ZipRecruiter

Log In

1

Contract Windows Deployment Jobs in Chicago, IL (NOW HIRING)

SDI Presence

Desktop Support Specialist

Chicago, IL · On-site

Knowledge of PC imaging and cloning technology (Windows Deployment Services, SCCM OSD, Macrium ... contract between SDI Presence and the recruitment agency or party requesting payment of a fee.

TEKsystems

Field Systems Engineer

Chicago, IL · On-site

$50 - $52.50/hr

... across the country for deployment activities** Top Skills: * Windows Server and Hypervisor ... This is a Contract position based out of Chicago, IL. Pay and Benefits The pay range for this ...

TEKsystems

Field Engineer

Chicago, IL · On-site

$50 - $52.50/hr

Windows Server and Hypervisor experience (VMware, Hyper-V, or similar virtualization platforms ... deployment backgrounds Job Type & Location This is a Contract position based out of Chicago, IL.

TekWissen

Build Engineer

Chicago, IL · On-site

Company Description Build Engineer Chicago IL 6+ months contract Duties and Responsibilities • ... Net Build engineer will develop improvements to the build, installation and deployment processes ...

Robert Half

Systems Engineer

Deer Park, IL · On-site

$45 - $55/hr

... Contract opportunity is ideal for a detail-oriented candidate who can manage large Windows-based ... Support deployment, installation, and expansion activities within the data center while helping ...

New

Prolim Global

Desktop Support Specialist

Chicago, IL · On-site

Contract Experience Required: 2-4 Years Job Summary : We are seeking a skilled Desktop Support ... Windows Autopilot . * Experience with Tanium for endpoint management and software deployment.

TEKsystems

Systems Engineer - Traveling

Chicago, IL · On-site

$50 - $60/hr

Windows Server 2022 administration and operating system deployment/image management * Experience ... This is a Contract position based out of Chicago, IL. Pay and Benefits The pay range for this ...

BlupaceUS LLC

Be Seen First

Level 2 Field Support Engineer

Chicago, IL · On-site

$25 - $26/hr

Contract We are looking for an experienced Level 2 Field Support Engineer to provide hands-on ... Windows & macOS Support * Dell & HP Hardware Troubleshooting * PC Hardware & Software Support ...

New

AA2IT

Operations Analyst

Chicago, IL · On-site

... TOP 2: Windows users support communication skills Contract to hire: Conversion; 55k a year ... deployment, testing, scheduling... Function as liaison between the client and 3PT vendors. Manage ...

AA2IT

Operations Analyst

Chicago, IL · On-site

... TOP 2: Windows users support communication skills Contract to hire: Conversion; 55k a year ... deployment, testing, scheduling... Function as liaison between the client and 3PT vendors. Manage ...

Robert Half

Help Desk Technician

Inverness, IL · On-site

$18.62 - $21.25/hr

... Windows-based environment for a small user group in Illinois. This contract opportunity with ... The role focuses on maintaining reliable end-user technology, supporting laptop deployments, and ...

next page

Showing results 1-20

All JobsContract Windows Deployment JobsContract Windows Deployment Jobs in Chicago, IL

Contract Windows Deployment information

See Chicago, IL salary details

$23

$32

$46

How much do contract windows deployment jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for contract windows deployment in Chicago, IL is $32.69, according to ZipRecruiter salary data. Most workers in this role earn between $25.00 and $43.32 per hour, depending on experience, location, and employer.

What is the difference between Contract Windows Deployment vs Contract Network Technician?

AspectContract Windows DeploymentContract Network Technician
CertificationsMicrosoft Certified: Windows Client or ServerCompTIA Network+, Cisco CCNA
Work EnvironmentIT departments, client sites, data centersNetwork infrastructure, data centers, client sites
Employer & Industry UsageTech companies, large enterprises, governmentTelecom, ISPs, large organizations
Common Search & ComparisonYesNo

Contract Windows Deployment specialists focus on installing, configuring, and deploying Windows operating systems across devices, often in large-scale environments. Contract Network Technicians handle network setup, troubleshooting, and maintenance. While both roles require technical certifications and work in similar environments, their core responsibilities differ, making them distinct career paths within IT.

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

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

What are popular job titles related to Contract Windows Deployment jobs in Chicago, IL?

For Contract Windows Deployment jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Contract Windows Deployment jobs in Chicago, IL look for?

The top searched job categories for Contract Windows Deployment jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Contract Windows Deployment jobs?

Cities near Chicago, IL with the most Contract Windows Deployment job openings:

Contract Windows Deployment jobs near you

System and Network Administrator II with Security Clearance

Mission Services LLC (MSI)

Chicago, IL • On-site

Other

Posted 25 days ago

Job description

This is a mid-level position. The SA shall have relevant work experience in Systems/Equipment installation, administration, configuration, implementation, maintenance, and validation of installation of components: Components include, but are not limited to: • The ability to create, configure, maintain, and troubleshoot virtual machines, preferably using Microsoft Hyper-V. • Know how to manage, configure, maintain, and troubleshoot Microsoft Failover Clusters. • Know how to support a variety of mass storage arrays and RAID configurations. • Know how to use Microsoft PowerShell to automate tedious, repetitive, and/or error prone tasks related to installation, configuration, troubleshooting, and management of IT systems and services. • Know how to install a server into a rack, load and configure a Windows Operating System on it. • Know how to Preboot Execution Environment (PXE) boot a server and load an image on to it with Windows Deployment Server. • Know how to replace/install RAM, hard drives, network cards, and storage cards in a computer/server. • Know how to troubleshoot basic network troubleshooting, such as IP conflicts, DNS resolution problems, being able to determine the status of a switch port. • Be able to evaluate effectiveness of existing technologies on site and considering emerging technologies. • Add, configure, and manage Roles and Features on Microsoft Server (current Version) including but not limited to: • File and Storage Services • Print and Document Services • Remote Desktop Services • Know how to troubleshoot Windows Server Update Services issues, to include how to use the SFC and DISM programs. • Manages tape backup server, tape backup library, and tape workstations used to archive user data and perform system backups, refilling the inventory of blank tapes, managing other than normal operations, identifying / correcting unexpected situations (e.g. Arcserve backup and replication, etc.). • Configure and monitor systems/servers utilizing Windows Admin Center. o Configure and monitor systems/servers utilizing a variety of Remote Server Administrative Tools (RSAT), such as but not limited to: (U) Active Directory Users and Computers o Remote Desktop Hyper-V Manager • Failover Cluster Manager • Windows Deployment Services • This contract are required to undergo polygraph examinations after onboarding.
• Configure and monitor SQL servers utilizing SQL Server Management Tools. • Recognizes failed hardware such as hard drives, power supplies, components, or entire servers. • Follows detailed instructions to identify, troubleshoot, and replace faulty equipment.

Apply