Driving Jobs in Waukesha, WI — Immediate Openings

As of March 2026, there are 80+ open driving positions in Waukesha, WI. Current pay ranges from $455 to $7,500 per year. Top hiring areas include Delivery Driver, Part Time and General. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

Student Friendly:Driver Opportunity(Waukesha)

Waukesha, WI

$2,500 - $4,500

FreshDrop Logistics

Waukesha Job:Driver Opportunity(No Exp Req*)

Waukesha, WI

$3,000 - $5,500

Local Shopper Partners

$31.75/hr Courier-Waukesha(PT)

Waukesha, WI

$2,000 - $3,500

Suburban Delivery Network

Driver Opportunity(Part-Time)@ Suburban Delivery Network-Waukesha

Waukesha, WI

$2,800 - $4,800

Morning Express Couriers

Weekend Shift:Driver Opportunity-Waukesha

Waukesha, WI

$2,200 - $3,800

Midnight Logistics

[Part-Time] Late Night Convenience & Grocery Courier-Waukesha

Waukesha, WI

$2,800 - $4,800

Wholesale Transit Partners

Student Friendly:Driver Opportunity(Waukesha)

Waukesha, WI

$3,200 - $5,500

Midday Logistics Co.

Waukesha Needs:Driver Opportunity(Part-Time)

Waukesha, WI

$1,050 - $2,100

Urban Pedal Logistics

Waukesha Needs:Courier(Part-Time)

Waukesha, WI

$2,625 - $4,725

Campus Courier Network

Flexible Hours:Driver Opportunity-Waukesha

Waukesha, WI

$2,600 - $4,800

Grubhub

Recent Job:Part-Time Early Morning Driver – Waukesha | Part Time

Waukesha, WI

$2,200 - $3,800

Grubhub

Part-Time Campus Area Driver – Waukesha,WI | Part Time Job

Waukesha, WI

$2,600 - $4,800

Driving Jobs in Waukesha — FAQ

How many driving jobs are available in Waukesha, WI right now?
There are currently 80+ open driving positions in Waukesha, 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 Waukesha?
Driving job pay in Waukesha 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 Waukesha?
Yes. Many delivery driver, courier, and DSP positions in Waukesha 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 Waukesha?
Driving jobs in Waukesha 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 Waukesha?
Benefits vary by employer, but many driving positions in Waukesha 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 Waukesha?
Your take-home pay as a driver in Waukesha 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 Waukesha?
Yes, many driving positions in Waukesha 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