CDL Truck Driver Jobs in Windsor, WI

1-15 of 37 Jobs

Flatbed CDL-A Regional Driver: Earn $887.47 - $1,491.84 per week. Off Most Weekends

  • System Transport
  • Madison, WI (9 miles from Windsor, WI)
  • 1 day ago
  • Madison, WI (9 miles from Windsor, WI)
  • 1 day ago

HIRING QUALIFICATIONS: Required: Must have a valid Class A CDL Required: Must be 21 years of age or older Required: A safe driving record on the road is required....

In Person

Tractor Trailer Driver/RTD - Apprentice

  • FedEx
  • Madison, WI (9 miles from Windsor, WI)
  • 3 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 3 days ago

Drives tractor-trailer vehicle to designated locations and operate mechanized loading/unloading equipment. Performs other duties as assigned. Minimum Education High School Diploma/GED Minimum...

Remote

CDL Truck Drivers - Tractor Trailer HOME EVERY NIGHT

  • Waunakee, WI (6 miles from Windsor, WI)
  • 3 days ago
  • Waunakee, WI (6 miles from Windsor, WI)
  • 3 days ago

CDL Truck Drivers - Tractor Trailer Drivers *HOME EVERY NIGHT!...

In Person

CDL-A Truck Driver - Home Daily - Earn Up To $80,000/Yr - 6 months Exp

  • DART EXPRESS
  • Sauk City, WI (23 miles from Windsor, WI)
  • 3 days ago
  • Sauk City, WI (23 miles from Windsor, WI)
  • 3 days ago

Dart Express is Now Hiring CDL-A Local Drivers! Home Daily - Earn Up To $80,000 per Year Sign-On Bonus Available - 100% No-Touch Freight More home time means more family time at Dart Express. We...

In Person

Class B CDL Delivery Driver - Madison

  • Sonepar
  • Madison, WI (9 miles from Windsor, WI)
  • 4 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 4 days ago

Delivery Driver Class B CDL Location: Madison, Wisconsin Job type: Full time License: Class B CDL required Vehicle Type: Box truck/straight truck Schedule: 4:00am start time Monday-Friday Hourly pay...

In Person

Regional CDL Truck Driver With More Home Time Home Weekly $86,000

  • Madison, WI (9 miles from Windsor, WI)
  • 4 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 4 days ago

Ruan is now hiring full-time Class A CDL drivers to haul hardware supplies in dry van trailers for our dedicated customer based in Madison, WI to support the Dixon IL operations!...

In Person

Hazmat Home Daily CDL Truck Driver

  • Ruan
  • Madison, WI (9 miles from Windsor, WI)
  • 8 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 8 days ago

About the Job Ruan is hiring Class A CDL drivers to be based in Madison, WI, to transport and deliver cryogenic liquids for our dedicated customer, Linde....

In Person

Home every 2 weeks CDL-A Driver

  • Trucking Group UTAH
  • Verona, WI (18 miles from Windsor, WI)
  • 8 days ago
  • Verona, WI (18 miles from Windsor, WI)
  • 8 days ago

Regional Trucking Job! We're hiring experienced regional drivers to operate Dry Van trailers. Work Both Day/Night Shift. Get home every two weeks. No Touch Freight. Lane: 500 mile radius of...

In Person

Local Part Time & PT Seasonal CDL A Driver $300 to $340/dayDaily

  • Dart Express
  • Madison, WI (9 miles from Windsor, WI)
  • 10 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 10 days ago

un Local Part Time & PT Seasonal CDL A Driver $300 to $340/dayDaily (Wisconsin Dells, WI) Dart Express image 1 of 1 compensation: See ad employment type: job title: Local Part time CDL A Truck...

In Person Temporary

Regional CDL Truck Driver With More Home Time Home Weekly $86,000

  • Mcfarland, WI (13 miles from Windsor, WI)
  • 13 days ago
  • Mcfarland, WI (13 miles from Windsor, WI)
  • 13 days ago

employment type: job title: Regional CDL Truck Driver Ruan is now hiring full-time Class A CDL drivers to haul hardware supplies in dry van trailers for our dedicated customer based in Madison, WI to...

In Person

Salt Truck Driver

  • Wisconsin State Journal
  • Verona, WI (18 miles from Windsor, WI)
  • 14 days ago
  • Verona, WI (18 miles from Windsor, WI)
  • 14 days ago

Maple Leaf is currently hiring for temporary winter help. We are looking for a salt truck driver. This position may lead to seasonal employment in the spring. Qualified candidates must be...

In Person Part Time

Regional CDL Truck Driver With More Home Time Home Weekly $86,000 -$88,000 per Year Madison, WI

  • Ruan
  • Madison, WI (9 miles from Windsor, WI)
  • 16 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 16 days ago

Regional CDL Truck Driver With More Home Time | Home Weekly | $86,000 -$88,000 per Year | Madison, WI Madison, WI Posted: 11/12/2025 Team Number: 408 About the Job Ruan is now hiring full-time Class...

In Person

Class A CDL Yard Driver, Deforest, WI

  • Kwik Trip
  • Deforest, WI (1 mile from Windsor, WI)
  • 16 days ago
  • Deforest, WI (1 mile from Windsor, WI)
  • 16 days ago

Qualifications: Class A CDL with combination vehicle, air brakes, and tanker endorsements Hazmat endorsement is required within first 90 days of employment Prior Class A commercial driving experience...

In Person

Truck Driver Wanted Great Opportunity

  • Roehl Transport
  • Madison, WI (9 miles from Windsor, WI)
  • 20 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 20 days ago

un Truck Driver Wanted!! Great Opportunity!! Roehl Transport compensation: $1,145 - $1,760 a week employment type: job title: truck driver Get a dedicated truck driver job with great benefits and...

In Person

Class A Drivers Needed - Dedicated Freight Available - Lease Options

  • AG Expedited
  • Madison, WI (9 miles from Windsor, WI)
  • 21 days ago
  • Madison, WI (9 miles from Windsor, WI)
  • 21 days ago

CLASS A DRIVERS NEEDED - DEDICATED FREIGHT AVAILABLE - LEASE OPTIONS AG Expedited image 1 of 14 compensation: UP TO $3000.00 PER WEEK employment type: job title: CDL-A OTR Driver NOW HIRING:...

In Person

Demographic Data for Windsor, WI

Moving to Windsor, WI? Find some basic demographic data about Windsor, WI below.


Local
National
4,033
84
Small

CDL Truck Driver Online Courses and Training Opportunities

iHire curates thousands of courses in order to recommend the best ones to help further your career. If you register for a course using the links on our site, we may receive a small commission.
Dot Driver (Cdl) Hazmat Transportation
This course will teach essential concepts, including how to load safely, unload, store, and transport hazardous materials on the road. Register today! Easy to use, high quality, low cost online...
Commercial Drivers License (CDL) Exam Prep
Get ready to roll with Peterson's CDL practice tests and exam prep. Review for your commercial driver's license (CDL), and become a commercial truck driver! CDL practice test: Break the test down...
High Tech Trucks
Nowadays, new high-tech trucks roam the highways boasting precise drivability, energy efficiency, and all-around safety. Our documentary addresses the safety issues of truck driving and shows the...

Salary for CDL Truck Driver Jobs in Windsor, WI

Estimated salary range based on data from US Bureau of Labor Statistics (BLS) and iHire research efforts.


Highest Education Level

CDL Truck Drivers in Windsor, WI offer the following education background
High School or GED
36.8%
Vocational Degree or Certification
23.1%
Bachelor's Degree
16.3%
Associate's Degree
13.7%
Master's Degree
4.5%
Some College
3.6%
Some High School
1.4%
Doctorate Degree
0.6%

Average Work Experience
Here's a breakdown of the number of years' experience offered by CDL Truck Drivers in Windsor, WI
None
39.3%
1-2 years
31.7%
Less than 1 year
29.0%