Driving Jobs in Madison, WI — See Openings

As of March 2026, there are 190+ open driving positions in Madison, WI. Current pay ranges from $425 to $8,250 per year. Top hiring areas include Delivery Driver, General and Grocery. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

Hiring in Madison:Driver Opportunity(Part-Time)

Madison, WI

$2,500 - $4,500

FreshDrop Logistics

(Madison)Part-Time:Driver Opportunity

Madison, WI

$3,000 - $5,500

Local Shopper Partners

Urgent Hire in Madison:Courier

Madison, WI

$2,100 - $3,675

Suburban Delivery Network

Start ASAP:Driver Opportunity(Madison)

Madison, WI

$2,660 - $4,560

Morning Express Couriers

Flexible Hours:Driver Opportunity-Madison

Madison, WI

$2,310 - $3,990

Midnight Logistics

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

Madison, WI

$2,940 - $5,040

Wholesale Transit Partners

Student Friendly:Driver Opportunity(Madison)

Madison, WI

$3,360 - $5,775

Midday Logistics Co.

Weekend Shift:Driver Opportunity-Madison

Madison, WI

$1,000 - $2,000

Urban Pedal Logistics

Weekend Shift:Courier-Madison

Madison, WI

$2,500 - $4,500

Campus Courier Network

Madison Needs:Driver Opportunity(Part-Time)

Madison, WI

$2,600 - $4,800

National Grocery Delivery Network

Start ASAP:Driver Opportunity(Madison)

Madison, AL

$2,625 - $4,725

FreshDrop Logistics

Madison Job:Driver Opportunity(No Exp Req*)

Madison, AL

$3,000 - $5,500

Driving Jobs in Madison — FAQ

How many driving jobs are available in Madison, WI right now?
There are currently 190+ 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 190+ listings above and apply directly.

Last updated: March 13, 2026