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Online Driver Jobs in Wisconsin (NOW HIRING)

CDL-A Truck Driver

Milwaukee, WI · On-site

$1.5K - $1.8K/wk

... Driver - Home Every Other Weekend New Pay Increase! Earn $1,500 - $1,800+ per Week Pay & Details: * Home every other weekend * New pay increase! $1,500 - $1,800+ per week based on desired home-time

CDL-A Truck Driver

Beloit, WI · On-site

$1.5K - $1.8K/wk

... Driver - Home Every Other Weekend New Pay Increase! Earn $1,500 - $1,800+ per Week Pay & Details: * Home every other weekend * New pay increase! $1,500 - $1,800+ per week based on desired home-time

CDL-A Truck Driver

La Crosse, WI · On-site

$1.5K - $1.8K/wk

... Driver - Home Every Other Weekend New Pay Increase! Earn $1,500 - $1,800+ per Week Pay & Details: * Home every other weekend * New pay increase! $1,500 - $1,800+ per week based on desired home-time

WI · On-site

$60 - $75/hr

Online Transport offers an environment centered around family and our drivers always come first. Our drivers find the perfect combination of quality home time and pay. We are looking for professional ...

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Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

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Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

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Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

New

Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

New

Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

Posted today

Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

Posted today

Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

Posted today

Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

Posted today

Download the Spark Driver app * Choose from available offers you want to accept * You may be placed on a waitlist if your preferred zone is full. You will be notified once your preferred zone is ...

Posted today

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Online Driver information

What is an online driver?

Online drivers are individuals who use digital platforms or mobile apps to connect with customers and provide transportation or delivery services. These drivers typically work with companies like Uber, Lyft, DoorDash, or Instacart, using their own vehicles to transport people or deliver goods. Online drivers can choose their own schedules, making it a flexible job option. They are usually classified as independent contractors, meaning they manage their own taxes and expenses. The role requires a valid driver's license, a reliable vehicle, and often a background check.

How does an online driver typically interact with dispatchers and customers during their shifts?

Online drivers regularly communicate with dispatchers via in-app messaging or phone calls to receive assignments, updates, and support. They also interact with customers through the platform’s app, confirming pickup locations, providing ETA updates, and resolving any immediate concerns. Maintaining clear and professional communication is essential for smooth operations and customer satisfaction. Teamwork with dispatchers and courteous interactions with customers are key components of the daily workflow for online drivers.

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

To thrive as an Online Driver, you generally need a valid driver's license, good driving record, and familiarity with local routes. Proficiency with navigation apps, ride-sharing or delivery platforms, and sometimes basic vehicle maintenance is typically required. Excellent customer service, punctuality, and strong communication skills help drivers stand out. These skills ensure safe, timely, and efficient service that meets customer expectations and platform standards.

What are the most commonly searched types of Driver jobs in Wisconsin?

The most popular types of Driver jobs in Wisconsin are:

What cities in Wisconsin are hiring for Online Driver jobs?

Cities in Wisconsin with the most Online Driver job openings:

Infographic showing various Online Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 26% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

CDL-A Truck Driver

West Side Transport

Milwaukee, WI • On-site

$1.5K - $1.8K/wk

Other

Medical, Dental, Vision, Life, Retirement

Re-posted 23 days ago


Job description

West Side Transport is Now Hiring CDL-A Company DriversCDL-A Truck Driver - Home Every Other WeekendNew Pay Increase! Earn $1,500 - $1,800+ per Week


Pay & Details:
  • Home every other weekend
  • New pay increase! $1,500 - $1,800+ per week based on desired home-time
  • Monthly and quarterly performance bonuses
  • Mileage-based raises
  • Midwestern operational area
  • 100% no-touch dry-van freight


Benefits & Advantages:
  • LOW COST Health Insurance, plus Dental, Vision, and Life
  • 401(k) with company match
  • Fuel and safety bonuses
  • Network of devoted support and service teams


Minimum Requirements:
  • Valid Class A CDL
  • 6+ months of class A experience
  • 53' Dry Van trailer experience
  • No SAP drivers


About West Side Transport:

West Side Transport is a family-owned mid-sized trucking company with over 40 years in the business. West Side Transport is a medium-sized company with a small company feel. We appreciate the drivers, mechanics, and office staff who work so hard to make every day run as smooth as possible. The family atmosphere was established over 40 years ago by the Vogt family — and is still family-run to this day. The business began salvaging grain spills at train yards using just a couple of pickups and shovels. As the company grew, the Vogt family added semi-tractors and hopper trailers to accommodate customer needs. By the late 1980s, the West Side trucking operation had expanded into the truckload, dry van business. To this day you will still find the owner hauling freight to understand better what our drivers endure on the daily. The West Side Transport leadership team is always reviewing and making changes to improve driver satisfaction while they are out driving on the road.


We Are West Side Transport, Are You? Apply Now!