Driving Jobs in Brookfield, WI — Start This Week

As of March 2026, there are 30+ open driving positions in Brookfield, WI. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Early Morning Grubhub Driver

Brookfield, WI

$1,936 - $3,344

Grubhub

Campus Area Grubhub Driver

Brookfield, WI

$2,366 - $4,368

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Brookfield, WI

$919 - $2,070

Grubhub

Suburban Route Grubhub Driver

Brookfield, WI

$2,208 - $3,864

Grubhub

Grubhub Bicycle & Scooter Courier

Brookfield, WI

$2,500 - $4,500

Grubhub

Night Shift Grubhub Courier

Brookfield, WI

$2,380 - $4,080

Grubhub

Grubhub Shop and Pay Driver

Brookfield, WI

$3,136 - $5,376

Grubhub

Weekend Grubhub Delivery Professional

Brookfield, WI

$2,420 - $4,180

Grubhub

Grubhub Large Order Delivery Driver

Brookfield, WI

$3,920 - $6,720

Grubhub

Grubhub Delivery Driver

Brookfield, WI

$2,125 - $3,825

Uber

Brookfield Contract:Campus Area Ubereats Driver

Brookfield, WI

$2,989 - $5,520

Uber

Brookfield Connect Package Delivery Driver(Gig)

Brookfield, WI

$3,000 - $5,500

Driving Jobs in Brookfield — FAQ

How many driving jobs are available in Brookfield, WI right now?
There are currently 30+ 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 30+ listings above and apply directly.

Last updated: March 13, 2026