Driving Jobs in Waukesha, WI — Apply Today

As of May 2026, there are 90+ open driving positions in Waukesha, WI. Current pay ranges from $12 to $364,000 per year. Top hiring areas include Delivery Driver, Cdl Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Amazon DSP

Amazon DSP Delivery Driver

Waukesha, WI

$3,850 - $5,280

Shipt

Shipt is hiring a Pharmacy Delivery Driver in Waukesha | Apply Now

Waukesha, WI

$3,100 - $5,200

AutoZone

Auto Parts Delivery Driver

Waukesha, WI

$2,400 - $3,600

Amazon Flex

Delivery Driver-Independent Contractor(Gig)-Waukesha

Waukesha, WI

$16 - $23

Postmates

Same-day Delivery Driver Needed-Waukesha Area | Hiring

Waukesha, WI

$3,679 - $6,209

Amazon Flex

Package Delivery Driver-Waukesha,WI | Hiring

Waukesha, WI

$3,600 - $5,800

XPO Logistics

Now Hiring in Waukesha:Delivery Driver-Package Handler Box Truck

Waukesha, WI

$22 - $28

Walmart Spark

Walmart Spark Delivery Driver

Waukesha, WI

$2,800 - $4,500

Spark Driver

Apply Today:Walmart Spark Delivery Driver(Flexible,Waukesha)

Waukesha, WI

$17 - $24

FedEx Ground

FedEx Ground Delivery Driver

Waukesha, WI

$3,800 - $5,200

Quest Diagnostics

Medical Courier Delivery Driver(Gig)-Waukesha

Waukesha, WI

$15 - $22

Uber Eats

Daily Pay Delivery Driver

Waukesha, WI

$3,080 - $5,280

Driving Jobs in Waukesha — FAQ

How many driving jobs are available in Waukesha, WI right now?
There are currently 90+ 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 90+ listings above and apply directly.

Last updated: May 10, 2026