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Senior Windows Desktop Engineer Jobs in Chicago, IL

Ascend Technologies

Desktop Engineer

Chicago, IL · On-site +1

Desktop Engineer Location: Remote Exemption Status: Exempt PURPOSE: The Desktop Engineer is ... Strong background in Windows client operating systems, standard desktop applications (i.e. Office ...

Ascend Technologies

Desktop Engineer

Chicago, IL · Remote

Desktop Engineer Location: Remote Exemption Status: Exempt PURPOSE: The Desktop Engineer is ... Strong background in Windows client operating systems, standard desktop applications (i.e. Office ...

LRS

Sr. Desktop Engineer

Chicago, IL · Hybrid

$45 - $65/hr

LRS Consulting Services is seeking a Senior Desktop Engineer to join a collaborative, tight-knit IT operations team supporting a mid-sized, globally distributed organization. This role is responsible ...

US Bank

Senior Windows Endpoint Engineer

Chicago, IL · On-site

Bank is seeking a Senior Windows Endpoint Engineer to join the Windows Platform & Solutions Engineering team within Employee Technology Experience. This team is responsible for the enterprise ...

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Senior Windows Desktop Engineer information

See Chicago, IL salary details

$10

$46

$84

How much do senior windows desktop engineer jobs pay per hour?

As of Aug 23, 2026, the average hourly pay for senior windows desktop engineer in Chicago, IL is $46.56, according to ZipRecruiter salary data. Most workers in this role earn between $28.70 and $59.66 per hour, depending on experience, location, and employer.

What is a senior Windows desktop engineer?

Senior Windows Desktop Engineers are IT professionals responsible for designing, implementing, managing, and supporting Windows-based desktop environments within an organization. They ensure the stability, security, and optimal performance of desktop systems, often handling complex troubleshooting and advanced configuration tasks. These engineers also lead projects related to desktop deployment, upgrades, and automation, and may mentor junior staff. Their expertise is critical for maintaining productivity and security in workplaces that rely heavily on Windows operating systems.

How does a senior Windows desktop engineer typically collaborate with other IT teams within an organization?

A Senior Windows Desktop Engineer frequently works cross-functionally with network engineers, cybersecurity teams, and help desk staff to ensure seamless deployment, security, and support of Windows desktop environments. They often participate in project meetings, share technical insights, and coordinate rollouts or troubleshooting efforts. This level of collaboration helps maintain system stability, quickly resolve user issues, and implement best practices across the organization. Strong communication and teamwork skills are essential for success in this role.

What are the key skills and qualifications needed to thrive as a senior Windows desktop engineer, and why are they important?

To thrive as a Senior Windows Desktop Engineer, you need deep expertise in Windows operating systems, desktop management, troubleshooting, and a relevant degree or certifications such as Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with tools like Active Directory, SCCM, Intune, and scripting languages (PowerShell) is typically required. Strong problem-solving, communication, and project management abilities help you excel in collaborating with teams and supporting end-users. These skills ensure secure, efficient, and reliable desktop environments vital for organizational productivity.

What is the difference between Senior Windows Desktop Engineer vs Windows Desktop Support Specialist?

AspectSenior Windows Desktop EngineerWindows Desktop Support Specialist
CertificationsMCSE, MCSA, CompTIA A+CompTIA A+, HDI Support Center Analyst
Work EnvironmentDesigning, implementing, and maintaining desktop environments in enterprise settingsProviding technical support and troubleshooting for end-users
ResponsibilitiesAdvanced system configuration, deployment, and troubleshootingIssue resolution, user support, and basic desktop maintenance

The Senior Windows Desktop Engineer typically handles complex system configurations and enterprise deployments, requiring advanced certifications and technical expertise. In contrast, the Windows Desktop Support Specialist focuses on end-user support and troubleshooting. Both roles are essential in IT support hierarchies but differ in scope and complexity.

What are popular job titles related to Senior Windows Desktop Engineer jobs in Chicago, IL?

For Senior Windows Desktop Engineer jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Senior Windows Desktop Engineer jobs in Chicago, IL look for?

The top searched job categories for Senior Windows Desktop Engineer jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Senior Windows Desktop Engineer jobs?

Cities near Chicago, IL with the most Senior Windows Desktop Engineer job openings:

Senior Windows Desktop Engineer jobs near you

Senior Windows Engineer / Administrator, Financial or Trading Experience Required - Work From Home

Next Step Systems

Chicago, IL • On-site, Remote

Full-time

Medical, Retirement, PTO

Re-posted 18 days ago

Job description

Senior Windows Engineer / Administrator, Financial or Trading Experience Required - Work From Home
We are currently looking for a Senior Windows Engineer / Administrator for a great work from home opportunity. We are seeking a talented and self-motivated Senior Windows Administrator to join a growing IT team. This position is 100% Remote.
Senior Windows Engineer / Administrator Responsibilities:
- The Senior Windows Engineer / Administrator will be added to an existing IT team where they will interact with all IT functional areas (e.g. architecture, design, network engineering, Helpdesk/Desktop support, application development and support).
- The Senior Windows Administrator will be working in a dynamic, heterogeneous environment and must have an extensive technical background including experience in troubleshooting, monitoring, maintenance and networking.
Senior Windows Engineer / Administrator Qualifications:
- Bachelor's Degree from a 4-year university in computer science, information science or related technical field.
- Excellent written and verbal communication.
- Thorough knowledge (5+ years) of Windows architecture, deployment, administration, networking, performance monitoring/tuning, security hardening, troubleshooting and production operations.
- Thorough knowledge of Windows 7 and Windows 10 desktop operating systems.
- Highly organized, self-motivated, able to multi-task, able to work independently as well as a team player.
- Must be willing to work some weekend shifts in support of maintenance and participate in On-call for overnights, weekends and holidays on a rotational basis with openness to change duties.
- Must have operations experience in 24/7 environments.
- Must be knowledgeable about Active Directory and recent versions of Microsoft Exchange.
- Have familiarity with basic Linux commands and ability to assist in building and managing Linux systems.
- System configuration experience (SMS, Altiris, PowerShell).
- Experience supporting Citrix is a plus.
- System monitoring experience (SNMP, Dell Open Manage, etc.).
- Working knowledge of virtualization (Hyper-V, VmWare, etc.) is a plus.
- The ideal candidate will have worked within the financial industry with a robust background in Linux design, implementation and support.
- Must be highly self-motivated, excel at multitasking, and comfortable working in a demanding, state of the art trading environment.
- Employees must be legally authorized to work in the US.
- Work location in the US is generally flexible and subject to approval.
Benefits include medical insurance, retirement plan, PTO, etc. Salary: 80K+ DOE. Keywords: Chicago IL Jobs, Senior Windows Engineer Administrator, Senior Windows Administrator, Windows, Windows 7, Windows 10, Active Directory, Microsoft Exchange, Linux, SMS, Altiris, PowerShell, SNMP, Dell Open Manage, Hyper-V, VmWare, Trading, Financial, Remote, Work From Home, Chicago Recruiters, Information Technology Jobs, IT Jobs, Chicago Recruiting
Looking to hire for similar positions in Chicago, IL or in other cities? Our IT recruiting agencies and staffing companies can help.
We help companies that are looking to hire Senior Windows Engineers / Administrators for jobs in Chicago, 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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