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Windows Systems Engineer Jobs in Chicago, IL (NOW HIRING)

Northwestern University

Systems Engineer

Evanston, IL · On-site

$79/hr

... Engineer to support the design, implementation, and maintenance of multi-tier enterprise ... The ideal candidate has foundational experience with Linux and Windows systems, an understanding of ...

New

Infobahn SoftWorld Inc

Systems Engineer

Elgin, IL · On-site

Windows and Google programs preferable Required Experience Level: Entry Level Work Environment: Office and programming on a showroom floor Key Contributions (First 90-120 Days): Learning system ...

Robert Half

Systems Engineer

Deer Park, IL · On-site

$45 - $55/hr

We are looking for an experienced Systems Engineer to support enterprise infrastructure initiatives ... Lead large-scale Windows server migration efforts, including transitions from VMware environments ...

1872 Consulting

Systems Engineer

Chicago, IL · On-site

Job Summary : 1872 Consulting is seeking a Senior Systems Engineer to oversee the migration from an on-prem Windows Server/VMWare environment to a cloud environment (Azure). The role involves ...

TEKsystems

Field Systems Engineer

Chicago, IL · On-site

$50 - $52.50/hr

Windows Server and Hypervisor experience (VMware, Hyper-V, or similar virtualization platforms ... The field engineer acts as a generalist across servers, virtualization, operating systems ...

Humana

Senior Systems Engineer

Chicago, IL · On-site +1

$107K - $147K/yr

The Senior Systems Engineer operates with a high degree of independence, providing technical ... Design, implement, and maintain Windows and Linux server infrastructure. * Administer ...

Humana

Senior Systems Engineer

Chicago, IL · On-site +1

$107K - $147K/yr

The Senior Systems Engineer operates with a high degree of independence, providing technical ... Design, implement, and maintain Windows and Linux server infrastructure. * Administer ...

359557 Trivail LLC

Senior Systems Engineer

Chicago, IL · On-site

$75K - $90K/yr

Advanced technical knowledge of Windows Server 2012 R2 through Server 2022 * Advanced technical ... Proven experience in systems engineering with a strong focus on system architecture design.

Cyber Advisors

Systems Engineer

Schaumburg, IL · On-site

$65K - $80K/yr

Cyber Advisors (CA) based in Schaumburg, is looking for an experienced Systems Engineer. CA is a ... Broad knowledge of Windows Server, Active Directory, and Exchange * Broad knowledge of Windows ...

Cyber Advisors

Systems Engineer

Schaumburg, IL · Hybrid

$65K - $80K/yr

Cyber Advisors (CA) based in Schaumburg, is looking for an experienced Systems Engineer. CA is a ... Broad knowledge of Windows Server, Active Directory, and Exchange * Broad knowledge of Windows ...

Cyber Advisors

Systems Engineer

Schaumburg, IL · On-site

$85 - $115/hr

Cyber Advisors (CA) based in Schaumburg, is looking for an experienced Systems Engineer. CA is a ... Broad knowledge of Windows Server, Active Directory, and Exchange * Broad knowledge of Windows ...

Cyber Advisors

Systems Engineer

Schaumburg, IL · On-site

$65K - $80K/yr

Cyber Advisors (CA) based in Schaumburg, is looking for an experienced Systems Engineer. CA is a ... Broad knowledge of Windows Server, Active Directory, and Exchange * Broad knowledge of Windows ...

Motorola

Sr. Systems Engineer

Schaumburg, IL · On-site

$90K - $100K/yr

We are seeking a Sr. Systems Engineer to serve as a high-level technical escalation point for our ... Operating Systems expertise in installing, configuring, and troubleshooting Windows Server 2008 ...

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Windows Systems Engineer information

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How much do windows systems engineer jobs pay per hour?

As of Sep 7, 2026, the average hourly pay for windows systems engineer in Chicago, IL is $52.89, according to ZipRecruiter salary data. Most workers in this role earn between $41.83 and $63.41 per hour, depending on experience, location, and employer.

What is a Windows systems engineer?

A Windows Systems Engineer is responsible for designing, implementing, managing, and maintaining Windows-based infrastructure in an organization. They ensure system stability, security, and performance by configuring servers, managing updates, and troubleshooting issues. Their role often includes automation, scripting, and working with Active Directory, Group Policy, and virtualization technologies. Additionally, they collaborate with IT teams to optimize system efficiency and provide technical support.

What does a Windows systems engineer do?

Windows Systems Engineers are responsible for managing, monitoring, and maintaining Windows server environments, including performing routine updates, applying security patches, and troubleshooting system issues. Their day often involves configuring user access, managing Active Directory objects, scripting automation tasks, and responding to technical support requests. They also collaborate closely with network engineers, security specialists, and helpdesk teams to ensure system reliability and resolve incidents efficiently. This mix of proactive and reactive work provides variety and the opportunity to build both technical depth and teamwork skills.

What skills and qualifications are needed to be a Windows systems engineer?

A Windows Systems Engineer should have deep knowledge of Windows Server environments, networking principles, and scripting or automation, usually supported by a relevant degree and experience in IT infrastructure roles. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and certifications like Microsoft Certified: Windows Server or Azure Administrator is highly valued. Strong troubleshooting, analytical thinking, and communication skills are essential for collaborating with technical teams and supporting end-users. These capabilities ensure stable, secure, and efficient IT systems, critical to business operations.

What are the most commonly searched types of Windows Systems Engineer jobs in Chicago, IL?

The most popular types of Windows Systems Engineer jobs in Chicago, IL are:

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

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

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Windows Systems Engineer jobs near you
Infographic showing various Windows Systems Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 72% Full Time, and 28% Contract. Highlights an 67% In-person, and 33% Hybrid job distribution, with an average salary of $110,011 per year, or $52.9 per hour.

Windows System Engineer.

Data Bridge Consultants

Chicago, IL • On-site

Full-time

Medical, Dental, Life, Retirement

Re-posted 23 days ago

Job description

Our client, one of the largest provider of independent stock, Mutual fund and ETF research in the US, is in need of Windows System Engineer.

Employment Type: Full-Time

Execute enterprise-wide Windows infrastructure engineering tasks and provide support for enterprise systems and services on the Microsoft Windows Server platform, including but not limited to Active Directory, Hyper-V, MS Storage Space, SQL Server in either local or cloud/hosted environments.

Responsibilities

• Manage and monitor all installed systems and infrastructure.

• Install, configure, test and maintain operating systems, application software and system management tools.

• Among your responsibilities will be the installation and configuration of storage, servers, Microsoft servers (Cluster Services, File Services, Active Directory Services, Certificate Authority services), Virtual Infrastructure (Hyper-V), IIS, MS SQL and backup system.

• Proactively ensure the highest levels of systems and infrastructure availability.

• Monitor and test application performance for potential bottlenecks, identify possible solutions, and work with developers to implement those fixes.

• Maintain security, backup, and redundancy strategies.

• Write and maintain custom scripts to increase system efficiency and lower the human intervention time on any tasks.

• Participate in the design of information and operational support systems.

• Provide 2nd and 3rd level support.

• Liaise and collaborate with vendors and Zacks personnel for problem resolution, decision making, knowledge sharing.

Requirements

• Minimum 3+ years Windows support experience, 7, 8, 10, and Microsoft Server (all).

• Windows server expertise.

• Familiar with WAN/LAN technologies.

• Understanding of the OSI model.

• Virtualization - MS Hyper-V.

• Strong understanding of Internet protocols including HTTP(S), SSL, TCP, IP.

• MS IIS administration and configuration.

• MS Active Directory.

• MS Storage Space.

• DNS and DHCP.

• SSL certificates and PKI.

• Familiar with ITIL framework.

• Strong PowerShell experience.

• Information Security experience a plus Other Qualifications.

• Excellent attention to detail.