Company CDL Driver Jobs in Wisconsin July 2026

Mold Express Inc

CDL A Flatbed Driver For Manual Truck (ELD Exempt)

Hiring in Wisconsin and 46 other locations
Company Driver
2 weeks out
$0.70 - 0.75 Per mile

Small fleet is hiring flatbed drivers
ELD exempt manual trucks
No escrow or hidden charges

Small Fleet

ELD Exempt

Manual Trucks

Trans Quality Inc

OTR CDL-A Reefer Truck Driver | 65 CPM

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$0.65 Per mile

$0.65 CPM. $80,000 - $100,000 Per Year. Medical, Vision, Dental. 401K. Pet Policy from Day 1.
$0.02 CPM Safety Bonus. $35 Extra Stop. Life, Short Term and Long-term Disability Insurance.
$25/Hour After 2 hours Detention Pay, Up to $200. $200/Day Layover or Breakdown.

Gypsum Express, LTD

Midwest OTR CDL-A Flatbed Driver | No Exp

Hiring in Wisconsin and 12 other locations
Company Driver
Weekly
$100,000 Per year

Driver Referral Bonuses. Yearly Safety Bonus. Compliance Bonus. Military Pay Increase.
Tuition Reimbursement. Paid Orientation & Training. Paid Vacation. 401K with Company Match.
Medical, Dental and Eye Glass. Life Insurance. Short Term/Long Term Disablity. Working 5 days a week.

American Furniture Warehouse Co

OTR CDL-A Company Truck Driver | 56-58 CPM

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$0.56 - 0.58 Per mile

Average yearly pay is between $75,000 to $100,000 per year. With ability to make more. Paid orientation.
75% of our loads are drop and hook; 98% no-touch freight, all trips are pre-planned in advance.
Vacation, sick, and personal time. Passenger-friendly. 401K, medical, dental, vision, life Insurance.

Thompson Transportation Inc

Company CDL-A OTR Driver | Home Every Weekend

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$0.50 Per mile

Minimum CDL driver pay starts at $.50 but could be higher based on CDL driving experience.
Quarterly truck driver safety bonus of $.02 added to all miles driven within the quarter.
Truck Driver averages 2,500 miles per week. 401k plan with employer match. Holiday pay.

Leggett & Platt Inc

OTR CDL-A Truck Drivers | $75K - $90K Per Year

Hiring in Wisconsin and 46 other locations
Company Driver
2 weeks out
$75,000 - 90,000 Per year

Quarterly Safety & Performance Bonuses Start Day 1! Passenger & Pet Friendly. 9 Paid Holidays
Tenure Pay Starting at 6 Months of Service. Medical, Dental, Vision, and Life Insurance.
80% Company Freight. Non-Hazmat Freight. Full Fleet Electronic Logs. Limited Touch Freight.

Ashley Distribution Services LTD

CDL-A OTR Pacific Northwest Truck Driver | 53 CPM

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$0.53 Per mile

Mileage Pay .53 cpm / $1,325+ weekly gross pay. 2,500+ miles per week. No touch freight.
Generous benefits package. Modern fleet of well-maintained 2015-2023 model year trucks.
Pre-planned OTR routes in the Western states with the chance to see all 48 states.

MLC LLC

OTR Class A Truck Driver | 65 CPM

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$0.65 Per mile

Pay: From $0.65 per mile. Average 2,500 to 3,000 miles/week. 401(k) matching.
Paid orientation. Paid time off. Tuition reimbursement. Vision insurance.
Loading / unloading pay. Detention pay. Health savings account.

Walgre Transport Inc.

Dedicated OTR Team CDL-A Truck Driver | Van/Reefer

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$0.70 - 0.75 Per mile

Team Driver Reefer up-to 75cpm. Team Driver Dry Van up-to 70cpm. Dedicated customer base consistent earnings.
Assigned Trucks. 100% ELD legal runs and miles! Scheduled yearly raise reviews. 24/7 Dispatch-Support Team.
Stable, year-round work. Benefits - Health, Dental & Vision Insurance. 401 K. Bonus pay. Breakdown pay.

CDL DNA

CDL A - Company Driver - 1099 - Flat Rate

Hiring in Wisconsin and 25 other locations
Company Driver
2 weeks out, 3 weeks out
$0.63 - 0.67 Per mile
/
$290 Per day

As a Company Driver (1099), you will enjoy a stable work and predictable paycheck every week.
We provide you with a fully loaded 2021-2024 Freightliner Cascadia equipped with a refrigerator, microwave, inverter, APU, mattress, and tablet.
Our goal is to ensure that our drivers are safe, comfortable, and well-compensated.

W2 and 1099 Positions Available

Professional Work Environment

Fully Loaded Trucks

Countryside Auto Transport Inc

OTR CDL-A Car Hauler | Up to $100,000+/year

Hiring in Wisconsin and 46 other locations
Company Driver
Flexible
$75,000 - 100,000 Per year

Paid for ALL MILES driven via Electronic Logs. 5-10 days out at a time, 2-3 home (FLEXIBLE!).
Routes: NO Northwest and New York City. Late Model Equipment. All automatics. Full Benefit Package.
Insurance: Health, Dental, Life, Vision, Short-term disability. 401K, Employer match. Vacation Pay.

Denney Transport LTD

OTR CDL-A Company Truck Driver | Up to 68CPM

Hiring in Wisconsin and 46 other locations
Company Driver
3 weeks out
$0.60 - 0.68 Per mile

Our otr truck drivers earn up to $0.68 CPM. 2,000 - 2,500 Miles Per Week. Out 2.5 - 3 Weeks Minimum.
Stoppage Pay: $50 Per Stop - 1st and Last Not Included. Detention Pay: $25 Per Hour. Layover: $175.
Runs to NYC and Chicago NOT Required. Medical, Dental, Vision (Cigna). Life Insurance. AD&D.

Heartland Express

CDL-A Regional Truck Driver | Dry Van No Touch

Hiring in Wisconsin and 46 other locations
Company Driver
Weekly
$67,000 - 94,000 Per year

Dry Van Freight No Touch, Drop and Hook.
Paid Orientation / Training. Paid Vacation.
Health, dental, vision and life insurance.

JBS Carriers, Inc.

Dedicated Regional CDL A Driver | $1,450/Week

Hiring in Wisconsin and 4 other locations
Company Driver
Weekly
$1,450 Per week

Dedicated Runs. Midwest and Northeast.
No-Touch Freight. Additional safety bonuses.
Health Benefits. Anniversary Pay.

Riverside Transport Inc.

OTR CDL-A Company Driver - Dry Van

Hiring in Wisconsin and 46 other locations
Company Driver
2 weeks out
$0.58 - 0.62 Per mile

Earn $0.58 - $0.62 per Mile Based on Experience.
100% No Touch, Dry Van Freight. Home Every 2 Weeks.
Medical, Dental, Vision and Life Insurance. Paid Time Off.

Company CDL driver jobs in Wisconsin