Driving Jobs in Wauwatosa, WI — Apply Today

As of May 2026, there are 40+ open driving positions in Wauwatosa, WI. Current pay ranges from $728 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Wauwatosa Career:Independent Contractor Driver-Long Distance /

Wauwatosa, WI

$3,500 - $6,000

Midnight Logistics

Student Friendly:Late Night Convenience & Grocery Courier(Wauwatosa)

Wauwatosa, WI

$2,660 - $4,560

Local Merchant Delivery Network

Independent Contractor Driver-Early Morning

Wauwatosa, WI

$2,400 - $4,200

Wholesale Transit Partners

Start ASAP:Driver Opportunity(Wauwatosa)

Wauwatosa, WI

$3,360 - $5,775

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter Courier Position in

Wauwatosa, WI

$2,500 - $4,500

Morning Express Couriers

Weekend Shift:Driver Opportunity-Wauwatosa

Wauwatosa, WI

$2,090 - $3,610

Grubhub

Grubhub Large Order Delivery Driver

Wauwatosa, WI

$3,675 - $6,300

Secure Document Couriers

$2.8k-$5k/Month Independent Contractor Driver-Night Shift

Wauwatosa, WI

$2,800 - $5,000

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel(Gig Economy And

Wauwatosa, WI

$3,000 - $5,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand Errands(Gig Economy And

Wauwatosa, WI

$2,000 - $4,000

National Grocery Delivery Network

Student Friendly:Driver Opportunity(Wauwatosa)

Wauwatosa, WI

$2,500 - $4,500

Local Shopper Partners

Wauwatosa Job:Courier(No Exp Req*)

Wauwatosa, WI

$2,000 - $3,500

Driving Jobs in Wauwatosa — FAQ

How many driving jobs are available in Wauwatosa, WI right now?
There are currently 40+ 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 40+ listings above and apply directly.

Last updated: May 04, 2026