Driving Jobs in Wauwatosa, WI — Immediate Openings

As of May 2026, there are 50+ open driving positions in Wauwatosa, WI. Current pay ranges from $460 to $8,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Wauwatosa Ubereats Bicycle & Scooter Courier(Contractor)-Uber

Wauwatosa, WI

$2,500 - $4,500

Uber

Wauwatosa Black Driver with $4.5k-$7.5k/Month Pay | Hiring

Wauwatosa, WI

$4,500 - $7,500

Uber

Immediate Start in Wauwatosa:Green Driver | Hiring

Wauwatosa, WI

$2,640 - $4,840

Local Merchant Delivery Network

Wauwatosa Independent Contractor Driver-Early Morning

Wauwatosa, WI

$2,400 - $4,200

Urban Pedal Logistics

Wauwatosa Contractor Independent Contractor Driver-Urban

Wauwatosa, WI

$2,275 - $4,095

Uber

Apply Now:Night Shift Driver in Wauwatosa | Hiring

Wauwatosa, WI

$2,720 - $4,675

Uber

Wauwatosa Job:WAV Driver(Contractor) | Hiring

Wauwatosa, WI

$3,080 - $4,840

Heavy Freight Logistics

Join Heavy Freight Logistics in Wauwatosa as a Independent Contractor

Wauwatosa, WI

$5,000 - $8,500

Secure Document Couriers

Secure Document Couriers(Wauwatosa)Hiring:Independent Contractor

Wauwatosa, WI

$2,800 - $5,000

Uber

Wauwatosa Contractor Opening:Night Shift Ubereats Courier | Hiring

Wauwatosa, WI

$2,800 - $4,800

Uber

Wauwatosa Part-time Driver($460-$1.4k/Month) | Hiring

Wauwatosa, WI

$460 - $1,380

Elite Hand Courier

White-Glove Specialty Courier

Wauwatosa, WI

$4,000 - $6,500

Driving Jobs in Wauwatosa — FAQ

How many driving jobs are available in Wauwatosa, WI right now?
There are currently 50+ open driving positions in Wauwatosa, 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 Wauwatosa?
Driving job pay in Wauwatosa 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 Wauwatosa?
Yes. Many delivery driver, courier, and DSP positions in Wauwatosa 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 Wauwatosa?
Driving jobs in Wauwatosa 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 Wauwatosa?
Benefits vary by employer, but many driving positions in Wauwatosa 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 Wauwatosa?
Your take-home pay as a driver in Wauwatosa 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 Wauwatosa?
Yes, many driving positions in Wauwatosa 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 03, 2026