, WI

$4,000 - $7,000

Best Buy Logistics

Immediate Start:Best Buy Appliance Delivery Box Truck Driver

Oshkosh, WI

$4,200 - $6,000

Amazon Flex

Oshkosh Job:Driver Opportunity(No Exp Req*)

Oshkosh, WI

$18 - $25

US Postal Service Contractors

Oshkosh Independent Mail Route Contractor with $4k-$6.5k/Month Pay

Oshkosh, WI

$4,000 - $6,500

Local Merchant Delivery Network

[Part-Time] Driver Opportunity-Oshkosh

Oshkosh, WI

$2,400 - $4,200

Driving Jobs in Oshkosh — FAQ

How many driving jobs are available in Oshkosh, WI right now?
There are currently 250+ 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 250+ listings above and apply directly.

Last updated: October 03, 2026