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Help Desk System Administrator Jobs in Chicago, IL

DuPage County ROE

System Support Specialist

Wheaton, IL

$26.95 - $36.47/hr

... Help Desk System. 3. Manage service request assignments to resolve incidents in a timely manner. 4. Implement software and hardware solutions developed by System Engineers and System Administrators ...

Harris & Harris

Sr. System Administrator

Chicago, IL · On-site

$88.70K - $120.10K/yr

Responsible for Infrastructure Support Tickets and as an escalation resource for the Help Desk ... Minimum of three years' experience in a Systems Admin role encompassing the following: * Experience ...

HARRIS & HARRIS LTD

Sr. System Administrator

Chicago, IL · On-site

$100K - $120K/yr

Responsible for Infrastructure Support Tickets and as an escalation resource for the Help Desk ... Minimum of three years' experience in a Systems Admin role encompassing the following: * Experience ...

Family Express

Help Desk Associate

Valparaiso, IN · On-site

$16.25 - $22/hr

Administer help desk software * Redirect problems to appropriate resource * Identify and escalate ... Stay current with system information, changes and updates * Builds Relationships * Promotes Living ...

FAMILY EXPRESS CORPORATION

Help Desk Associate

Valparaiso, IN · On-site

$15.75 - $21.25/hr

Administer help desk software * Redirect problems to appropriate resource * Identify and escalate ... Stay current with system information, changes and updates * Builds Relationships * Promotes Living ...

Dickinson Wright

Help Desk

Chicago, IL · On-site

$20.50 - $27.75/hr

Help Desk Staff designated at Dickinson Wright PLLC ("the Firm") as Help Desk are responsible for ... Provide personal computer and operating system technical support to LAN/WAN/Remote user community;

Family Express Corporation

Help Desk Associate

Valparaiso, IN · On-site

$15.75 - $21.25/hr

Administer help desk software * Redirect problems to appropriate resource * Identify and escalate ... Stay current with system information, changes and updates * Builds Relationships * Promotes Living ...

Family Express Corporation

Help Desk Associate

Valparaiso, IN · On-site

$15.75 - $21.25/hr

Administer help desk software * Redirect problems to appropriate resource * Identify and escalate ... Stay current with system information, changes and updates * Builds Relationships * Promotes Living ...

Next Step Systems

Help Desk Technician

Chicago, IL · On-site

$20.50 - $27.75/hr

Help Desk Technician Responsibilities: - Be the primary person for various enterprise systems. - Image PCs utilizing a process built into firm image/application deployment solution. - Act as backup ...

Next Step Systems

Help Desk Analyst

Chicago, IL · On-site

$21 - $28.75/hr

Help Desk Analyst Responsibilities: - Be the primary person for various enterprise systems. - Image PCs utilizing a process built into company image/application deployment solution. - Act as backup ...

Next Step Systems LTD

Help Desk Analyst

Chicago, IL · On-site

$21.25 - $28.75/hr

Help Desk Analyst Responsibilities: - Be the primary person for various enterprise systems. - Image PCs utilizing a process built into company image/application deployment solution. - Act as backup ...

Next Step Systems LTD

Help Desk Technician

Chicago, IL · On-site

$20.50 - $27.75/hr

Help Desk Technician Responsibilities: - Be the primary person for various enterprise systems. - Image PCs utilizing a process built into firm image/application deployment solution. - Act as backup ...

Dickinson Wright PLLC

Help Desk

Chicago, IL

$50K - $60K/yr

Provide personal computer and operating system technical support to LAN/WAN/Remote user community ... Help Desk must: * Experience in troubleshooting Windows and Windows applications; * Experience in ...

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Help Desk System Administrator information

See Chicago, IL salary details

$35.5K

$57.6K

$78.8K

How much do help desk system administrator jobs pay per year?

As of May 28, 2026, the average yearly pay for help desk system administrator in Chicago, IL is $57,607.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,800.00 and $68,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Help Desk System Administrator, and why are they important?

To thrive as a Help Desk System Administrator, you need a solid understanding of operating systems, network troubleshooting, and user support, often backed by a degree in IT or related field and relevant certifications like CompTIA A+ or Microsoft Certified Solutions Associate (MCSA). Familiarity with ticketing systems, remote desktop tools, and system monitoring software is typically expected. Strong communication, problem-solving ability, and patience are crucial soft skills for effectively assisting users and resolving technical issues. These skills ensure timely issue resolution, maintain system reliability, and contribute to positive user experiences within the organization.

What are some common challenges faced by Help Desk System Administrators, and how can they be managed effectively?

Help Desk System Administrators often face challenges such as managing a high volume of support requests, troubleshooting diverse technical issues under time pressure, and balancing routine maintenance with urgent problem resolution. Effective time management, strong communication skills, and the ability to prioritize tasks are essential for success in this role. Building a solid knowledge base, collaborating closely with other IT team members, and staying updated on system updates can also help streamline workflows and reduce recurring issues.

What are Help Desk System Administrators?

Help Desk System Administrators are IT professionals who provide technical support and manage computer systems within an organization. They assist users by troubleshooting hardware and software issues, resolving network problems, and maintaining system security. These administrators often serve as the first point of contact for technical concerns, ensuring that all IT-related requests are addressed efficiently. In addition to support, they may also handle system updates, backups, and user account management to keep operations running smoothly.

What is the difference between Help Desk System Administrator vs Help Desk Technician?

AspectHelp Desk System AdministratorHelp Desk Technician
CertificationsCompTIA A+, Network+, Microsoft CertifiedCompTIA A+ or similar entry-level certifications
Work EnvironmentManage network systems, servers, and infrastructureAssist end-users with hardware/software issues
ResponsibilitiesMaintain and troubleshoot network/server systems, user accountsRespond to user tickets, resolve basic technical issues

The Help Desk System Administrator focuses on managing and maintaining network and server systems, requiring more advanced certifications and technical skills. In contrast, Help Desk Technicians primarily assist end-users with hardware and software problems, often with entry-level certifications. Both roles are essential in IT support but differ in scope and technical complexity.

What are popular job titles related to Help Desk System Administrator jobs in Chicago, IL? For Help Desk System Administrator jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Help Desk System Administrator jobs in Chicago, IL look for? The top searched job categories for Help Desk System Administrator jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Help Desk System Administrator jobs? Cities near Chicago, IL with the most Help Desk System Administrator job openings:
Help Desk System Administrator jobs near you
Infographic showing various Help Desk System Administrator job openings in Chicago, IL as of May 2026, with employment types broken down into 3% As Needed, 74% Full Time, 10% Part Time, and 13% Contract. Highlights an 28% Physical, 6% Hybrid, and 66% Remote job distribution, with an average salary of $57,607 per year, or $27.7 per hour.

Senior Help Desk Technician

Client First Inc

Lincolnwood, IL • On-site

$19 - $25.75/hr

Other

Medical, Retirement

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

THE COMPANY
ClientFirst is a management consulting firm specializing in providing optimal information technology guidance and support services, including strategy, management, planning, design, procurement, and implementation project management.
ClientFirst was recently profiled in CIO Review as one of the 20 most Promising Government Technology Consulting Service Providers .
CERTIFICATIONS
  • A+ certified or similar
  • Other certifications helpful, but not required
SKILLS & QUALITIES
  • Minimum 5 years help desk / Systems Administration experience
  • Must be an excellent verbal and written communicator
  • Must be a self-starter, highly motivated, and independent worker
  • Comfortable in a fast-paced environment, serving multiple clients each day
  • Windows Server 2003, 2008, 2012 administration
  • Basic LAN configuration
  • VMware or equivalent virtualization experience
  • Exchange 2007, 2010, 2013 experience
EXPERIENCE
  • Experience with local government, public safety, school districts, or other public entities helpful
RESPONSIBILITIES
  • Initial responsibility will be for desktop support and administration
  • Local area network and file server support for a variety of public and private sector clients
  • Support multiple clients on a regular basis
  • Administer changes and adjustments to systems, as needed
  • Recommend the purchase of new equipment
  • Assess system performance and recommend improvements
  • Assist with developing, implementing, and enforcing policies and procedures
  • Work with vendor representatives to identify and correct causes of hardware and software malfunctions and to perform enhancements
  • Respond to and resolve difficult inquiries and complaints
  • Provide emergency response to reduce downtime, correct errors, monitor vendor activity, diagnose system failures, and conduct off-hours scheduled and as needed maintenance
  • Assist in developing, planning, implementing, and administering goals, objectives, policies, and procedures
ADDITIONAL DETAILS
  • 401k
  • Medical Benefits
  • Cafeteria Benefits Plan
  • Please submit your minimum salary expectations for this position
  • We will consider a contract arrangement. Please indicate your preference when you apply.
  • Recruiters please do not contact this job poster
  • Please do not contact job poster about other services, products, or commercial interests
Job Type: Full-time
Required experience:
  • Help Desk: 5 years
Required license or certification:
  • A+ certified or similar

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