Engineering & IT · Chicago, IL

Systems Administrator jobs in Chicago, IL

Systems administrators keep an organization's servers, networks, and core services running — handling installs, patching, backups, permissions, and the problems that surface in between.

450
Open roles today
$26–$67/hr
Typical pay range
$92k
Median, full-time
7
Fresh in this list

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01

Open systems administrator roles

12 shown of 450 · sorted by freshness

Provantis System Administrator

Frontage Laboratories · Chicago, IL
$45k - $55k

Provantis System AdministratorJob Title: Provantis System AdministratorLocation: Chicago, IL (on-site)Reports to: VP Toxicology and... ...Position/Job Summary:We are seeking an experienced Provantis System Administrator…

Posted 2d ago
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$75.24k - $144.21k

’s most complex challenges and deliver more impact together.Role description:Arcadis is currently seeking a highly motivated Power System Planning & Study Engineer to join our Power Delivery team.Arcadis’ Power Delivery…

Posted 3d ago
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Systems & Network Administrator

VDart Inc · Chicago, IL

Job role : Systems & Network Administrator Duration : Contract Location : Chicago, IL 4 days onsite We are seeking a hands-on Systems & Network Administrator to support and maintain our server, virtualization, storage, a…

Posted 4d ago
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IT Systems Specialist II

Nan McKay and Associates · Chicago, IL

SUMMARY: The position duties include a wide range of activities related to the administration and support of the various computer systems, as well a preparing data analysis, documenting processes and procedures as well a…

Posted 5d ago
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Senior Linux Engineer

Drw · Chicago, IL · Full-time
$200k - $250k

performing day to day troubleshooting Application packaging and maintenance of software repositories Automating repetitive system administration tasks Evaluating and recommending new hardware and software technologies or…

Posted 3w ago
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Linux Engineer Intern

Cboe Digital · Chicago, IL · Full-time
$22 - $42 per hour

performance, ultralow latency financial exchanges. The SRE team also provides operational support for these exchanges to maintain system availability and optimal performance. The SRE team works closely with Software Engi…

Posted 3w ago
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System Administrator (On Site)

AGFA · Chicago, IL

our strategic guidance to help healthcare providers achieve their clinical, operational and business strategies. As a Systems Administrator, you will be responsible for the overall maintenance, configuration, and reliabl…

Posted 3w ago
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$225k

The role focuses on building, maintaining, and improving a large Linux environment supporting latency-sensitive trading and research systems, with responsibility across provisioning, monitoring, optimisation, and automat…

Posted 4mo ago
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02

What systems administrators earn in Chicago

Hourly first — that's how the offer arrives

ExperienceHourlyAnnual, full-time
Entry level $26–$38 $54k–$78k
Mid level $38–$51 $78k–$106k
Senior $50–$67 $103k–$140k

Adjusted for the Chicago market from national ranges.

03

What employers ask for

The skills these listings keep naming

Windows Server and Active DirectoryLinux administrationNetworking (DNS, DHCP, VPN)Virtualization (VMware, Hyper-V)Backup and disaster recoveryScripting (PowerShell, Bash)Microsoft 365 / Azure ADPatch and endpoint managementDocumentation
04

Interview questions worth rehearsing

With the thing the interviewer is actually listening for

Users report they cannot access a shared drive. How do you troubleshoot?

Work in layers: scope (one user or many), network, permissions, and the server itself. Narrating a clear elimination process is the whole answer.

Walk me through your backup and restore strategy.

Cover the 3-2-1 principle, retention, and — most importantly — actually testing restores. 'Backups exist' means nothing until a restore succeeds.

How do you roll out patches without breaking things?

Talk about test groups, maintenance windows, rollback plans, and prioritizing by severity. Balance security urgency against stability.

Tell me about a major outage you handled.

Structure it: detection, communication, fix, and what you changed afterward. Mentioning how you kept users informed matters as much as the fix.

How do you manage user onboarding and offboarding securely?

Describe standardized checklists or automation, least-privilege access, and prompt deprovisioning. Orphaned accounts are the risk they are probing.

What do you automate in your day-to-day work?

Give real script examples — account creation, monitoring checks, cleanup jobs. Automation instinct is what separates admins who scale.

05

Resume tips that move the needle

For systems administrators specifically — generic advice costs you here

01

State the environment size you supported: users, servers, sites — it frames everything else on the page.

02

List the platforms precisely (Windows Server versions, Linux distros, VMware, M365) since job postings screen on exact matches.

03

Quantify reliability: uptime maintained, ticket backlog reduced, restore times improved.

04

Show scripting and automation work explicitly; it is the main lever for moving up from this role.

05

Include certifications that are current (Microsoft, CompTIA, Linux) and drop expired ones.

06

Where this role goes

Typical progression

01 IT Support Specialist
02 Systems Administrator
03 Senior Systems Administrator
04 IT Infrastructure Manager
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