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Weekend Route Operations Supervisor Jobs in Chicago, IL

The Operations Supervisor is a critical execution leader within the service center, ensuring daily ... Ensure freight is processed accurately with proper routing, documentation, and data entry

The Operations Supervisor is a critical execution leader within the service center, ensuring daily ... Ensure freight is processed accurately with proper routing, documentation, and data entry

The Operations Supervisor is a critical execution leader within the service center, ensuring daily ... Ensure freight is processed accurately with proper routing, documentation, and data entry

The Operations Supervisor is a critical execution leader within the service center, ensuring daily ... Ensure freight is processed accurately with proper routing, documentation, and data entry

Must be flexible, work schedule includes nights, weekends, and holidays. * Assumes duties delegated by the Aviation Operations Supervisor. Position Accountability / Scope The Aviation Operations ...

Must be flexible, work schedule includes nights, weekends, and holidays. * Assumes duties delegated by the Aviation Operations Supervisor. Position Accountability / Scope The Aviation Operations ...

Operations supervisors are responsible for the day-to-day manufacturing operations in assigned ... Must be able to work any shift, weekends and overtime as needed. Excellent interpersonal and ...

Warehouse Supervisor

Matteson, IL · On-site

$28 - $33/hr

The Warehouse Supervisor will own the performance of an assigned shift or functional area, working ... operation for extended periods. • Ability to support various shifts, overtime, weekends, or peak ...

Route Driver (CDL A)

Portage, IN · On-site

$23 - $26/hr

Safe operation of company vehicles, including pre and post route inspections. Maintain DOT ... Be able to follow directions given by their supervisor or manager. * Follow all company policies ...

New

Dispatcher

Chicago, IL · On-site

$20.81/hr

Responsibilities MV Transportation is seeking a Dispatcher who works to direct the day-to-day route operations and report to the Dispatch Supervisors. This work is done in compliance with the ...

Showing results 41-60

Weekend Route Operations Supervisor information

See Chicago, IL salary details

$26.8K

$53K

$84.5K

How much do weekend route operations supervisor jobs pay per year?

As of Aug 12, 2026, the average yearly pay for weekend route operations supervisor in Chicago, IL is $53,015.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,700.00 and $60,800.00 per year, depending on experience, location, and employer.
What are the most commonly searched types of Route Operations Supervisor jobs in Chicago, IL? The most popular types of Route Operations Supervisor jobs in Chicago, IL are:

Supervisor, Operations

Roadrunner

Bolingbrook, IL

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 7 days ago


Roadrunner Freight rating

6.7

Company rating: 6.7 out of 10

Based on 11 frontline employees who took The Breakroom Quiz


Job description

The Operations Supervisor is a critical execution leader within the service center, ensuring daily dock, freight, and operational activities run with precision, safety, and financial discipline. This role exists to translate network strategy into real-world execution-balancing throughput, cost control, service quality, and compliance in a fast-paced LTL environment.
As Roadrunner continues to scale its Smart Network, this position plays a key role in protecting shipment integrity, optimizing load flow, and maintaining operational consistency across linehaul and local delivery functions. Success in this role means running a clean, compliant, and high-performing dock, delivering reliable service outcomes, and contributing directly to terminal profitability and network efficiency.What you'll do1. Execute dock and terminal operations with precision
  • Oversee daily dock operations including load planning, freight handling, and linehaul coordination
  • Ensure freight is processed accurately with proper routing, documentation, and data entry
  • Maintain high standards for load quality, minimizing damages, OS&D incidents, and rehandling
  • Step into operational roles-including forklift operations-when needed to maintain continuity
2. Optimize service center performance and cost control
  • Monitor daily operating costs and identify opportunities to improve efficiency and margin performance
  • Support budget attainment through effective labor utilization, contractor coordination, and workflow management
  • Ensure billing, rating, payroll, and administrative processes are completed accurately and on time
3. Drive safety, compliance, and risk management
  • Maintain a safe and compliant work environment aligned with DOT, OSHA, and hazardous materials standards
  • Support contractor compliance including equipment standards, qualification requirements, and operational procedures
  • Enforce freight security protocols and ensure adherence to company and regulatory policies
4. Lead and develop frontline teams
  • Supervise, coach, and direct service center personnel with clear expectations and accountability
  • Provide real-time feedback, performance management, and development support
  • Foster a culture of ownership, teamwork, and operational excellence through visible leadership
5. Coordinate across network stakeholders
  • Partner with linehaul contractors, drivers, and internal teams to ensure seamless freight movement
  • Communicate effectively with corporate teams, customers, and external partners
  • Resolve operational issues quickly, applying sound judgment in dynamic, variable conditions
What you bring
  • Bachelor's degree or 1-2 years of relevant operations or logistics experience (or equivalent combination)
  • Experience in transportation, LTL, warehouse, or service center operations preferred
  • Demonstrated ability to supervise, train, and evaluate team members
  • Strong working knowledge of safety protocols, compliance standards, and hazardous materials handling (Hazmat certification preferred)
  • Forklift certification (or ability to obtain)
  • Solid analytical and mathematical skills with the ability to interpret operational and financial data
  • Proficiency in PC applications (email, spreadsheets, database systems); AS/400 experience preferred
  • Effective written and verbal communication skills with the ability to engage across all levels of the organization
  • Proven ability to prioritize, delegate, and manage multiple tasks in a fast-paced environment
  • Strong problem-solving capability in situations with limited standardization
How you operate
  • You think in systems, not tasks-understanding how decisions impact network performance
  • You own outcomes, not activity-delivering measurable results under pressure
  • You move decisively while maintaining control and operational discipline
  • You lead from the front-modeling accountability, work ethic, and safety standards
  • You communicate clearly-ensuring alignment across teams, contractors, and stakeholders
  • You balance speed and accuracy-protecting both service and profitability
  • You adapt quickly-navigating ambiguity and shifting priorities with confidence
About Roadrunner

We're not just moving freight; we're reimagining long-haul shipping. Our Smart Network offers more direct long-haul metro-to-metro routes than any other nationwide LTL carrier in the United States, with service extending into Canada and Mexico and terminals across 40+ metro markets. Powered by AI and machine learning, our operations platform ensures real-time tracking, custodial control, and full shipment visibility. With driver teams executing over-the-road (OTR) moves - and no freight moving on rail - customers experience industry-leading transit times, minimal rehandling, and dramatically reduced risk of loss or damage.

Our 900+ owner-operators benefit from scheduled freight, fewer touches by design, consistent long-haul density, and a differentiated metro-to-metro model that creates predictable earning opportunities.

This precision and performance have earned Roadrunner national recognition by over 3,000 shippers, and was ranked this year #1 in Operations, #1 in Technology, and #1 in Value in the Quest for Quality Awards, as well as honors as a Top 100 Trucking Company by Inbound Logistics and a Top Tier Service Carrier by Mastio.

We're growing fast. Roadrunner is building something special with great people, a winning culture and a differentiated service offering in the marketplace. Join us today to grow your career!

We Run Safe. We Run Smart. We Run Together.

Compensation & Setup
  • Pay: $60,000 - $65,000 base salary
  • Location: Onsite - Chicago, IL
  • Shift Start Time: First Shift: 3 am, Second Shift: 11:00 am, or Third Shift: 7:00 pm.
  • Benefits: Full benefits package including medical, dental, vision, 401(k), and paid time off
Physical Demands and Work Environment

The physical demands and work environment described here are representative of those an employee encounters while performing the essential functions of this position. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions.

Physical Demands
  • Heavy physical activity performing strenuous daily activities of a primarily productive/technical nature.
  • While performing the duties of the job, the employee is regularly required to sit, stand, walk, stoop, kneel, crouch, crawl, climb, balance, reach/handle items, work with fingers, have color vision, peripheral vision, depth perception and talk and hear others in conversations via the phone or in person.
  • The employee is occasionally subjected to odors from the dock area and lifts objects up to 100 lb.
Work Environment
  • The noise level is loud based on multiple printers and forklifts running outside of the door.
  • Work in outdoors and indoors shop environment with adequate ventilation.
  • Might be required to occasionally work in wet or humid conditions (non-weather), near fumes or airborne particles, moving mechanical parts, toxic or caustic chemicals, vibrations, and outdoor weather conditions.
  • The above statements reflect the general details necessary to describe the principal functions of the position and are not intended to be all inclusive.
  • The position and any of the requirements listed above are subject to change at any time according to the changing needs of the company.

* The above statements reflect the general details necessary to describe the principal functions of the position and are not intended to be all inclusive. The position and any of the requirements listed above are subject to change at any time according to the changing needs of the company.

* Roadrunner is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind.

* We will not accept unsolicited candidates from external recruiters or recruiting agencies. Thank you!

#LI-OnsiteChicago, IL


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