Regional CDL Driver Jobs in Wisconsin September 2026

Heartland Express

CDL-A Regional Truck Driver | Dry Van No Touch

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

Weekly Home Time. 48 State Operating Area.
Dry Van Freight No Touch, Drop and Hook.
Paid Orientation / Training. Paid Vacation.

DSI Bulk Transport, CO Inc.

CDL A Driver $2,600/week

Hiring in Wisconsin and 46 other locations
Regional
Weekly
$1,800 - 2,600 Per week

Supplemental pay types: Bonus opportunities, detention pay, safety bonus
At DSI we pride ourselves on Safety, excellent customer service and top of the line equipment.
Pay: $1,800.00 - $2,600.00 per week. Have benefits.

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

Hiring in Wisconsin and 47 other locations
Regional
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

Indianapolis Fruit Company

Reefer Truck Driver - CDLA - Indianapolis, IN

Hiring in Wisconsin and 46 other locations
Regional
2 weeks out
$29 Per hour

Scheduled annual increases
Paid via direct deposit weekly
Shifts typically start between 12am – 5am. Typical workday is 12-14 hour per day

Central States Mfg.

Regional Flatbed CDL A - Claysburg

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$80,000 Per year

Paid ALL hub miles
Annual 5% Profit-Sharing Bonus
Home EVERY weekend & paid holidays

Integrity Gas Services LLC

Regional or OTR Class A CDL Drivers

Hiring in Wisconsin and 47 other locations
Regional
Flexible
$23 Per hour

Integrity Gas Services is looking for safe company drivers to run regional or OTR
Pay $23/hour with overtime paid at time and a half after 40 hours. $50 per day per diem
Employer sponsored medical, dental, vision & group term life insurance

KLM Trucking

Regional | CDL-A Truck Driver | Dedicated Lanes

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$1,445 - 1,540 Per week

Mix of flatbed and van trailers. HazMat and TWIC required
Solo dedicated account. Regional operating area
Paid orientation and job specific training

JK Rose Logistics

Regional | CDL-A Truck Driver | Dedicated Lanes

Hiring in Wisconsin and 47 other locations
Regional
Flexible
$1,435 - 1,540 Per week

Load securement is required .Operate within a regional area
Assigned automatic sleeper cab trucks
Flatbed trailers. Limited number of spots available

FRANKLIN FREIGHT SOLUTIONS LLC

Owner Operator CDL A OTR / REGIONAL

Hiring in Wisconsin and 47 other locations
OTR, Regional
Flexible
86% Of gross

Will Help With Insurance Claims. Work With Factoring Companies
Fuel Card - Saves UP TO $0.70 Per Gallon and Can Be Used Anywhere
Loads From FedEx, Amazon, and JB Hunt

Fuel discounts

Drivers Recruiting Help

Odysseia

CDL C Sprinter Van / Cargo VanOwner Operator

Hiring in Wisconsin and 47 other locations
Regional
Weekly
$1,000 Per week

No authority; NO MC. Be ready to make long-distance/other loads; local - rarely and occasionally.
Own a Cargo van/Sprinter van (2010 and newer, NO rental vehicles).
Weekly payment, no hidden fees - you get paid your rate fully.

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

Consistent direct customer freight, both Regional and OTR!
$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
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

Delta Carrier Group, Inc

CDL A OTR Lease Driver / SAP Accepted

Hiring in Wisconsin and 47 other locations
OTR, Regional
2 weeks out
$2,500 Per week

Fuel discounts available!. Reefer average 2500-3000 Miles weekly.
We have OTR COMPANY DRIVER OFFER FOR REEFER - 2023, 2022, 2021 Kenworth T680, Also VOLVO 2020 and 2019 are available
Reefer truck Driver needs to have at least 1 year recent OTR experience

Andrus Transportation Services

CDL-A Flatbed Driver - Western Fleet

Hiring in Wisconsin and 47 other locations
OTR, Regional
Flexible
$74,100 - 84,500 Per year
/
$1,625 Per week

Talk to your recruiter about lanes throughout the following states: WA, OR, ID, NV, CA, UT, CO, WY, AZ, NM
We are committed to providing you with the most reliable equipment, the best support team available 24/7, competitive pay & bonus structure and FLEXIBLE HOME TIME
Fully Loaded - with premium interiors, ELSs, Prepass, Qualcomm, and Transflow

Online Transport

Truck Driver, Regional Reefer CDL-A

Hiring in Wisconsin and 47 other locations
Regional
Weekly
26% Of gross

Regional Drivers Are Paid 26%. Average 2,200-2,500 Miles Per Week
Paid Training (If Necessary). Per Diem Option To Decrease Tax Burden (Qualified Positions Only)
The primary area for our Temp Control lanes are within Indiana, Michigan, Kentucky, Ohio, Illinois, and Wisconsin

Ruan Transportation Management Systems

Dry Van CDL Driver

Hiring in Wisconsin and 47 other locations
OTR, Regional
Flexible
$80,000 Per year

This position will receive hybrid pay of $.46/mile, $10/hr on duty, $15/stop, and $25 per diem for overnight runs. With an average of 2,000 miles per week, drivers can expect to earn an average of $80,000 per year, paid weekly. This job also offers a $3,500 sign-on bonus!
Our drivers have varied work weeks and start times, with 2 consecutive days off, plus home time during the week. Drive newer 2019 Freightliners (sleepers), receive NEW tablets, and work at a local company shop that keeps equipment up to date and inspection ready.
Ruan appreciates your commitment to our success. We're equally committed to providing you with competitive, affordable health and wellness benefits to help you take care of yourself and your family. View all benefits information here.

Regional CDL driver jobs in Wisconsin