Chicago · updated 13 November 2026

Startups hiring in Chicago

10 companies in Chicago with open roles, 3 of them AI-native. Links go straight to each team's jobs page.

  1. 1
    Tovala logo
    TovalaA smart-oven-paired subscription meal service.Growth
  2. 2
    Vouch logo
    VouchInsurance and risk management tools for startups and growth-stage…Growth
  3. 3
    Zerocater logo
    ZerocaterZerocater is revolutionizing how companies feed their employeesGrowth
  4. 4
    Synapticure logo
    SynapticureWe deliver personalized medicine for neurodegenerative patientsEarly stage
  5. 5
    Letter AI logo
    Letter AIEnd-to-end content, learning, & deal intelligence for B2B sales teamsGrowth
  6. 6
    Fly.io logo
    Fly.ioRun full stack apps close to your users.Growth
  7. 7
    Groupon logo
    GrouponAmerican worldwide e-commerce marketplace.Founded 2008
  8. 8
    AviaryAI logo
    AviaryAIOutbound AI voice agents for the financial services industryEarly stage
  9. 9
    BlueHill Payments logo
    BlueHill PaymentsClient management, communication, and projects in one platform.Early stage
  10. 10
    ShipBob logo
    ShipBobProviding Amazon level logistics to e-commerce businesses. Growth

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How this list is ranked

By a notability score built from public facts: valuation, a stock market listing, open-model downloads on Hugging Face, team size, a Wikidata entry and a verified owner. Nobody pays to rank higher. Rebuilt every morning. Methodology · Is your company here? Claim it.