Driving Jobs in Madison, WI — Start This Week

As of October 2026, there are 120+ open driving jobs in Madison, WI. Current pay ranges from $16 to $149,500 per year. Top hiring areas include Delivery Driver, Owner Operator and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Madison, WI

$3,136 - $5,600

Ferguson HVAC

Urgent Hire in Madison:HVAC Parts Delivery Driver And Warehouse

Madison, AL

$19 - $26

United Parcel Service (UPS)

UPS Package Delivery Driver

Madison, WI

$3,680 - $6,900

US Foods

Apply Now:Restaurant Supply Delivery Driver-CDL Class B in Madison

Madison, AL

$23 - $32

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Madison, AL

$2,730 - $5,005

Urban Pedal Logistics

(Madison)Part-Time:Driver Opportunity

Madison, WI

$2,500 - $4,500

Secure Document Couriers

Urgent Hire in Madison:Night Shift Legal/document Courier

Madison, AL

$2,800 - $5,000

Final Mile Delivery Co.

Student Friendly:Final Mile Parcel(Madison)

Madison, AL

$3,000 - $5,500

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Madison, AL

$3,850 - $6,600

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Madison, WI

$2,200 - $3,960

FedEx

Madison Needs:Driver Opportunity(Part-Time)

Madison, AL

$3,500 - $6,500

Bimbo Bakeries USA

Bakery Product Delivery Driver-Independent Contractor|Madison,AL|Bimbo

Madison, AL

$18 - $25

Driving Jobs in Madison — FAQ

How many driving jobs are available in Madison, WI right now?
There are currently 120+ open driving jobs in Madison, WI. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Madison?
Pay in Madison depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Madison with no experience?
Yes. Many employers in Madison run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Madison that is home every night?
Local routes in Madison are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Madison?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Madison?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Madison?
Many carriers, delivery firms and local fleets in Madison hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 120+ open routes above and apply directly.

Last updated: October 28, 2026