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Generative AI Jobs in Chicago

As of 13 November 2026, Haystack lists 329 live Generative AI jobs in Chicago from at least 160 employers, with typical advertised pay of $103k to $184k a year. 38 opened in the past week. You pick the ones you want; Haystack's AI agent fills in and submits each employer's own form.

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Ashby application · Senior AccountantApplying as Sarah · Old Mission Capital
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 sponsorship for employment visa status?
No
What are your salary expectations?
$120,000 a year
Application sent. 0 fields typed by Sarah. The reply lands in her Haystack inbox.
Haystack agent
  • Reading the job description
  • Tailoring your CV to the role
  • Filling in the Ashby form
  • Answering the employer's questions
  • Checking the employer accepts automated applications
  • Submitted. The reply will land in your inbox

Counted today, not last month.

  1. 329 live roles
  2. 38 opened this week
  3. 15% remote
  4. $103k–$184k typical pay
  5. 160+ employers hiring

Last updated 13 November 2026. Counts refresh daily. Pay from 145 postings with a salary.

329 roles,
newest first.

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See all 329 Generative AI 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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Interviews came from Spotify, American Express, Mastercard, AWS, Anthropic, BMW, Netflix, Revolut and Meta.

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Questions about this list

How many Generative AI jobs in Chicago are available?

Haystack currently lists 329 live Generative AI jobs in Chicago, with 38 added in the past week. Numbers refresh daily.

What do Generative AI jobs in Chicago pay?

Advertised salaries typically range from $103k to $184k per year, based on 145 live postings with advertised salaries.

Which companies are hiring for Generative AI jobs in Chicago?

West Monroe, Northern Trust, GCM Grosvenor, West Monroe (Campus), Request Technology, LLC are actively hiring right now, alongside at least 155 other employers.

Are there remote Generative AI jobs in Chicago?

Yes. About 48 of the current listings are remote friendly. Browse the remote-only view.

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