Driving Jobs in Waukesha, WI — Apply Today

As of May 2026, there are 50+ open driving positions in Waukesha, WI. Current pay ranges from $14 to $100,800 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.

Wayfair

Waukesha Delivery Driver-Furniture And Appliance Home Installation

Waukesha, WI

$21 - $27

FedEx Ground

Delivery Driver-Package Handler($21-$26/hr)-Waukesha,WI | Hiring

Waukesha, WI

$21 - $26

Domino's Pizza

Flexible Gig:Delivery Driver-Pizza Delivery Tips Plus Wages(Waukesha)

Waukesha, WI

$14 - $20

Quest Diagnostics

WI Career:Delivery Driver-Medical Courier Pharmaceuticals in Waukesha

Waukesha, WI

$20 - $26

XPO Logistics

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

Waukesha, WI

$22 - $28

Instacart

Delivery Driver-Grocery Same Day Service Needed-Waukesha Area

Waukesha, WI

$16 - $23

Schneider National

Flexible Delivery Driver-CDL Class A Regional Routes in Waukesha,WI

Waukesha, WI

$70,000 - $85,000

DoorDash

Waukesha Job:Delivery Driver-Food Delivery Part Time Evenings

Waukesha, WI

$15 - $22

Amazon Flex

Waukesha,WI:Delivery Driver-Independent Contractor at Amazon Flex

Waukesha, WI

$18 - $25

Express Logistics

Express Logistics is hiring a Delivery Driver-Full Time Local Routes

Waukesha, WI

$19 - $24

Roadie

Box Truck Delivery Driver

Waukesha, WI

$5,175 - $8,970

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 50+ 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 50+ listings above and apply directly.

Last updated: May 10, 2026