ZipRecruiter

Log In

1

Driver Supervisor Jobs in Chicago, IL (NOW HIRING)

Waste Connections

Driver Supervisor

Elk Grove Village, IL · On-site

$47K - $56K/yr

Complete quarterly performance reviews for all drivers * Other duties as assigned Qualifications: * Minimum 2 years of supervisory experience , preferably in waste management , logistics , or ...

DAIOHS U.S.A., INC.

Route Supervisor

Northbrook, IL · On-site

Ensure all Route Drivers are loaded and ready to start routes on time each morning. * Ensure ... This position supervises Route Drivers What's in it for me? - The Benefits * Monthly bonus ...

Transdev

Road Supervisor

Chicago, IL

Observe drivers on the road - correct safety problems on the scene while documenting violations ... Supervisory experience with hourly employees; 2-3 years transit supervisory experience preferred

Transdev

Road Supervisor

Chicago, IL · On-site

Observe drivers on the road - correct safety problems on the scene while documenting violations ... Supervisory experience with hourly employees; 2-3 years transit supervisory experience preferred

Gategroup

Transportation Supervisor

Schiller Park, IL · On-site

$66K/yr

The position is responsible for supervising employees (drivers and driver assistants) that coordinate services between the kitchen and drivers and controls activities on the dock. Annual Hiring ...

Gategroup

Transportation Supervisor

Schiller Park, IL · On-site

$60K/yr

The position is responsible for supervising employees (drivers and driver assistants) that coordinate services between the kitchen and drivers and controls activities on the dock. Annual Hiring Range ...

Gategroup

Transportation Supervisor

Schiller Park, IL · On-site

$66K/yr

The position is responsible for supervising employees (drivers and driver assistants) that coordinate services between the kitchen and drivers and controls activities on the dock. Annual Hiring ...

Gategroup

Transportation Supervisor

Schiller Park, IL · On-site

$66K/yr

The position is responsible for supervising employees (drivers and driver assistants) that coordinate services between the kitchen and drivers and controls activities on the dock. Annual Hiring Range ...

Gategroup

Transportation Supervisor

Schiller Park, IL · On-site

$60K/yr

The position is responsible for supervising employees (drivers and driver assistants) that coordinate services between the kitchen and drivers and controls activities on the dock. Annual Hiring Range ...

AGB

Fleet Supervisor

Chicago, IL · On-site

Supervises assigned fleet staff, provide coaching, recognition and discipline within approved ... Distributes the AGB Authorized Driver Agreement, obtaining and reviewing Motor Vehicle Abstract ...

Madison Apartment

Maintenance Supervisor

Geneva, IL · On-site

Position: Maintenance Supervisor We are looking for an experienced and dedicated Maintenance ... Valid drivers license required. * High School diploma or equivalent required. Why Madison Apartment ...

Madison Apartment

Maintenance Supervisor

Geneva, IL · On-site

Position: Maintenance Supervisor We are looking for an experienced and dedicated Maintenance ... Valid driver's license required. * High School diploma or equivalent required. Why Madison ...

next page

Showing results 1-20

All JobsDriver Supervisor JobsDriver Supervisor Jobs in Chicago, IL

Driver Supervisor information

See Chicago, IL salary details

$29.4K

$57.3K

$77.3K

How much do driver supervisor jobs pay per year?

As of Aug 27, 2026, the average yearly pay for driver supervisor in Chicago, IL is $57,298.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,400.00 and $59,200.00 per year, depending on experience, location, and employer.

What is a driver supervisor?

Driver Supervisors are professionals responsible for overseeing and managing a team of drivers within a company or organization. Their duties typically include scheduling routes, ensuring compliance with safety regulations, training drivers, monitoring performance, and handling any issues that arise during transport operations. They play a key role in ensuring that deliveries or transportation services run efficiently and safely. Driver Supervisors also act as a point of contact between drivers and management, helping to facilitate communication and resolve concerns.

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

To thrive as a Driver Supervisor, you need strong leadership abilities, knowledge of transportation regulations, and experience in logistics or fleet management, often supported by a relevant diploma or certification. Familiarity with route planning software, GPS tracking systems, and safety compliance tools is typically required. Excellent communication, problem-solving, and organizational skills help in managing drivers and resolving operational challenges. These skills are crucial for ensuring efficient fleet operations, regulatory compliance, and high service standards.

What are some common challenges driver supervisors face in managing their teams, and how can they overcome them?

Driver Supervisors often encounter challenges such as coordinating schedules to ensure adequate coverage, addressing performance issues, and maintaining clear communication across a diverse team. Balancing compliance with safety regulations while meeting delivery deadlines can also be demanding. Successful supervisors overcome these hurdles by fostering open communication, providing regular training, and using route planning software to optimize efficiency. Building strong relationships with drivers and offering constructive feedback helps in promoting a positive work environment and reducing turnover.

What is the difference between Driver Supervisor vs Driver Manager?

AspectDriver SupervisorDriver Manager
CredentialsDriver's license, relevant certificationsDriver's license, management certifications (optional)
Work EnvironmentOversees daily driver operations, on-site supervisionManages multiple teams, strategic planning
Employer & Industry UsageLogistics, transportation companiesLarge fleet operations, transportation firms
Search & Comparison IntentOperational oversight, driver supervisionTeam management, operational strategy

The main difference is that a Driver Supervisor focuses on daily driver oversight and operational tasks, while a Driver Manager handles broader team management and strategic planning within transportation companies.

How much do driver supervisors make?

Driver supervisors typically earn a median annual salary of around $50,000 to $70,000, depending on experience, location, and the size of the company. They often oversee driver operations, ensure safety compliance, and may require certifications or relevant driving experience.

What are popular job titles related to Driver Supervisor jobs in Chicago, IL?

For Driver Supervisor jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Driver Supervisor jobs in Chicago, IL look for?

The top searched job categories for Driver Supervisor jobs in Chicago, IL are:

Driver Supervisor jobs near you
Infographic showing various Driver Supervisor job openings in Chicago, IL 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 $57,343 per year, or $27.6 per hour.

Driver Supervisor

Waste Connections

Elk Grove Village, IL • On-site

$47K - $56K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 20 days ago

Waste Connections rating

7.4

Company rating: 7.4 out of 10

Based on 265 frontline employees who took The Breakroom Quiz

29th of 91 rated recycling and waste

Job description

Groot / Waste Connections is seeking a safety-focused Operations Supervisor to join our growing team in Elk Grove Village, IL. This is a fantastic opportunity for a natural leader with a background in logistics, transportation, or waste management operations who is ready to take the next step in their career.
In this role, you'll supervise garbage truck drivers, oversee daily route operations, manage dispatch, and drive safety performance. You'll also be mentored and trained for potential future leadership roles within our organization.
Key Responsibilities:
  • Supervise and support solid waste collection crews and route drivers
  • Assign daily work schedules and adjust routes and staffing as needed
  • Conduct safety audits, toolbox talks, and monthly safety meetings
  • Monitor service quality and perform field inspections
  • Investigate and resolve customer service issues related to waste collection
  • Oversee the Dispatch Department, ensuring smooth and efficient operations
  • Maintain up-to-date employee records and performance documentation
  • Administer progressive discipline as needed, in line with company policy
  • Complete quarterly performance reviews for all drivers
  • Other duties as assigned

Qualifications:
  • Minimum 2 years of supervisory experience, preferably in waste management, logistics, or transportation
  • CDL (Commercial Driver's License) preferred or willingness to obtain
  • Experience with route management, dispatch operations, or fleet supervision
  • Strong leadership, organizational, and problem-solving skills
  • Bachelor's degree preferred but not required
  • Willingness to relocate for promotion within the company (a plus)

Why Join Waste Connections?
  • Be part of a stable, recession-resistant industry
  • Access to growth and advancement opportunities across the U.S.
  • Competitive compensation and benefits package
  • Safety-first culture backed by a nationally recognized environmental services leader

Successful candidates are those who seek to thrive in an environment of operational excellence and accountability. We offer excellent Family benefits including: medical, dental, vision, flexible spending account, long term disability, life insurance, 401K retirement and unlimited opportunities to "Connect with Your Future"
Waste Connections is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to disability or protected veteran status
#ACOpsSup

What Waste Connections employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply