179 SaaS Companies in Chicago (2026)
LeadWave's database lists 179 SaaS companies headquartered in Chicago, Illinois. Marketing is the most common category among them. Below are the largest, with their headcount, funding, LinkedIn and CEO.
- Companies
- 179
- In LeadWave's database, October 2026
- Total funding raised
- $3.2B
- Across 78 funded companies
- Median headcount
- 32
- Of 120 with a known headcount
- Median year founded
- 2014
- Of 163 with a known year
The largest SaaS companies in Chicago
The top 30 of 179, strongest matches first, then by size. Headcount is the latest known figure.
| Company | Website | Employees | Headcount | Funding | CEO | |
|---|---|---|---|---|---|---|
| 1 | relativity.com | 1,001–5,000 | — | — | Mikhail Kogan | |
| 2 | cccis.com | 1,001–5,000 | 1,901 | $150M | Holly Beggs | |
| 3 | sproutsocial.com | 501–1,000 | 968 | $111.5M | Justyn Howard | |
| 4 | activecampaign.com | 501–1,000 | 962 | $360M | Jason VandeBoom | |
| 5 | imanage.com | 501–1,000 | 904 | — | Neil Araujo | |
| 6 | cheetahdigital.com | 501–1,000 | 896 | $21.1M | Sameer Kazi | |
| 7 | ehs.com | 501–1,000 | — | — | Matt Airhart | |
| 8 | project44.com | 501–1,000 | 706 | $397.5M | Jett McCandless | |
| 9 | fourkites.com | 501–1,000 | 577 | $201.5M | Mathew Elenjickal | |
| 10 | shipbob.com | 501–1,000 | 553 | $330.5M | Dhruv Saxena | |
| 11 | stratadecision.com | 201–500 | 550 | — | John Martino | |
| 12 | arcxp.com | 201–500 | — | — | Matthew Monahan | |
| 13 | copado.com | 201–500 | — | — | Ted Elliott | |
| 14 | productiveedge.com | 201–500 | — | — | Wyatt Kapastin | |
| 15 | aprimo.com | 201–500 | 300 | $61.5M | Erik Huddleston | |
| 16 | uptake.com | 201–500 | 289 | $218M | Brad Keywell | |
| 17 | jellyvision.com | 201–500 | 281 | $25M | Amanda Lannert | |
| 18 | telnyx.com | 201–500 | 281 | $2.1M | David Casem | |
| 19 | fooda.com | 201–500 | 239 | $34.2M | Shane Jones | |
| 20 | vibes.com | 201–500 | 238 | $60M | Alex Campbell | |
| 21 | keepersecurity.com | 201–500 | 234 | $60.3M | Darren Guccione | |
| 22 | logicgate.com | 201–500 | 207 | $34.8M | Matt Kunkel | |
| 23 | civisanalytics.com | 51–200 | 194 | $52.7M | Dan Wagner | |
| 24 | hireology.com | 51–200 | 185 | $59.5M | Adam Robinson | |
| 25 | provi.com | 51–200 | 166 | $124.8M | Taylor Katzman | |
| 26 | adeptia.com | 51–200 | 151 | $5.9M | Charles Nardi | |
| 27 | yello.co | 51–200 | 148 | $89.4M | Dan Bartfield | |
| 28 | mediafly.com | 51–200 | 145 | $49.7M | Carson Conant | |
| 29 | dscout.com | 51–200 | 141 | $11M | Michael Winnick | |
| 30 | neoncrm.com | 51–200 | 129 | — | Steve Kriter |
SaaS companies in Chicago at a glance
- The largest is Relativity, with 1,001–5,000 employees.
- 78 have disclosed funding, $3.2B in total; 9 raised $100M or more.
- Half were founded before 2014, and 7% in 2020 or later.
- Marketing16 · 9%
- Fintech13 · 7%
- Sales11 · 6%
- ERP11 · 6%
- Finance11 · 6%
- Ecommerce10 · 6%
- Customer Support10 · 6%
- Healthcare9 · 5%
- 1–1048 · 27%
- 11–5064 · 36%
- 51–20044 · 25%
- 201–50012 · 7%
- 501–1,0008 · 4%
- 1,001–5,0002 · 1%
- 5,001–10,0000 · 0%
- 10,000+0 · 0%
- Before 20009 · 6%
- 2000–200934 · 21%
- 2010–201447 · 29%
- 2015–201962 · 38%
- 2020–20229 · 6%
- 2023 or later2 · 1%
- Under $1M15 · 19%
- $1M–5M18 · 23%
- $5M–10M10 · 13%
- $10M–50M16 · 21%
- $50M–100M10 · 13%
- $100M–500M9 · 12%
- $500M–1B0 · 0%
- $1B+0 · 0%
How this list was built
A company is on this list if its headquarters, as recorded in LeadWave's database, is in Chicago. Different spellings of the city count as one, and so do its districts: Brooklyn and Manhattan are part of New York City.
The data comes from LeadWave's database of SaaS and AI companies, last updated in October 2026. Companies that share a website are counted once. Headcount, funding and CEO come from public sources, so some fields are blank for smaller companies.
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Frequently asked questions
LeadWave's database lists 179 SaaS companies in Chicago as of October 2026. This page shows the 30 largest; the full list, with CEO contacts, is part of our 15,000+ SaaS companies list.
By headcount, Relativity, with 1,001–5,000 employees, followed by CCC Information Services and Sprout Social.
project44 ($397.5M), ActiveCampaign ($360M) and ShipBob ($330.5M), by total disclosed funding.
LeadWave's SaaS companies list covers 15,000+ companies and 16,000+ CEOs, with verified CEO emails, LinkedIn profiles, headcount and funding in one CSV. It's on the List of SaaS Companies page.