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System Administrator Jobs in Chicago

74 live roles, 35 opened this week. You pick the ones you want; Haystack's AI agent fills in and submits each employer's own form.

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Greenhouse application · Jira Lead AdministratorApplying as Sarah · Cgsfederal
Full name
Sarah Okonkwo
Email
sarah.okonkwo@myapplications.to
Resume
Sarah_Okonkwo_Resume.pdf · tailored to this role
Are you legally authorized to work in the United States?
Yes
Will you now or in the future require visa sponsorship?
No
How did you hear about this job?
Haystack
Application sent. 0 fields typed by Sarah. The reply lands in her Haystack inbox.
Haystack agent
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  • Filling in the Greenhouse form
  • Answering the employer's questions
  • Entering the security code from your inbox
  • Submitted. The confirmation is in your inbox

Counted today, not last month.

  1. 74live roles
  2. 35opened this week
  3. 5%remote
  4. $115k–$163ktypical pay
  5. 39employers hiring

Last updated 31 October 2026. Counts refresh daily. Pay from 43 postings with a salary.

74 roles,
newest first.

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See all 74 System Administrator jobs in Chicago

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sarah.okonkwo@myapplications.to
Reddit
Interview: Customer Success Manager
Now
Thu, Oct 30 · 2:00–2:45 PM · Google Meet
AcceptedMaybeDecline
Added to your calendar
Figma
Thanks for applying to Figma
Tue
Notion
We've received your application
Mon

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Questions about this list

How many System Administrator jobs in Chicago are available?

Haystack currently lists 74 live System Administrator jobs in Chicago, with 35 added in the past week. Numbers refresh daily.

What do System Administrator jobs in Chicago pay?

Advertised salaries typically range from $115k to $163k per year, based on 43 live postings with advertised salaries.

Which companies are hiring for System Administrator jobs in Chicago?

Cgsfederal, Contact Government Services, LLC, Request Technology, LLC, DRW, Jump Trading are actively hiring right now, alongside 34 other employers.

Are there remote System Administrator jobs in Chicago?

Yes. 4 of the current listings are remote friendly. Browse the remote-only view.

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