Jobs2Careers logoHome

Cdl A

Baraboo,WI

1243 Cdl A jobs in Baraboo,WI

Dedicated CDL-A Truck Driver - Multiple Routes Available

C.R. England

Madison, WI 53711

~ 59 min OnsiteUrgently HiringPaid Time OffRetirement Benefit

Competitive pay*
Bonus incentives
Unlimited cash referral program
Top-of-the-line automatic transmission trucks
Full benefits package for you and your family
401(k) participation
Paid time off
Weekly home time
CDL-A
Applicants must have a valid CDL-A.
Applicants must have at 3+ months of current experience required.
Valid CDL-A and 3+ months of current experience required
Must be 21 years or older
Must be able to pass a DOT drug screen
CDL-A Dedicated Drivers / $1,807 - $2,347 Weekly / 1 Year Exp. Req'd

Crete Carrier Corporation

North Freedom, WI 53951

$1,807-$2,347/wk
~ 22 min OnsiteUrgently HiringHealth InsuranceRetirement Benefit

Dedicated Drivers earn $.59 - $.80 CPM
Top 50% of our dedicated drivers average $1,807 - $2,347 per week
Potential for over $122,000 per year!
Annual profit sharing: Contributed $11 million towards employee profit sharing in 2024
Crete has contributed $103 million to employee retirement accounts since 2018
Pet policy
No-cost rider policy
Industry Leading Benefits Packages - Health, Life, Dental, Vision, and 401(k)
Annual profit sharing
Home Weekly
CDL-A
Minimum 22 years of age
Valid Class A CDL
Minimum of 1 year OTR experience
CDL-A Drivers / $75K - $100K Yearly / 6 Months Exp. Req'd

Magnum

Baraboo, WI 53913

$180/day
Requires TravelUrgently HiringHealth InsuranceRetirement Benefit

Magnum's top drivers have made over $100,000+ in 2025.
Attend orientation and start earning an additional 3 per mile for your first 12 months right away!
Start within 10 days of us receiving your full application and add an extra 1 per mile!
Our top drivers made over $100,000 in 2025
OTR drivers average $75,000 - $100,000+
Weekly guaranteed pay
Earn UP to $4,000 for new OTR Driver referral package!
$500 after completed orientation!!
Orientation pay $180/day & $500 once completed
Monthly Performance Bonuses
Layover, Detention, and Breakdown Pay
Extra Pickup and Drop Pay
Passengers & pets allowed!!
Newer Peterbilt 579s and Freightliner Cascadia tractors
Inverters/APUBluetooth FunctionalityFridge IncludedDouble BunksReefer Trailers
On-Site Maintenance
401(k) with Company Match
Flexible home time
Blue Cross Blue Shield Medical Insurance (FREE Option available)
Great Dental, Vision, and short/long-term disability plans
CDL-A
6 months of CDL-A Experience
No more than 3 moving violations in the last 4 years
No preventable DOT accidents in the last 12 months
No serious violations in the last 12 months
Must meet all DOT/FMCSA requirements
CDL-A Truck Drivers – Find the Driving Job That Fits You

JobsTruckDriving.com

Portage, WI 53901

$100,000/yr
Requires TravelUrgently HiringHealth InsuranceRetirement Benefit

Competitive pay packages (many drivers earning $70K–$100K+ annually)
Higher mileage pay
Safety bonuses with select companies
Newer trucks and well-maintained equipment
Medical, dental, vision, and 401(k)
Paid orientation
Local routes with daily home time
Regional runs with weekly home time
Flexible home time options depending on the position
CDL-A
Valid Class A CDL
At least 6–12 months of CDL-A driving experience (varies by carrier)
Good driving record
Ability to pass DOT requirements
OTR CDL-A Drivers / $70K - $110K Yearly / $3K Sign-On Bonus

Unlimited Carrier

Rock Springs, WI 53961

$25/hr
$3,000 bonus
Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

AVERAGE DRIVERS EARN $78K - $110K/YEAR!
Earn Up to $110,000 / YR as Solo Driver
Earn Up to $200,000 / YR, as a Team Driver
Average Drivers Earn $78,000 - $110,000+ a Year
Average pay per week $1,625 - $1,775 based on 2,500 miles
Top earner pay per week $1,950 - $2,130 based on 3,000 miles
$0.65 base CPM on all miles (loaded & empty)
$0.71 CM including $0.05 safety bonus, $0.01 fuel-efficiency bonus
($125/ day)
$2,000 referral bonus paid in full as soon as the referred driver is hired & completes first trip
$0.01 CPM annual seniority bonus
$35 per extra stop
$25/hr detention pay after 2 hrs (up to $200)
$50 working holiday incentive
Per diem available
Teams Average $200,000+/ Year
Teams Average $5,500+ / Week
$1,500 Sign-On Bonus
$0.90 base CPM (split)
Up to $0.97 CPM (split) including $0.05 safety and $0.01 each fuel-efficiency
Pet & Rider Policy
Modern 2023+ Trucks, Freightliner, Volvo, Peterbilt, International
Inverters, Refrigerators, APU/Bunk Heaters
Samsara ELD, PrePass, & Major Fuel Cards
Full Benefits - (medical, dental, vision, life, disability, 401k)
2 day paid orientation
Medical, dental, vision & life insurance after 60 days, plus 1 week paid time off after 90 days
OTR 2 - 3 Weeks & 4+ Weeks Out Opportunities
Out 2-3 weeks
CDL-A
Valid Class A CDL
At least 12 months of verifiable OTR experience
CDL-A OTR Driver / $1,886 - $2,300 Weekly / 1 Year EXP Req'd

K&B Transportation

Loganville, WI 53943

$1,886-$2,300/wk
~ 29 min OnsiteUrgently HiringPaid Time Off

$0.82 CPM
Guaranteed Minimum of $1,886 per week
$110,000 yearly
Guaranteed $1,886 minimum per week
Earn $2,300+ on top weeks
Start at $0.82 CPM
Loaded Freightliner Cascadias (APU?s, Refrigerators and more)
Walmart Giftcard to Stock Up Your Truck On Us
Full Benefits (Choice of Plans)
Paid Vacation (Accrued From Day 1)
Up to 10 Consecutive Days Off
CDL-A
Minimum of 1 year over-the-road experience required
Valid Class A CDL
driverjobapplication.com
CDL-A Regional OTR Flatbed Truck Drivers - (Earn $80k - $95,000/ Yr!)

Gypsum Express

Baraboo, WI

$750/wk
Requires TravelUrgently HiringEducation AssistanceHealth InsurancePaid Time OffRetirement Benefit

$80,000 to $95,000
Mileage pay (practical miles)
Orientation Pay $750.00/4 days
In Cab Training Pay $750.00/week + mileage incentive
Tarp and Un-tarp Pay (other accessorial pay available)
Unlimited Referral Bonus potential
Excellent Bonus Programs - Compliance, Fuel, Safety Bonuses
$150 per month up to $6,000 for qualified drivers
Holiday Pay
Start making more money from DAY ONE!
Every 24 months of active-duty military service counts as 1 year truck driving experience. (maxed at 4yr of military exp/2yr of driving experience).
Signing incentive
Military incentive program using GI bill approved up to 24 months!
Tuition Reimbursement
Paid Vacation
Medical, Dental, Vision, Short/Long Term Disability & 401K w/company match
$20,000 Company Paid Life Insurance
Assigned Equipment, No Slip Seating w/Auto Shift Transmission
Home EVERY Weekend (34 hour reset)
CDL-A
At least 21 years of age
Apply Directly
Dedicated CDL-A Truck Driver Job (Earn Up to $70,000/Yr)

US Xpress

Madison, WI 53711

$70,000/yr
$10,000 bonus
~ 59 min OnsiteUrgently HiringEducation AssistanceHealth InsuranceRetirement Benefit

Earn up to $70,000 or more annually.
Bonuses may be available.
$10,000 Sign-On Bonus /split
$0.72 -$0.80 CPM split starting pay
Teams take home an average of $225,000 per year.
Health, Dental and Vision Insurance with prescription benefits for employees and dependents
401(k) Match
Basic and Supplemental Life Insurance and Accidental Death and Dismemberment Insurance
Short-Term and Long-Term Disability Insurance
Accident Insurance
Hospital Indemnity, and Critical Illness Coverage
Health Care and Flexible Spending Accounts
Stock Purchase Plan
Employee Assistance Program
24/7 Driver Support
Tuition Reimbursement
Pet Insurance
Paid Orientation
Flexible home time that works for you
You'll be home every week
Home Times vary by location and route with this truck driving job
CDL-A
Must have Class A License (CDL A)
21 years or older
Must have 3 months of verifiable experience
No more than 1 CMV on-road preventable accident in the last 2 years
No major CMV preventable accidents in the last 5 years.
No more than 2 moving violations in the last 2 years.
No DUI/DWI within the past 5 years, or 10 years if the offense occurred while holding a CDL.
Must be able to pass a DOT physical and drug test.
No drug related conviction within the past 5 years, or 10 years if the offense occurred while holding a CDL.
No positive/refused tests in the past 10 years with CDL-A/CLP.
SAP drivers are not eligible for hire.
Regional Flatbed CDL-A Drivers / $5K Sign-On Bonus

HS Express

North Freedom, WI 53951

$1,800/wk
$5,000 bonus
Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Top Drivers Earn $1,800 per Week
Our top drivers earn $1,800 per week
Earn 27% of load revenue - When freight pays more, you earn more
Options for guarantee pay
Tarp pay $40
$5,000 driver referral bonus
$5,000 sign-on bonus
Receive $1,500 after your first load
Comprehensive training
Clean and comfortable trucks
Holiday pay
401k retirement plan
Medical, dental, and vision insurance
Paid vacation and holidays
Top-of-the-line equipment - All trucks are less than 4 years old!
Pet & rider policy
Regional Home Time
Home weekends with possibility of home through the week depending on your area
2,000-2,500 miles per week
Must have a valid CDL-A
At least 1 year of driving experience
At least 6 months of flatbed experience
Recommended
Apply Directly
Recent CDL-A Grads! Flatbed Driver, Regional Route - Higher Pay! $1,018.63 – $2,152.27 per week + Paid Training

System Transport

Madison, WI 53704

$2,152.27/wk
~ 59 min OnsiteUrgently HiringPaid Time OffRetirement Benefit

$1,018.63 - $2,152.27/week ($52,968.74 - $111,917.87/year)
$0.65 - $0.69 CPM based on experience
$1,800 transition package including $1,000 orientation pay
Paid Training
We will train qualified CDL-A graduates through 10/31/2026
Late-model equipment with modern safety technology
Full benefits + 401(k) match + PTO
Off most weekends for 34-hour reset
CDL-A
Age 21+
Safe driving record
Background Check Required
Clean Drug Test Required
Clean Clearinghouse Required
Must be able to lift a 90-lb tarp onto a 5-ft platform twice (required; tested at orientation).
6+ months experience preferred (if you are a RECENT CDL-A Grad, we will train you)
Profile builder
Answer questions related to your search and surface your matches.
Browse Jobs
  • Jobs in Top Cities
  • Jobs by State
  • Jobs by Title
  • Jobs by Category
Tools
  • Free Resume Builder
  • Jobs2Careers+ Extension
Company
  • Post a Job
  • About
  • Advice
  • Contact
Jobs2Careers Powered by Talroo© 2026 Jobs2Careers
Logos provided by Logo.dev
© 2026 Jobs2Careers
Privacy PolicyTerms of UseYour Privacy ChoicesCalifornia Consumer Privacy Act (CCPA) Opt-Out Icon
Jobs2Careers Powered by Talroo