Driving Jobs in Madison, WI — Hiring Now

As of May 2026, there are 450+ open driving positions in Madison, WI. Current pay ranges from $440 to $10,000 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Mechanic's Choice Transport

Automotive Parts Courier

Madison, WI

$2,800 - $4,200

Uber

Madison WAV Driver($3.9k-$6.1k/Month) | Hiring

Madison, WI

$3,850 - $6,050

Local Merchant Delivery Network

Madison Independent Contractor Driver-Early Morning Bakery/floral

Madison, AL

$2,400 - $4,200

Instacart

Suburban Instacart Shopper

Madison, AL

$2,380 - $4,080

Instacart

Campus Area Instacart Delivery Driver

Madison, AL

$2,210 - $4,080

United States Postal Service

Neighborhood Postal Carrier

Madison, WI

$4,032 - $6,160

On-Demand Tasks Network

Join On-demand Tasks Network in Madison as a Independent Contractor

Madison, AL

$2,000 - $4,000

DoorDash

College Town DoorDash Driver

Madison, AL

$2,808 - $5,184

Weekend Transit Co.

Weekend Parcel Delivery Driver|Part-Time Job|Madison | Part Time

Madison, WI

$1,620 - $2,700

Local Logistics Network

Local Logistics Network Needs Independent Contractor Driver-Medical

Madison, AL

$3,000 - $5,000

Secure Document Couriers

Madison Independent Contractor Driver-Night Shift Legal/document

Madison, AL

$3,219 - $5,750

Secure Legal Logistics

Legal & Secure Document Courier

Madison, AL

$3,500 - $5,500

Driving Jobs in Madison — FAQ

How many driving jobs are available in Madison, WI right now?
There are currently 450+ open driving positions in Madison, 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 Madison?
Driving job pay in Madison 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 Madison?
Yes. Many delivery driver, courier, and DSP positions in Madison 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 Madison?
Driving jobs in Madison 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 Madison?
Benefits vary by employer, but many driving positions in Madison 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 Madison?
Your take-home pay as a driver in Madison 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 Madison?
Yes, many driving positions in Madison 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 450+ listings above and apply directly.

Last updated: May 03, 2026