1099 CDL Driver Jobs in Wisconsin November 2025

CDL DNA

Lease Purchase CDL A Drivers | $0 Down

Hiring in Wisconsin and 45 other locations
Flexible
88% Of gross

For flatbed - 80% of loads are through our direct contracts.
We are offering Lease Purchase with $0 down. Choose the truck based on your preference and budget.
When you lease from us, you will be treated as owner operator which give you freedom to choose your loads, areas where you want to go and see all the rate confirmations.

ONLY FOR EXPERIENCED AND RESPONSIBLE DRIVERS

$0 Down payment

Contracted Loads

A&V Cargo Inc

Small Fleet Is Hiring A Company Driver

Hiring in Wisconsin and 46 other locations
2 weeks out
30% Of gross
/
$0.60 Per mile

Small fleet is hiring. Flatbed trailer - we will haul everything that will fit on a 53ft flatbed.
Running all over Midwest, South and South East
Forwarding all rate confirmations. We offer a respectful and fair treatment, on-time salary and all around support!

Owner Operated Small Company

Full Transparency

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

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Wisconsin and 46 other locations
Flexible
75% Of gross

Owner Operator Options. Solo or Team positions. Paid Up to 75% of the Gross revenue of each load. Weekly Payroll.
Flatbed securement training program available. Fleet Manager Assistance Option or Run On Your Own.
Manual and Automatic transmissions. Variety of Trailer Rental Options. Retention Bonuses available. Pick your Own Loads.

Eos Inc.

OTR Solo or Team CDL-A Truck Driver | Drop & Hook No-touch

Hiring in Wisconsin and 46 other locations
2 weeks out
$0.60 Per mile

Earn $80,000 - $130,000 per year. Up to 60 CPM based on experience. Home every 2 weeks. Average 2,800-3,200 miles per week.
Running area: Midwest Mid, Atlantic, and Southeast, PA, very little NJ, no NYC. Mostly drop & hook no-touch freight. Solo or Team driver.
Our fleet is constructed of 2021-2024 Automatic Freightliners, Volvos, Macks, KWs, INTLs, and Peterbilt. Paid 2-day Orientation.

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

U.S. Xpress, Inc.

CDL Class A Team Drivers

Hiring in Wisconsin and 46 other locations
Weekly
$200,000 Per year

Your team can average $200,000 or more!
Average 5,000 miles per week or more.
Extra cash for every doubles lead.

Just Trucking Services

Class A Independent Contractors 1099

Hiring in Wisconsin and 46 other locations
2 weeks out
$2,200 - 2,400 Per week

Steady weekly take home $
At least 3,000 weekly miles. 2-3 out weeks & 3-4 days at home (flexible)
Welcome Independent contractors to join our small family owned company

Small Family Owned Fleet

Flexible Dispatch

$2,200+ per week

AAA Transit Group LLC

CDL A Owner Operator St Louis and Midwest region

Hiring in Wisconsin and 11 other locations
Flexible
80% Of gross

We are an established trucking company, with a solid reputation in the industry
Additionally, we have our own brokerage, which gives us access to high paying loads
We have several contracts that we are looking to fulfill and grow, while we expand throughout the midwest.

Jeep Transport LLC

CDL A Company Driver | OTR, Regional, Dedicated

Hiring in Wisconsin and 46 other locations
2 weeks out, 3 weeks out
$0.60 Per mile

Pay: $0.60c/ per mile. Miles Per Week: 2500-3500 mi
Flexible Home Time. No Force Dispatch. No Hazmat Loads
Additional Pay: Extra Stops, Layover, and Detention

Dedicated Local and Regional Runs

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

30% - 33% of gross revenue. Average gross $6,000 - $7,500/week
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

Personal dispatcher. No forced dispatch
Drop & hook, live load & live unload loads
No touch freight. 24/7 support. Consistent back to back loads

Consistent Back To Back Loads

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

Professional No Forced Dispatch

Just Trucking Services

CDL A Owner Operators For Dedicated Midwest Lanes

Hiring in Wisconsin and 3 other locations
Flexible
$7,000 - 9,000 Per week

Consistent year-around freight. Spots are very limited
Looking for Owner Operators with or without trailer
For specific lanes information, please press "Apply now" to leave your contact information.

Year Around Contract

High Paying Dedicated Lanes

Only For Owner Operators

CDL DNA

CDL A Reefer Truck Driver - Up to 31%

Hiring in Wisconsin and 45 other locations
3 weeks out
27 - 31% Of gross

We have one of the most experienced dispatchers in the industry
As a Company Driver, you can expect exceptional service , support and communication
We have a CPM option if you feel more comfortable being paid per mile

$2,000 - $2,500 Weekly Take-home

Company With Great Reputation

Professional and Friendly Environment

I&A LOGISTICS LLC

CDL A Owner Operator

Hiring in Wisconsin and 47 other locations
Flexible
88% Of gross

So right now we got the contracts with new Amazon, Honda, Ford, GM FedEx, UPS
For driver with TWIC card we work with UIIA, so the payment is much more higher
Company fee 12% from total gross. Available amazon load board with 100% performance

1099 CDL driver jobs in Wisconsin