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Help Desk Training Jobs in Chicago, IL (NOW HIRING)

Help Desk Technician

Chicago, IL ยท On-site

$20.50 - $27.75/hr

  • Medical

  • Retirement

  • PTO

Help Desk Technician, Oak Brook, IL Summary: This is a full time permanent Help Desk Technician ... end user training, and perform routine administrative functions including new user account ...

We're looking for a Help Desk Manager to lead a high-performing support team and drive the delivery ... training, licensure and certifications, and other business and organizational needs. It is not ...

Help Desk Manager

Lake Forest, IL ยท Hybrid

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

We're looking for a Help Desk Manager to lead a high-performing support team and drive the delivery ... training, licensure and certifications, and other business and organizational needs. It is not ...

Help Desk Manager

Lake Forest, IL ยท On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

We're looking for a Help Desk Manager to lead a high-performing support team and drive the delivery ... training, licensure and certifications, and other business and organizational needs. It is not ...

Help Desk Manager

Lake Forest, IL ยท On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

We're looking for a Help Desk Manager to lead a high-performing support team and drive the delivery ... training, licensure and certifications, and other business and organizational needs. It is not ...

Help Desk Specialist

Downers Grove, IL ยท On-site

$40K - $45K/yr

We are seeking a Help Desk Specialist to be the front-line support position dedicated to the quick ... and training. Tusker makes hiring decisions based solely on qualifications, merit, and business ...

Assistant Manager Help Desk

Chicago, IL ยท On-site

  • Medical

  • Dental

  • Retirement

  • PTO

Serve as an escalation point for the help desk team * Single point of contact for all incident ... training and mentoring * Share data insights on a monthly basis with IT leadership * Manage the ...

Help Desk Analyst

Schaumburg, IL ยท On-site

$45K/yr

Facilitate IT onboarding process by training new employees on provisioned hardware * Support users ... The Help Desk Analyst will support NDS at their Schaumburg HQ by providing support to include ...

HELP DESK TECHNICIAN - TIER I

Lombard, IL ยท On-site

$20 - $21/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Creating manuals for technical training * Using feedback from customers to improve problem-solving ... At least two years of experience as a Help Desk Technician and/or experience in call centers ...

IT Help Desk Supervisor

Glenview, IL ยท Hybrid

$93K - $123K/yr

  • PTO

Purpose of the Role The Help Desk Supervisor is a hybrid player-coach responsible for leading the ... training, key skills, as well as market and business considerations. In addition, our benefits ...

Help Desk Technician (Tier 1-2)

Lisle, IL ยท On-site

$65K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... a Help Desk Technician (Tier 1-2) for our OpCo, Network IT Easy , in Lisle, Illinois. This ... the training period (on-site required during the training period, approximately 45 days)

Help Desk Technician

Vernon Hills, IL ยท On-site

$19.50 - $26.25/hr

Field Troubleshoot, Repair, Training, and Process support of Company Surface Mount Automation equipment. Field Custom Modification & Retrofit of Company Automation equipment. Customer Management ...

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Help Desk Training information

See Chicago, IL salary details

$13

$23

$34

How much do help desk training jobs pay per hour?

As of Aug 16, 2026, the average hourly pay for help desk training in Chicago, IL is $23.85, according to ZipRecruiter salary data. Most workers in this role earn between $19.81 and $26.73 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in help desk training, and why are they important?

To thrive in Help Desk Training, you need a solid understanding of IT fundamentals, troubleshooting techniques, and often a relevant certification such as CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with ticketing systems like ServiceNow or Zendesk, as well as remote support tools, is typically required. Strong communication, patience, and problem-solving abilities are crucial soft skills for effectively assisting and instructing users. These skills and qualifications are vital to ensure efficient issue resolution, high customer satisfaction, and the smooth operation of IT support processes.

What are some typical challenges faced by professionals in help desk training roles, and how can they be overcome?

Professionals in Help Desk Training roles often face challenges such as addressing varying skill levels among trainees and keeping training materials up-to-date with rapidly evolving technology. To overcome these obstacles, it's important to tailor training sessions to accommodate different learning styles and regularly review and revise content to reflect the latest systems and software. Additionally, effective communication and feedback mechanisms help trainers identify knowledge gaps and improve future sessions. Collaborating closely with IT support teams ensures training remains relevant and practical.

What is the difference between Help Desk Training vs Technical Support Specialist?

AspectHelp Desk TrainingTechnical Support Specialist
CredentialsOften requires certifications like CompTIA A+ or ITILTypically requires similar certifications, plus specialized knowledge
Work EnvironmentTraining sessions, workshops, online coursesCustomer support centers, remote troubleshooting, on-site support
Industry UsageUsed to prepare individuals for help desk rolesPerforms help desk functions in various industries

Help Desk Training focuses on educating individuals to perform help desk roles, emphasizing skills and certifications. In contrast, a Technical Support Specialist actively provides technical assistance to users, applying those skills in real-world scenarios. Both roles overlap in credentials and work environments, but Help Desk Training is more about preparation, while Technical Support Specialists are the practitioners.

What is help desk training?

Help Desk Training refers to the education and preparation provided to individuals who support users with technical issues, such as computer problems or software questions. This training typically covers troubleshooting techniques, customer service skills, and knowledge of the organization's IT systems. The goal is to equip help desk staff with the skills they need to resolve user problems efficiently and professionally. Training may include hands-on exercises, simulations, and instruction on using ticketing systems and communication tools.

What are popular job titles related to Help Desk Training jobs in Chicago, IL?

For Help Desk Training jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Help Desk Training jobs in Chicago, IL look for?

The top searched job categories for Help Desk Training jobs in Chicago, IL are:

Infographic showing various Help Desk Training job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 80% Full Time, 17% Part Time, and 2% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $49,605 per year, or $23.8 per hour.

Help Desk Technician

Next Step Systems

Chicago, IL โ€ข On-site

$20.50 - $27.75/hr

Full-time

Medical, Retirement, PTO

Re-posted 10 days ago


Job description

Help Desk Technician, Oak Brook, IL
Summary:
This is a full time permanent Help Desk Technician position. We are looking for well-rounded technologists with experience working with small and mid-sized businesses preferably. A diverse technical skill set is key, along with stellar client service skills, excellent written/verbal communication skills, high energy level and dynamic personality. Must own a reliable car with insurance to travel to client sites 50% of the time downtown and throughout the Chicago area and suburbs when necessary. Position will be a combination of remote and on-site support.
Responsibilities:
- Manage a client base and support small homogeneous local area networks (LANs).
- Provide first tier support and troubleshooting of user endpoint issues, provide end user training, and perform routine administrative functions including new user account provisioning, password reset requests, workstation migrations, and hardware support tasks.
- Design and implement IT solutions for client base.
- Monitor client systems performance and reliability.
Qualifications:
- 3+ years of information technology experience.
- Experience working directly with end-users.
- Windows Desktop experience.
- Ability to perform basic support tasks for small homogeneous local area networks (LANs).
- Familiarity with the configuration and operation of desktop computers on LANs including the installation and configuration of common software applications such as Microsoft Office, SQL, Anti-Virus, and backup software.
- Familiarity with the setup of basic Internet connections, and the administration requirements of small offices.
- Excellent written and verbal communication skills with the ability to provide a high level of customer service.
- Excellent problem solving skills.
- Maybe must have reliable transportation (car) to go to Chicago area clients when needed.
Benefits include medical insurance, retirement plan, PTO, etc. Salary: 80K+ DOE. Keywords: Oak Brook IL Jobs, Help Desk Technician, Windows, Desktop Support, LAN, MS Office, SQL, Anti-Virus, Backup Software, Network, Networking, Illinois Recruiters, IT Jobs, Illinois Recruiting
Looking to hire for similar positions in Oak Brook, IL or in other cities? Our IT recruiting agencies and staffing companies can help.
We help companies that are looking to hire Help Desk Technicians for jobs Oak Brook, Illinois and in other cities too. Please contact our IT recruiting agencies and IT staffing companies today! Phone 630-428-0600 ext. 11 or email us at jobs@nextstepsystems.com. Click here to submit your resume for this job and others.
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