and we offer comprehensive training to operate our 28-foot box trucks. Requirements: Why You'll Love This Job: Customer-Focused:... ...customer-first mindset that shows in everything you do. Valid Driver’ s License: Plus…
Operations & Logistics · Milwaukee, WI
Truck Driver jobs in Milwaukee, WI
Truck drivers move freight over local and long-haul routes, manage hours-of-service logs, inspect their equipment, and deliver loads safely and on time.
215
Open roles today
$21–$48/hr
Typical pay range
$66k
Median, full-time
5
Fresh in this list
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01
Open truck driver roles
12 shown of 215 · sorted by freshness
CDL-A Local Hazmat Driver – Good Pay + Sign-On Bonus | Home Daily Earn $80,000-$90,000 per year hauling auto parts on dedicated local routes, with home-daily schedules, evening starts, and a $2,500 sign-on bonus . Pay De…
$1,600 per month
Post. Flatbed Class A truck drivers needed weekend home time, consistent miles. Equal Employment Opportunity employer. Trainees: must have 1 year of Over-the-Road or Regional experience, Flatbed experience is not needed.…
Position Summary:Direct Supply is building the future of healthcare technology with industry-leading products, solutions and platforms to help improve the lives of millions of seniors and those who care for them.In the D…
$1,600 per month
Route. Overhaul Carriers Ltd . , Class A regional routes with home weekends experienced flatbed drivers. Equal Employment Opportunity employer. Trainees: must have 1 year of Over-the-Road or Regional experience and Flatb…
Class B CDL DRIVER Job Make local deliveries to customer jobsites to deliver and unload roofing materials timely and to assure that products on truck match purchase orders. Perform daily truck and conveyor inspections co…
$30 - $35 per hour
holidays Compensation: $30.00 - $35.00 per hour About the Role Doral Corporation is seeking a dependable and organized Class A Truck Driver with the physical and mental stamina to thrive on long hours while consistently…
$1,400 - $1,600 per week
Job Objective. Overhaul Carriers Ltd., Class A home weekends, steady pay and reliable freight for experienced flatbed truck drivers. Trainees: must have 1 year of Over-the-Road or Regional experience and Flatbed experien…
$1,435 per week
Driver must live within 50 miles of zip code 53207 in Milwaukee, WI. Average weekly pay of $1435. Job Summary: ~1 year t/t experience in the past 3 years ~ Urine & hair Follicle drug test ~ Container ~ No Touch Freight ~…
$19.7 per hour
ReStore Box Truck Driver/ Product Mover Tuesday - Friday 9 am - 5:30 pm, Saturday 9 am - 4:00 pm $19.70/hour, Full-time / Non-Exempt Job Summary: The Truck Driver / Product Mover is one of the most public-facing position…
Overview Join our dynamic team as a Part-Time CDL-P Shuttle Bus Driver and become a vital part of our transportation network! In this energetic role, you will operate shuttle buses and motor coaches to safely transport p…
$2,200 per week
Qualifications Minimum Age ~ At least 23 years of age ~ No Drivers over the age of 65 years of age Minimum Experience (... ...Average age of tractor ~ No more than 3 years old Is truck permanently assigned to the driver?…
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What truck drivers earn in Milwaukee
Hourly first — that's how the offer arrives
| Experience | Hourly | Annual, full-time |
|---|---|---|
| Entry level | $21–$27 | $43k–$57k |
| Mid level | $26–$37 | $55k–$76k |
| Senior | $34–$48 | $71k–$100k |
Adjusted for the Milwaukee market from national ranges.
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What employers ask for
The skills these listings keep naming
CDL Class A operationHours-of-service compliancePre-trip inspectionsELD systemsRoute planningDefensive drivingLoad securementCustomer communication
04
Interview questions worth rehearsing
With the thing the interviewer is actually listening for
Walk me through your pre-trip inspection routine.
Give a real sequence: brakes, tires, lights, coupling, fluids, load securement. A specific answer shows the habit is real, not memorized for the test.
How do you manage your hours of service on a tight delivery window?
Explain how you plan the trip around your available clock and communicate early if a window is not legally reachable. Compliance over heroics.
Tell me about driving in severe weather. When do you decide to shut down?
Say plainly that you slow down or park when conditions are unsafe, and that you notify dispatch. Carriers want drivers who protect the load and the license.
Have you had any accidents or violations? What happened?
Answer honestly and briefly, then explain what changed in your driving afterward. They will see the MVR anyway; candor is the test.
How do you stay alert on long hauls?
Talk about real habits: sleep discipline, planned breaks, and stopping when fatigued. Avoid any answer that sounds like pushing through tiredness.
What experience do you have with different trailer types or freight?
List what you have pulled, such as dry van, reefer, or flatbed, and any securement or temperature-control specifics that came with it.
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Resume tips that move the needle
For truck drivers specifically — generic advice costs you here
01
State your CDL class and endorsements up front, such as Hazmat, tanker, or doubles/triples.
02
Quantify safe miles driven and years without a preventable accident.
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List equipment experience by trailer type: dry van, reefer, flatbed, or tanker.
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Mention a current DOT medical card and a clean MVR if you have one.
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Include ELD platforms you have used, like Samsara or Motive, and any trainer or mentor duties.
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Where this role goes
Typical progression
01
CDL Student Driver
02
Company Driver
03
Lead or Trainer Driver
04
Owner-Operator or Fleet Manager
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