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Pickup Driver Jobs in Wisconsin (NOW HIRING)

C.R. England

CDL-A Dedicated Truck Driver

Franklin, WI

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

C.R. England

CDL-A Dedicated Truck Driver

Muskego, WI

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

C.R. England

CDL-A Dedicated Truck Driver

Elkhorn, WI

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

C.R. England

CDL-A Dedicated Truck Driver

Beloit, WI · On-site

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

C.R. England

CDL-A Dedicated Truck Driver

Janesville, WI · On-site

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

C.R. England

CDL-A Dedicated Truck Driver

Racine, WI

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

C.R. England

CDL-A Dedicated Truck Driver

Kenosha, WI

$1.6K - $1.9K/wk

Backhaul Pickup - $25 per load * St George Backhaul Pickup - $15 per load, $15 for Dunnage * Mentor ... Safe and On Time Bonus - Up to 3% Weekly Driver Requirements: * Valid Class A CDL * 21 years of age ...

IKM Building Solutions, Inc.

Driver

Madison, WI · On-site

Driver - Madison, WI The Driver primarily provides scheduled and unscheduled pickup and delivery of parts, supplies and material. Essential Duties and Responsibilities: * Drive Company vehicles ...

Ho-Chunk Nation

SHUTTLE DRIVER

Baraboo, WI · On-site

... pickup and drop off locations, which ultimately enhances every interaction for our guests and ... Must currently hold and provide proof of Commercial Driver's License with a Passenger Endorsement ...

Ho-Chunk Nation

SHUTTLE DRIVER

Baraboo, WI · On-site

$16.27/hr

... pickup and drop off locations, which ultimately enhances every interaction for our guests and ... Must currently hold and provide proof of Commercial Driver's License with a Passenger Endorsement ...

Agrace

Donation Pickup Assistant

Madison, WI · On-site

Valid driver's license, auto insurance, and access to a reliable vehicle * Ability to drive a 15' box truck. * Beginning Microsoft Office Suite skills * Ability to work effectively and cooperatively ...

SEEK Careers Staffing

DRIVER

Port Washington, WI · On-site

$17.50/hr

Ensure timely pickups and drop-offs * Maintain a clean and safe vehicle environment * Follow all traffic laws and safety procedures Qualifications * Valid driver's license required * Willingness to ...

Lake Shore Burial Vault Co

CDL Truck Driver

Clinton, WI · On-site

... driver to join the team at our Clinton, WI satellite location. This position is a mixed role of ... Keeping track of inventory and coordinating deliveries/pickups from the main manufacturing location.

NEWCare

Transportation Driver

Crivitz, WI

$15/hr

Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required) We are an equal opportunity ...

NEWCare

Transportation Driver

Crivitz, WI

$15/hr

Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required) We are an equal opportunity ...

NEWCare

Transportation Driver

Crivitz, WI · On-site

$15/hr

Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required) We are an equal opportunity ...

Agrace

Donation Pickup Assistant

Madison, WI · On-site

Valid driver's license, auto insurance, and access to a reliable vehicle * Ability to drive a 15' box truck. * Beginning Microsoft Office Suite skills * Ability to work effectively and cooperatively ...

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Showing results 21-40

All JobsPickup Driver JobsPickup Driver Jobs in Wisconsin

Pickup Driver information

See Wisconsin salary details

$9

$18

$31

How much do pickup driver jobs pay per hour?

As of Aug 17, 2026, the average hourly pay for pickup driver in Wisconsin is $18.92, according to ZipRecruiter salary data. Most workers in this role earn between $14.57 and $20.38 per hour, depending on experience, location, and employer.

What is the difference between Pickup Driver vs Delivery Driver?

AspectPickup DriverDelivery Driver
CredentialsValid driver's license, possibly a commercial licenseValid driver's license, possibly a commercial license
Work EnvironmentTransporting goods from warehouses or stores to customersDelivering packages or food directly to customers' locations
Employer & IndustryRetail, logistics, courier servicesFood services, e-commerce, courier companies
Search & Comparison IntentPickup Driver vs Delivery DriverPickup Driver vs Delivery Driver

Pickup Drivers primarily focus on collecting goods from a source and transporting them to a designated location, often within warehouses or stores. Delivery Drivers, on the other hand, typically deliver goods directly to customers' homes or businesses. Both roles require a valid driver's license and share similar work environments, but their main tasks differ in the final destination of the transported items.

What are the key skills and qualifications needed to thrive as a pickup driver, and why are they important?

To thrive as a Pickup Driver, you generally need a valid driver's license, a clean driving record, and knowledge of transportation safety regulations. Familiarity with GPS navigation systems, route optimization apps, and basic vehicle maintenance tools is typically required. Reliability, time management, and strong customer service skills help drivers excel in timely deliveries and positive client interactions. These skills and qualities are crucial to ensure safe, efficient transport of goods and high customer satisfaction.

What is a pickup driver?

Pickup Drivers are professionals responsible for transporting goods, packages, or materials from one location to another using pickup trucks. Their duties often include loading and unloading items, ensuring timely deliveries, and maintaining the cleanliness and basic maintenance of their vehicle. Pickup Drivers may work for courier companies, retailers, or as independent contractors. They must have a valid driver's license and a good driving record. Good communication and organizational skills are important for coordinating pickups and deliveries efficiently.

What are some common challenges a pickup driver might face on the job and how can they be addressed?

Pickup Drivers often encounter challenges such as navigating heavy traffic, adhering to tight delivery schedules, and safely handling different types of cargo. To overcome these challenges, drivers should stay updated on traffic patterns, plan routes in advance using GPS and traffic apps, and follow proper loading and unloading procedures to ensure safety. Effective communication with dispatchers and customers is also crucial in resolving delays and providing excellent service.

What are popular job titles related to Pickup Driver jobs in Wisconsin?

For Pickup Driver jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Pickup Driver jobs in Wisconsin look for?

The top searched job categories for Pickup Driver jobs in Wisconsin are:

Pickup Driver jobs near you
Infographic showing various Pickup Driver job openings in Wisconsin as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $39,360 per year, or $18.9 per hour.

CDL-A Dedicated Truck Driver

C.R. England

Franklin, WI

$1.6K - $1.9K/wk

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 24 days ago

C.R. England rating

7.4

Company rating: 7.4 out of 10

Based on 17 frontline employees who took The Breakroom Quiz

Job description

Dollar Tree account with great earning potential and weekly home time is hiring experienced CDL-A Drivers. On this fleet drivers average 970-miles per week, completing three turns per week with an average of 3-5 stops per load. This is a great position for those wanting to stay active while driving

Lane Details:

  • Touch freight account where drivers unload dry freight using rollers

  • Deliver to WI, IA, MN, MI, IN, and Northern KY

  • Home Time: 34-hour weekly reset time that falls on either a Saturday or Sunday

  • Shifts Mon-Fri or Tue-Sat based on the candidate location

  • Mileage pay, Unload pay, Backhaul pay

  • Top-of-the-line sleeper trucks with automatic transmissions, pulling 53-ft trailers

  • Can park trucks at home as long as it safe and secure

Accessorial Pay Details:

  • Layover 24 hours - $200 per day

  • Breakdown 24 hours - $200 per day

  • Training/Retraining Pay - $200 per day

  • Backhaul Pickup - $25 per load 

  • St George Backhaul Pickup - $15 per load, $15 for Dunnage

  • Mentor Pay - $50 per day - $250 per week

  • Mentor Road Test - $50 per road test

  • Clean DOT Inspection - $25 

  • Safe and On Time Bonus - Up to 3% Weekly

Driver Requirements:

  • Valid Class A CDL

  • 21 years of age or older

  • 3+ months of current CDL-A driving experience


Benefits:

  • Medical, Dental, Vision, HSA, FSA, Life and AD&D Insurance

  • PTO

  • 401(k)

  • Additional voluntary benefits

For additional details, including eligibility, please see the Company’s Benefit Summary and Driver Employee Policy Manual.


Weekly and yearly pay estimates are based on 1+ years of experience. For Pay Disclaimer visit: https://www.crengland.com/pay-disclaimer/.

For Privacy Policy visit: https://www.crengland.com/privacy-policy/

Company Description

Whether you need a CDL, a truck driver job, or both; we have you covered with best-in-class training and great pay is just the start to take your career to the next level. We have open lanes in our Dedicated, Regional, National, and Intermodal divisions allowing you to choose your lane. All of our jobs include highly competitive pay, health and retirement benefits, and the industry’s best equipment. We are seeking truck drivers that have a safe and clean record and can handle 12 Gears, 18 Wheels, 40 Tons, 80 Feet, and 400 Horsepower!

What C.R. England employees say

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