1099 CDL Driver Jobs in Wisconsin April 2026

Mold Express Inc

CDL A Flatbed Driver For Manual Truck (ELD Exempt)

Hiring in Wisconsin and 46 other locations
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

JS Helwig And Son LLC

CDL-A OTR Reefer Company Driver | 55-65 CPM

Hiring in Wisconsin and 46 other locations
Weekly
$0.55 - 0.65 Per mile

Starting pay of .55 CPM with raises up to .65 CPM. Trucks governed at 68 MPH. Get paid weekly.
Free Rider program from day one (we will pay for your riders travel). Sign-on bonus currently $1,000
All trucks are equipped with APU, refrigerator, and 1800 inverters. Referral Bonus.

Ashley Distribution Services LTD

Regional OTR CDL-A Truck Driver | $81,000/year

Hiring in Wisconsin and 46 other locations
Weekly
$81,000 Per year

Top 25% of drivers earn $81,000 annually. Regional routes. Regular 34-hour resets at home. No-touch freight.
Mix of live load/unload and drop and hook accounts. Consistent, high weekly miles. Excellent, premium equipment.
Generous benefits package: Can add up to an additional 27% on top of your base salary! Job stability.

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Wisconsin and 45 other locations
Flexible
$90,000 - 120,000 Per year

OTR drivers wanted willing to start their own business.
Low weekly payments. Weekly gross 6k-8k. No hidden fees
Start and grow your trucking business with us!

No Credit Check

Get One or Multiple Trucks

$0 Down for Truck and Trailer

Motherland Investments

CDL A - OTR Dry van Company Driver

Hiring in Wisconsin and 4 other locations
2 weeks out
$0.65 - 0.70 Per mile

We offer a very competitive salary of $0.65 - $0.70/mile depending on level of your experience and driving record.
We are ex-drivers ourselves and treat all employees with dignity and respect, as we would want to be treated!
We're looking for responsible and experienced drivers to join our team.

No check hold

New equipment

Innfinity Logistics Inc

CDL A Lease To Purchase | Dry Van/Reefer/Flatbed

Hiring in Wisconsin and 46 other locations
3 weeks out
$2,000 - 5,500 Per week

$2,000- $3,500 Dry Van & Reefer solo drivers.
Average 3,000+ Miles Per Week for Solo
24/7/365 Support (Fleet, Safety, Dispatch, Afterhours)

Kora Freight, Inc.

Owner Operator CDL A | $5500 per week

Hiring in Wisconsin and 46 other locations
3 weeks out
$2,500 - 5,500 Per week

Pay: $2,500.00 - $5,500.00 per week.
Trucking driver type: Solo driver, Team driver
Trucking home time: Home every 3 weeks

GN GROUP INC

OTR CDL A Reffer Driver | 70CPM

Hiring in Wisconsin and 46 other locations
Flexible
$0.60 - 0.70 Per mile

GN GROUP INC experienced REEFER transportation company is looking for safe CDL class A truck drivers!
Solo Drivers starting at $0.60-$0.70 Cent Per mile. Pay: $1,500.00 - $2,800.00 per week.
CDL - Class A License. Verifiable 2 years of recent OTR Experience.

CDL DNA

CDL A OTR Company Driver - up to $2,600/week

Hiring in Wisconsin and 46 other locations
3 weeks out
$0.62 - 0.65 Per mile
/
27% Of gross

We deliver all over the country. Mix of direct and load board freight
3,500-4,000 miles weekly. $8,000-10,000 weekly gross
95% of our drivers make $0.65/mile and take home $2,200 - $2,600 every week.

3,500 - 4,000 miles guarantee

Experienced dedicated dispatchers

Steady weekly paycheck

CDL DNA

CDL A Independent Contractor 1099 | 70-75 CPM

Hiring in Wisconsin and 46 other locations
3 weeks out
$0.70 - 0.75 Per mile
/
30 - 33% Of gross

You will be driving a 2021-2024 truck
We will keep you busy while you're on the road
Take home around $2,100-$2,500

TPA Cargo Solutions LLC

CDL A Owner Operator | $4,000-5,000 take-home

Hiring in Wisconsin and 46 other locations
Flexible
85% Of gross

Drop & hook, live load & live unload loads
No touch freight. 24/7 support. Consistent back to back loads
Average owner operator gets a paycheck of $4,000-$5,000 per week after all expenses

Consistent Back To Back Loads

$4,000-$5,000 Weekly Take-home

Professional No Forced Dispatch

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

Hiring in Wisconsin and 47 other locations
Weekly
$8,000 - 12,000 Per week

90/10 Split: You Keep the Majority of Your Earnings!
Trailer Rent: $250 per week (if you don't own a trailer)
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

Total Domination Inc

CDL A OTR Hazmat drivers Dry Van only

Hiring in Wisconsin and 47 other locations
Weekly
$0.70 - 0.75 Per mile

3,500-4,000 MILES A WEEK for SOLO
Direct deposit to bank account
We are a small fleet carrier but with a solid background partnership with customers for years

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Wisconsin and 46 other locations
Flexible
88% Of gross

20+ years experience in dispatching. Abundant Freight
Flexible dispatch adjusted to your preference. Solo & Team loads
Assistance with Plates & Registration. Warm and welcoming team

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

CDL DNA

CDL A Flatbed Company Driver 1099 ENG/ESP

Hiring in Wisconsin and 45 other locations
3 weeks out
33% Of gross

We haul everything, from construction materials, to containers, farm and military equipment.
2024 fully equipped Peterbilts, Volvos and Freightliners available for you to choose. Plus, brand new 2024 flatbed trailers.
Our top performers make north of $3,000 per week.

Great New Trucks

$9,000 - 10,000 Gross

We Speak Spanish

1099 CDL driver jobs in Wisconsin