Technical Support Jobs in Chicago, IL

60,657 open positions · Updated daily

Looking for Technical Support jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Technical Support position in the Chicago, IL area.

Microsoft 365 System Administrator

Company:

Location: Lake Bluff, IL

Posted Feb 03, 2025

Cyber Systems Operations

Company:

Location: Mount Vernon, IL

Posted Feb 03, 2025

Cyber Systems Operations

Company:

Location: Marion, IL

Posted Feb 03, 2025

Cyber Systems Operations

Company:

Location: Minooka, IL

Posted Feb 03, 2025

Cyber Systems Operations

Company:

Location: Mount Vernon, IL

Posted Feb 03, 2025

Senior Database Administrator

Company:

Location: Mundelein, IL

Posted Feb 03, 2025

Human Resources Analyst

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Microsoft 365 System Administrator

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Software Development Team Lead - Java

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Human Resources Analyst

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

Java Full Stack

Company: Wipro

Location: Chicago, IL

Posted Feb 03, 2025

VP, Sales Operations

Company: IMO Health

Location: Chicago, IL

Posted Feb 03, 2025

IMO Health is looking for a VP Sales Operations to lead and optimize their sales strategy. The role involves partnering with sales leadership, CFO, and the executive team to develop and execute the annual sales plan. The ideal candidate should have strong analytical skills, expertise in CRM platforms, and experience in leading high-performing teams. They will be responsible for improving sales productivity, overseeing pipeline management, and developing sales enablement programs.

Frequently Asked Questions

What are the typical salary ranges for technical support roles at different seniority levels?
Entry‑level (Tier‑1) agents earn $45,000–$60,000 annually, mid‑level (Tier‑2) range is $60,000–$80,000, senior (Tier‑3 or Support Engineer) earns $80,000–$100,000+, and managers or directors can reach $110,000–$140,000 depending on location and industry.
Which skills and certifications are most valued in technical support today?
Hands‑on knowledge of Windows, macOS, Linux, and cloud platforms (AWS, Azure, GCP) is essential. Certifications like CompTIA A+, Network+, Security+, ITIL Foundation, Microsoft Certified: Modern Desktop Administrator, and Cisco CCNA boost employability. Proficiency with ITSM tools (ServiceNow, Jira Service Management, Zendesk), remote desktop solutions (TeamViewer, LogMeIn), and scripting (PowerShell, Bash) is highly sought.
How common is remote work in technical support positions?
Over 70% of tech support roles now offer fully remote or hybrid arrangements. Companies prioritize 24/7 coverage, so remote agents can log on from anywhere, provided they meet security compliance and have reliable broadband.
What career progression paths exist for technical support professionals?
Typical pathways start with Tier‑1 or Help Desk Analyst, advance to Tier‑2 or Support Engineer, move into Tier‑3 or Incident Response, and can lead to roles such as Solutions Architect, Technical Consultant, or Support Manager/Director. Continuous learning and certifications accelerate upward mobility.
What industry trends are shaping the future of technical support?
SaaS adoption, cloud migration, AI‑powered chatbots, and automated ticket routing are redefining support. Managed services and Remote Monitoring & Management (RMM) platforms drive demand for proactive monitoring, while cybersecurity threats push support teams to specialize in incident response and threat hunting.

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