Driving Jobs in Waukesha, WI — See Openings

As of May 2026, there are 180+ open driving positions in Waukesha, WI. Current pay ranges from $12 to $334,880 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.

IKEA

Evening Role:Driver Opportunity(Waukesha)

Waukesha, WI

$21 - $27

Corporate Catering Couriers

Waukesha Career:Independent Contractor Driver-Catering Logistics at

Waukesha, WI

$3,920 - $6,720

Canteen

Vending Machine Delivery Driver And Route Service|Part-Time

Waukesha, WI

$18 - $24

FedEx Ground Independent Service Provider

Waukesha Flexible Role:Fedex Ground Route Delivery Driver

Waukesha, WI

$3,500 - $5,500

Stevens Trucking

(Waukesha)Part-Time:Driver Opportunity

Waukesha, WI

$85,000 - $115,000

Cintas

Part-Time Uniform And Linen Service Delivery Driver – Waukesha

Waukesha, WI

$22 - $28

Shipt

$19.00/hr Driver Opportunity-Waukesha(PT)

Waukesha, WI

$16 - $22

Grubhub

Part-time Delivery Driver Position in Waukesha | Hiring

Waukesha, WI

$600 - $1,800

Uber Eats

Start ASAP:Driver Opportunity(Waukesha)

Waukesha, WI

$15 - $25

Secure Document Couriers

Night Shift Legal/document Courier Position in Waukesha | Hiring

Waukesha, WI

$2,800 - $5,000

Express Logistics

$19-$24/hr Delivery Driver-Full Time Local Routes job in Waukesha

Waukesha, WI

$19 - $24

Final Mile Delivery Co.

Join Final Mile Delivery Co. in Waukesha as a Final Mile Parcel

Waukesha, WI

$3,000 - $5,500

Driving Jobs in Waukesha — FAQ

How many driving jobs are available in Waukesha, WI right now?
There are currently 180+ 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 180+ listings above and apply directly.

Last updated: May 14, 2026