Driving Jobs in Wauwatosa, WI — See Openings

As of May 2026, there are 40+ open driving positions in Wauwatosa, WI. Current pay ranges from $14 to $140,400 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.

Instacart

Recruiting in Wauwatosa:Delivery Driver-Grocery Same Day Service

Wauwatosa, WI

$16 - $23

Schneider National

Delivery Driver-CDL Class A Regional

Wauwatosa, WI

$70,000 - $85,000

Corporate Catering Couriers

Apply Today:Independent Contractor Driver-Catering Logistics in

Wauwatosa, WI

$3,500 - $6,000

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Wauwatosa, WI

$5,000 - $8,500

Quest Diagnostics

Wauwatosa Delivery Driver-Medical Courier Pharmaceuticals with

Wauwatosa, WI

$20 - $26

Amazon Flex

Wauwatosa:Holiday Peak Delivery Driver(Contractor,$4.5k-$7.5k/Month)

Wauwatosa, WI

$4,500 - $7,500

Shipt

Wauwatosa,WI:Pharmacy Delivery Driver at Shipt | Hiring

Wauwatosa, WI

$3,100 - $5,200

Secure Document Couriers

Join Secure Document Couriers in Wauwatosa as a Independent Contractor

Wauwatosa, WI

$2,800 - $5,000

GoPuff

Wauwatosa Convenience Store Delivery Driver(Contractor)-Gopuff

Wauwatosa, WI

$2,800 - $4,500

Granite Construction

Work in Wauwatosa:CDL B Water Truck Driver-Construction Site Dust

Wauwatosa, WI

$28 - $35

Matheson Postal Services

Wauwatosa USPS Mail Haul Truck Driver-CDL A

Wauwatosa, WI

$59,500 - $76,500

FedEx Custom Critical

$75k-$135k/Year Expedited Sprinter Van Driver-Time Critical Cargo job

Wauwatosa, WI

$75,000 - $135,000

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 13, 2026