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Top SaaS companies in Chicago

Software-as-a-service vendors selling subscription cloud software to other businesses. Filtered to companies headquartered in Chicago.

Built from a search like: “Top SaaS companies in Chicago”

Ranked by current headcount across SaaS companies headquartered in Chicago. Refreshed daily.

  1. 1
    NielsenIQ· Chicago, Illinois, United States
    • 29k employees
    • Founded 1923
  2. 2
    Groupon· Chicago, Illinois, United States
    • Series D
    • 10.5k employees
    • Founded 2008
  3. 3
    Grubhub· Chicago, Illinois, United States
    • Post-IPO equity
    • 6.7k employees
    • Founded 2004
  4. 4
    Allscripts· Chicago, Illinois, United States
    • Post-IPO debt
    • 4.4k employees
    • Founded 1986
  5. 5
    Wyzant· Chicago, Illinois, United States
    • Series unknown
    • 3.7k employees
    • Founded 2005
  6. 6
    Applied Systems· Chicago, Illinois, United States
    • Series unknown
    • 2.7k employees
    • Founded 1983
  7. 7
    Classified Ventures· Chicago, Illinois, United States
    • 2.4k employees
    • Founded 1997
  8. 8
    CCC Intelligent Solutions· Chicago, Illinois, United States
    • post ipo secondary
    • 2.4k employees
    • Founded 1980
  9. 9
    Cars Commerce· Chicago, Illinois, United States
    • 2.2k employees
    • Founded 1998
  10. 10
    Relativity· Chicago, Illinois, United States
    • Debt
    • 1.8k employees
    • Founded 2001
  11. 11
    Sprout Social, Inc.· Chicago, Illinois, United States
    • Series D
    • 1.8k employees
    • Founded 2010
  12. 12
    RLDatix· Chicago, Illinois, United States
    • 1.6k employees
  13. 13
    Litera· Chicago, Illinois, United States
    • Private equity
    • 1.5k employees
    • Founded 2001
  14. 14
    Syndigo· Chicago, Illinois, United States
    • Debt
    • 1.5k employees
    • Founded 1973
  15. 15
    G2· Chicago, Illinois, United States
    • Series D
    • 1.4k employees
    • Founded 2012
  16. 16
    Trading Technologies· Chicago, Illinois, United States
    • Private equity
    • 1.4k employees
    • Founded 1994
  17. 17
    iManage· Chicago, Illinois, United States
    • Series unknown
    • 1.3k employees
    • Founded 2015
  18. 18
    RLDatix North America· Chicago, Illinois, United States
    • Debt
    • 1.2k employees
    • Founded 1997
  19. 19
    ENY· Chicago, Illinois, United States
    • 1.1k employees
    • Founded 2014
  20. 20
    Origami Risk· Chicago, Illinois, United States
    • Private equity
    • 964 employees
    • Founded 2009
  21. 21
    ActiveCampaign· Chicago, Illinois, United States
    • Series C
    • 843 employees
    • Founded 2003
  22. 22
    Tecsys Inc.· Chicago, Illinois, United States
    • Post-IPO equity
    • 817 employees
    • Founded 1983
  23. 23
    project44· Chicago, Illinois, United States
    • Series unknown
    • 779 employees
    • Founded 2014
  24. 24
    Keeper Security, Inc.· Chicago, Illinois, United States
    • Private equity
    • 757 employees
    • Founded 2011
  25. 25
    1871· Chicago, Illinois, United States
    • Grant
    • 752 employees
    • Founded 2012

Find engineers at SaaS companies in Chicago

Chicago has long been a hub for SaaS, and the list above ranks the largest SaaS companies headquartered there by current headcount, drawn from public LinkedIn and Crunchbase records. With 778 matching companies in our index, this is a good map of where the SaaS talent in Chicagolives — useful whether you’re recruiting, partnering, or sizing a market.

The biggest SaaS companies in Chicago tend to be the gravitational centres for specialised talent — senior engineers, ML researchers, applied scientists, designers — while the smaller ones compete on speed, equity, and proximity to founders.

Refolk converts this list into a live search. Ask for “SaaS engineers in Chicagohiring senior staff” or “founders of SaaS companies in Chicagowho left in the last 12 months” and Refolk returns a ranked shortlist with the evidence that earned each person a spot.

How this list is built

Refolk pulled SaaS companies headquartered in Chicago from public LinkedIn and Crunchbase records, ranked them by current employee count, and kept those with at least 10 employees. The list refreshes once a day.

Last refreshed: Thu, 07 May 2026 06:11:16 GMT

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