Technical Support Jobs in Chicago, IL

60,659 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.

Human Resources Analyst

Company:

Location: Rolling Meadows, IL

Posted Jan 24, 2025

Microsoft 365 System Administrator

Company:

Location: Northbrook, IL

Posted Jan 24, 2025

Insurance Agent

Company: COUNTRY Financial

Location: Champaign, IL

Posted Jan 24, 2025

COUNTRY Financial is seeking insurance sales agents dedicated to building customer networks, finding prospects, and ensuring their financial security. The company offers competitive compensation, benefits, and comprehensive training. The ideal agent is proactive, transparent, and customer-focused, with the ability to educate and build trust. While not required, obtaining necessary insurance licenses is essential. COUNTRY Financial is a respected organization with a strong history, offering incredible training and the flexibility to balance work and personal life.

Human Resources Analyst

Company:

Location: Mundelein, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking a Human Resources Analyst with analytical skills and a passion for problem-solving. The role involves examining HR data for workforce planning, recruitment, and retention. The analyst will also develop and modify tools, collaborate with business teams, and review HR system transactions. Minimum requirements include a Bachelor's degree, 2+ years of Analyst experience, and proficiency in Microsoft Word and Excel. Benefits include comprehensive insurance, a 401(k) plan, bonus programs, paid time off, and employee perks like an on-site café and fitness center.

IT Infrastructure Architect

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering a position for an IT Infrastructure Architect with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree, 8+ years of experience with VMware, SAN, Windows, and Citrix, and excellent communication skills. Benefits include comprehensive insurance coverage, a 401(k) plan with employer match, multiple bonus programs, and various perks like an on-site café and fitness center.

IT Infrastructure Architect

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering an IT Infrastructure Architect position with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree, 8+ years of experience with VMware, SAN, Windows, and Citrix, and excellent communication skills. Benefits include comprehensive insurance coverage, a 401(k) with employer match, multiple bonus programs, and employee perks like an on-site café and fitness center.

Member Assist Cart Attendant

Company: Walmart

Location: Addison, IL

Posted Jan 24, 2025

IT Infrastructure Architect

Company:

Location: Lake Bluff, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering an IT Infrastructure Architect position with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree and 8+ years of experience with VMware, SAN, Windows, and Citrix. Benefits include comprehensive insurance coverage, a 401(k) plan with employer match, multiple bonus programs, and employee perks like an on-site café and fitness center.

Business Development Manager (HC)

Company: Addison Group

Location: Chicago, IL

Posted Jan 24, 2025

Addison Group, a rapidly growing private staffing firm, is seeking a Business Development Manager (BDM). The BDM's role involves prospecting new clients, developing marketing plans, and maintaining client relationships. Key responsibilities include identifying business deals, scheduling client meetings, negotiating fees, and representing the company professionally. The ideal candidate should have a four-year degree, strong communication skills, and a competitive spirit. Addison Group offers a fun learning environment, flexible PTO, healthcare benefits, and opportunities for growth through its Learning & Development department and Onboarding Accelerator/Mentorship program.

Insurance Agent

Company: COUNTRY Financial

Location: DeKalb, IL

Posted Jan 24, 2025

COUNTRY Financial is seeking insurance sales agents dedicated to building customer networks, finding prospects, and ensuring their financial security. The company offers competitive compensation, benefits, and comprehensive training. The ideal agent is proactive, transparent, and customer-focused, with the ability to educate and build trust. While not required, obtaining necessary insurance licenses is essential. COUNTRY Financial is a respected, growing organization committed to customer service and diversity.

Human Resources Analyst

Company:

Location: Chicago, IL

Posted Jan 24, 2025

Software Development Team Lead - Java

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking a Software Development Team Lead with 8+ years of experience in Java, Angular, or JavaScript. The role involves leading a team of 3-5 developers, guiding them in designing and developing complex applications. The position offers comprehensive benefits including health insurance, 401(k) with 6% employer match, multiple bonus programs, paid holidays, generous paid time off, and a Tuition Assistance Program. Uline provides on-site amenities like a café, fitness center, and walking trails. The company is North America's leading distributor of shipping, industrial, and packaging materials with over 9,000 employees.

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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