Chicago startups hiring
AI engineers.

13 startups and scale-ups in Chicago are hiring AI and machine learning engineers right now, with 16 live roles between them, 3 of them opened in the last 30 days. Pick the ones you want and Haystack's AI agent fills in each employer's application for you.

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84% of candidates get an interview within 14 days568,056 candidatesRated 4.8/5 on G2
Chicago · AI and ML engineersLive roles today
  • INInfleqtion logo
    InfleqtionScale-up · 201-500 staff4 roles
  • BOBOI logo
    BOIScale-up · Hybrid1 role
  • ALAlembic logo
    AlembicScale-up · Office-first1 role
  • ALAlphaSense logo
    AlphaSenseScale-up · 1,001-5,000 staff1 role
  • ATAttain logo
    AttainScale-up · Office-first1 role
  • AVAvePoint logo
    AvePointScale-up · 1,001-5,000 staff1 role

and 7 more companies on the list

13 companies hiring now

Ranked by live roles (AI engineers, machine learning engineers and research scientists). Every company is a startup or scale-up; recruitment agencies are left out. Press Auto apply on any role and Haystack's AI agent fills in that employer's form for you.

The top 13 of 13 companies, most live roles first.

  1. INInfleqtion logo

    Infleqtion

    Scale-up201-500 staffTechnology & SoftwareHybrid

    4roles2 opened this month

    To commercialise atom-based quantum products and make quantum technologies accessible and practical for commercial and defence applications.

    All 4 roles at Infleqtion

  2. BOBOI logo

    BOI

    Scale-upHybrid

    1role1 opened this month

    BOI (Board of Innovation) helps ambitious companies redesign their growth engines for the autonomous age by using AI as a structural foundation.

  3. ALAlembic logo

    Alembic

    Scale-upOffice-first

    1role

    Alembic provides Causal AI to help enterprises understand cause and effect, enabling them to make data-driven decisions that drive growth.

  4. ALAlphaSense logo

    AlphaSense

    Scale-up1,001-5,000 staffTechnology & SoftwareHybrid

    1role

    AlphaSense provides a market intelligence platform that uses AI to help financial professionals and corporations make more informed decisions by uncovering trends.

    Replied to 73% of the applications Haystack's agent sent

  5. ATAttain logo

    Attain

    Scale-upOffice-first

    1role

    Attain empowers consumers to leverage their data for modern financial services, helping businesses use real-time purchase data to measure, understand, and drive sales outcomes.

  6. AVAvePoint logo

    AvePoint

    Scale-up1,001-5,000 staffTechnology & SoftwareHybrid

    1role

    AvePoint provides data management solutions for Microsoft 365, helping organisations protect, manage, and mobilise their data for security, compliance, and efficiency.

    Replied to 50% of the applications Haystack's agent sent

  7. BCBlackEdge Capital logo

    1role

    BlackEdge Capital is a proprietary trading firm that provides liquidity in financial markets by specialising in options market making.

  8. COCoinflow logo

    Coinflow

    Scale-up

    1role

    Coinflow aims to power the world's fastest-moving businesses with fast, global payments by building infrastructure for instant, secure, and frictionless payment acceptance and settlement.

  9. DTDV Trading logo

    DV Trading

    Scale-upOffice-first

    1role

    DV Trading is a proprietary trading firm that provides liquidity and executes financial instruments across global markets through technological innovation.

  10. FIFin logo

    Fin

    Scale-up1,001-5,000 staffOffice-first

    1role

    Fin aims to deliver perfect customer experiences by providing an AI-powered customer agent across the entire customer journey.

    Replied to 100% of the applications Haystack's agent sent

  11. MAMaven logo

    Maven

    Scale-upRemote-first

    1role

    Maven empowers experts to democratise education by offering cohort-based courses directly to their audience, building the university of the future.

  12. TETetraScience logo

    TetraScience

    Scale-up201-500 staffTechnology & SoftwareHybrid

    1role

    TetraScience aims to improve and extend human life by combining scientific knowledge with its purpose-built, open, and collaborative Scientific Data and AI Platform.

  13. WRWriter logo

    Writer

    Scale-upHybrid

    1role

    Writer provides an AI writing platform that helps businesses scale content creation and improve brand consistency by transforming work.

Every startup has its own application form.

Applying to ten of these companies means ten careers sites and ten forms, each asking the same things in a different order. Haystack's AI agent fills them in from your CV and your answers, and asks you when a question needs you.

  • You pick every role. Nothing is sent without your say-so
  • Every field filled in from your CV and your answers
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Ashby application · Research ScientistApplying as Sarah · example
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
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 resume 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

Interviews landed at leading employers

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The agent applies. You interview.

84%get an interview within 14 days

of candidates who let the agent apply for them are invited to interview within two weeks.

12form fields answered

per application, from your resume and your answers. You type none of them.

12+ hrsback every month

50 applications a month on Haystack Pro, at 15 minutes each, done for you.

Interview rate: candidates invited to interview within 14 days of their first application. Fields measured across applications the agent sent in the last 30 days. Hours back assume 15 minutes an application by hand.

You just turn up to the interviews.

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A woman taking an interview call at her laptop
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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Which startups are hiring AI and machine learning engineers in Chicago?

As of October 2026, 13 startups and scale-ups in Chicago are hiring AI and machine learning engineers, with 16 live roles between them. The most are at Infleqtion, BOI, Alembic, AlphaSense, Attain. The full list on this page is rebuilt every day from the employers' own careers sites.

How is this list made?

Haystack reads the careers sites of more than 30,000 employers every day. This list takes the live roles in Chicago for AI engineers, machine learning engineers and research scientists at companies recorded as startups or scale-ups, leaves out recruitment agencies, and ranks the companies by how many of those roles they have open.

Can I apply to all of these at once?

Not in one click, and you wouldn't want to. With Haystack Auto Apply you upload your resume once and pick the roles you want; Haystack's AI agent then fills in and submits each employer's own application form, asks you when a question needs your answer, and every reply lands in your Haystack inbox. Nothing is sent without your say-so.

Your resume once.
Then every role that fits.

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