Driving Jobs in Brookfield, WI — Now Hiring

As of September 2026, there are 20+ open driving positions in Brookfield, WI. Current pay ranges from $1,056 to $8,925 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Brookfield, WI

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Brookfield, WI

$2,500 - $4,500

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Brookfield, WI

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Brookfield, WI

$5,250 - $8,925

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Brookfield, WI

$3,136 - $5,600

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Brookfield, WI

$2,640 - $4,620

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Brookfield, WI

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Brookfield, WI

$3,000 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Brookfield, WI

$2,940 - $5,040

United Parcel Service (UPS)

UPS Package Delivery Driver

Brookfield, WI

$3,520 - $6,600

Domino's Pizza

Join Team:Pizza Delivery Driver in Brookfield,WI | Hiring

Brookfield, WI

$2,700 - $4,536

Amazon DSP

Brookfield Delivery Driver(Full-time)-Amazon DSP | Hiring

Brookfield, WI

$4,024 - $5,520

Driving Jobs in Brookfield — FAQ

How many driving jobs are available in Brookfield, WI right now?
There are currently 20+ open driving positions in Brookfield, 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 Brookfield?
Driving job pay in Brookfield 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 Brookfield?
Yes. Many delivery driver, courier, and DSP positions in Brookfield 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 Brookfield?
Driving jobs in Brookfield 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 Brookfield?
Benefits vary by employer, but many driving positions in Brookfield 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 Brookfield?
Your take-home pay as a driver in Brookfield 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 Brookfield?
Yes, many driving positions in Brookfield 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 20+ listings above and apply directly.

Last updated: September 11, 2026