Driving Jobs in Waukesha, WI — Apply Today

As of May 2026, there are 200+ open driving positions in Waukesha, WI. Current pay ranges from $425 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.

Auto Logistics Pros

Independent Contractor Driver-Auto Parts

Waukesha, WI

$2,800 - $4,800

Mechanic's Choice Transport

Automotive Parts Courier

Waukesha, WI

$2,800 - $4,200

FedEx Ground Independent Service Provider

Waukesha Contract:Fedex Ground Route Delivery Driver

Waukesha, WI

$3,500 - $5,500

Mobile Tool Networks

Now Hiring Waukesha:Mobile Tool Sales Route Driver(PT)

Waukesha, WI

$4,500 - $8,000

Secure Document Couriers

$2.8k-$5k/Month Night Shift Legal/document Courier job in Waukesha

Waukesha, WI

$2,800 - $5,000

Uber

Work in Waukesha:Green Driver | Hiring

Waukesha, WI

$3,000 - $5,500

Instacart

Weekend Instacart Shopper

Waukesha, WI

$2,000 - $3,500

Local Merchant Delivery Network

WI Career:Early Morning Bakery/floral in Waukesha | Hiring

Waukesha, WI

$2,184 - $3,822

Metro Parcel Delivery

Part-Time Role in Waukesha:Urban Step Van Courier | Part Time Job

Waukesha, WI

$4,104 - $5,940

Grubhub

Part-Time Night Shift Courier – Waukesha WI | Part Time Job

Waukesha, WI

$2,800 - $4,800

Uber

Waukesha Contractor Role:Campus Area Ubereats Driver

Waukesha, WI

$2,600 - $4,800

United States Postal Service

Seasonal Postal Delivery Worker

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 200+ 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 200+ listings above and apply directly.

Last updated: May 03, 2026