Senior Systems Administrator Jobs in Chicago, IL

Senior Systems Administrator jobs in Chicago are in strong demand, concentrated in the Loop, River North, and the Fulton Market tech corridor, across healthcare, financial services, and enterprise technology. Employers hiring right now include PwC, United Airlines, and Huron Consulting. Scan the live roles below and apply to whichever ones fit.

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Overview

Open roles80
Top employerPwC
Work type70% On-site
Top credentialBachelor's
Companies hiring57

Showing 5 of 80+ Senior Systems Administrator jobs

Trading Technologies
Principal Finance Systems Administrator
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Trading Technologies
Added 3w ago
Principal Finance Systems Administrator
Trading Technologies
Chicago, Illinois
Finance
Accounting
Compliance & Legal
Business Operations
Project & Program Management
Technical Product & Program Management
Project Management
Technical Program Management
$144k - $219k/yr
201-500

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Trading Technologies
Principal Finance Systems Administrator
We won't show you this job again
Trading Technologies
Added 3w ago
Principal Finance Systems Administrator
Trading Technologies
Chicago, Illinois
Finance
Accounting
Compliance & Legal
Business Operations
Project & Program Management
Technical Product & Program Management
Project Management
Technical Program Management
$144k - $219k/yr
201-500

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Supernova Technology
IT Internal Auditor
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Supernova Technology
Added 1d ago
IT Internal Auditor
Supernova Technology
Chicago, Illinois
On-Site
Bachelor's

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Huron Consulting Group
Senior Director – IT M&A Integration & Digital Transformation
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Huron Consulting Group
Added 2d ago
Senior Director – IT M&A Integration & Digital Transformation
Huron Consulting Group
Chicago, Illinois
Project & Program Management
Partnerships & Business Development
Consulting & Professional Services
IT Support & Systems Administration
Project Management
Program Management
Business Development
$190k - $250k/yr
On-Site
Bachelor's
5,001-10,000

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TYLin
IT Lifecycle Team Lead
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TYLin
Added 2d ago
IT Lifecycle Team Lead
TYLin
Chicago, Illinois
IT Support & Systems Administration
Technical Product & Program Management
Customer Service & Support
IT Support
$96k - $144k/yr
Hybrid
Bachelor's
5,001-10,000

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See All 80 Senior Systems Administrator Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

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Senior Systems Administrator Job Market in Chicago

Who's Hiring

  • PwC
    PwC4
  • United Airlines
    United Airlines4
  • Huron Consulting
    Huron Consulting4
  • Boston Consulting
    Boston Consulting3
  • EY
    EY2

Top Industries Hiring

  • Consulting & Professional Services16
  • Technology & Software9
  • Accounting & Auditing7
  • Investment & Asset Management7
  • Healthcare & Medical Services5

Senior Systems Administrator Jobs in Chicago: Frequently Asked Questions

How do I get a senior systems administrator job in Chicago?

The strongest path is targeting Chicago's dense concentration of large healthcare systems, financial services firms, and enterprise technology companies in the Loop and Fulton Market district. Hands-on experience with hybrid cloud environments, Active Directory, and network infrastructure stands out with local employers. Certifications like Microsoft MCSA, Cisco CCNA, or CompTIA Server+ carry real weight, and networking through Chicago-area IT user groups helps surface roles before they're widely posted.

Which companies hire senior systems administrators in Chicago?

Chicago senior systems administrator roles are posted by PwC, United Airlines, and Huron Consulting and others right now, based on current listings on Migrate Mate as of June 2026. Chicago's employer base runs wide, from major health networks and global financial institutions headquartered downtown to mid-size managed service providers and enterprise software firms spread across the metro area.

Are there remote senior systems administrator jobs in Chicago?

Yes, though selectively, since senior systems administrator work often requires hands-on access to servers, network hardware, and on-site infrastructure. About 30% of senior systems administrator openings tied to Chicago are remote or hybrid as of June 2026, with remote arrangements most common for roles focused on cloud administration, monitoring, and documentation rather than physical data center management.

How can I get a senior systems administrator job in Chicago with little or no experience?

The most realistic entry path in Chicago is starting as a junior systems administrator or IT support specialist at one of the city's many mid-size managed service providers, which tend to offer broader exposure than large enterprises. Chicago's healthcare and university sectors also hire entry-level infrastructure staff who rotate across systems. Building lab experience with virtualization platforms and earning a foundational certification like CompTIA A+ or Network+ makes a candidate more competitive locally.

Which industries hire the most senior systems administrators in Chicago?

Most senior systems administrator openings in Chicago sit in Consulting & Professional Services, Technology & Software, and Accounting & Auditing, per current listings on Migrate Mate as of June 2026. Chicago's role as a hub for commodities trading, insurance, and regional healthcare systems drives consistent infrastructure staffing needs across those sectors year-round.

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