ZipRecruiter

Log In

1

Weekend Box Truck Dedicated Routes Owner Operators Jobs in Chicago, IL

Arsen Trucking

26ft Box Truck Owner-Operator

Chicago, IL · Remote

$5.0K - $9.0K/wk

Arsen Trucking LLC is onboarding reliable 26ft Box Truck Owner-Operators to haul consistent OTR ... Safely operate a 26ft box truck on assigned routes. * Pick up and deliver freight on time.

Arsen Trucking

26ft Box Truck Owner-Operator

Chicago, IL · Remote

$4.0K - $7.5K/wk

Arsen Trucking LLC is actively onboarding dependable independent contractor owner-operators for ... True independence - run your routes your way, no pressure to take loads you don't want. Minimum ...

Expedite Tigers

BOX TRUCK DRIVER

Gary, IN · On-site

$6.0K - $10K/wk

Box Truck Driver Gary, IN, USA Or refer someone Job Openings Box Truck Driver Hiring Now: Box Truck ... Whether you're a Company Driver, Owner Operator, or looking for a Lease-to-Purchase option, we have ...

next page

Showing results 1-20

All JobsBox Truck Dedicated Routes Owner Operators JobsWeekend Box Truck Dedicated Routes Owner Operators JobsWeekend Box Truck Dedicated Routes Owner Operators Jobs in Chicago, IL

Weekend Box Truck Dedicated Routes Owner Operators information

See Chicago, IL salary details

$861

$2.3K

$5.9K

How much do weekend box truck dedicated routes owner operators jobs pay per week?

As of Aug 29, 2026, the average weekly pay for weekend box truck dedicated routes owner operators in Chicago, IL is $2,267.75, according to ZipRecruiter salary data. Most workers in this role earn between $990.38 and $2,971.15 per week, depending on experience, location, and employer.

What is a weekend box truck dedicated routes owner operator?

Weekend Box Truck Dedicated Routes Owner Operators are independent business owners who use their own box trucks to transport goods along fixed routes primarily on weekends. They are contracted to deliver freight for clients or logistics companies and are responsible for managing their schedules, vehicle maintenance, and compliance with transportation regulations. These operators typically benefit from predictable routes and schedules, allowing for greater work-life balance. They often work with companies that require reliable weekend deliveries, such as retailers, distributors, or third-party logistics providers.

What are the key skills and qualifications needed to thrive as a weekend box truck dedicated routes owner operator?

To excel as a Weekend Box Truck Dedicated Routes Owner Operator, you need a valid commercial driver's license (often a CDL-B), a clean driving record, and experience with route-based delivery operations. Familiarity with GPS routing systems, electronic logging devices (ELDs), and basic vehicle maintenance is typically required. Strong time management, customer service, and problem-solving skills are essential for handling tight schedules and unexpected challenges. These abilities ensure reliable deliveries, customer satisfaction, and the safe, efficient operation of your business.

What are some common challenges faced by weekend box truck dedicated routes owner operators and how can they be managed?

Weekend Box Truck Dedicated Routes Owner Operators often encounter challenges such as tight delivery schedules, unpredictable traffic, and managing fatigue due to weekend work hours. To manage these, successful operators maintain strong organizational skills, plan routes proactively, and prioritize rest for safe driving. Effective communication with dispatchers and customers also helps address unexpected delays and ensures smooth operations. Building a reliable network for maintenance and support can further reduce downtime and keep deliveries on track.

What are the most commonly searched types of Box Truck Dedicated Routes Owner Operators jobs in Chicago, IL?

The most popular types of Box Truck Dedicated Routes Owner Operators jobs in Chicago, IL are:

Weekend Box Truck Dedicated Routes Owner Operators jobs near you

26ft Box Truck Owner-Operator

Arsen Trucking

Chicago, IL • Remote

$5.0K - $9.0K/wk

Contractor

Re-posted 13 days ago

Job description

Arsen Trucking LLC is onboarding reliable 26ft Box Truck Owner-Operators to haul consistent OTR freight across the United States. This is an independent contractor opportunity with weekly pay, full dispatch support, and no forced dispatch.
What We Offer:
  • 100% of the load rate — you keep everything.
  • Average gross: $5,000–$9,000 per week.
  • Weekly payouts (every Thursday).
  • Nationwide OTR freight (48 states).
  • 24/7 dispatch & full back-office support.
  • No hidden fees. No forced dispatch.

Responsibilities:
  • Safely operate a 26ft box truck on assigned routes.
  • Pick up and deliver freight on time.
  • Maintain communication with dispatch.
  • Ensure compliance with company and DOT standards.
Requirements:
  • 26ft box truck (commercial).
  • Minimum 1 year of driving experience.
  • Active MC authority & valid insurance.
  • Smartphone and reliable communication.

Call or text: 234-226-4553.