Driving Jobs in Oshkosh, WI — Apply Today
As of May 2026, there are 180+ 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.
DoorDash
DoorDash Shop & Deliver Expert (Grocery/Retail)
Oshkosh, WI
$2,380 - $4,080
Instacart
Early Morning Instacart Shopper
Oshkosh, WI
$2,002 - $3,458
Shipt
[Part-Time] Driver Opportunity-Oshkosh
Oshkosh, WI
$2,500 - $4,500
Uber
Oshkosh Weekend Ubereats Delivery Professional with $2.2k-$3.8k/Month
Oshkosh, WI
$2,200 - $3,800
Shipt
Courier(Part-Time)@ Shipt-Oshkosh
Oshkosh, WI
$2,000 - $3,500
Uber
Join Team in Oshkosh:Green Driver | Hiring
Oshkosh, WI
$2,550 - $4,675
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Oshkosh, WI
$3,500 - $6,000
Uber
Oshkosh Uberxl Driver with $4.2k-$6.8k/Month Pay | Hiring
Oshkosh, WI
$4,200 - $6,825
Lyft
Oshkosh:Airport Transfer Driver(Contractor,$3.5k-$5.5k/Month)
Oshkosh, WI
$3,500 - $5,500
Uber
Oshkosh Ubereats Bicycle & Scooter Courier(Gig)
Oshkosh, WI
$2,500 - $4,500
Sysco Corporation
Flexible Sysco Local CDL-A Delivery Truck Driver(Oshkosh)
Oshkosh, WI
$6,000 - $9,000
Lyft
Part-time Rideshare Driver Needed-Oshkosh Area | Hiring
Oshkosh, WI
$500 - $1,500
Driving Jobs in Oshkosh — FAQ
How many driving jobs are available in Oshkosh, WI right now?
There are currently 180+ 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 180+ listings above and apply directly.
Last updated: May 04, 2026