Most Active SaaS Investors in Chicago 2026

15 firms writing SaaS checks in Chicago, led by Andav Capital, Automotive Ventures, Blank Ventures — ranked by verified deal count with the companies behind.

SaaS in Chicago accounts for 5 tracked companies with verified cap-table data, 5 of which disclose round sizes totalling $335M. The median disclosed raise is $53M, and the largest is Nerdio at $125M, ahead of Azumo ($56M) and Letter AI ($53M).

The names that recur most often on these saas cap tables are Updata Partners (1 company), MK Capital (1 company), Anzu Partners (1 company), SABIC (1 company), VectoIQ (1 company), Dipalo Ventures (1 company). By latest disclosed round, the market skews Series B (5).

Best funded SaaS in Chicago companies

  1. Nerdio — $125M (latest: Series B)
  2. Azumo — $56M (latest: Series B)
  3. Letter AI — $53M (latest: Series B)
  4. Logik.io — $51M (latest: Series B)
  5. Stable — $50M (latest: Series B)

Sector × city funding reports (20)

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•By Alejandro Cremades