Top 22 Real estate AI software companies based in Chicago, United States

How this list was built

Company categories are rarely black and white. RevenueBase reads each company's own description of its business to decide whether it belongs among real estate AI software companies, so some rows will be adjacent to the category rather than pure plays. The description and evidence rating on every row are there so you can check each match yourself.

Source

The RevenueBase company graph: 60 million companies and 398.9 million professional contacts resolved from primary sources, queried with RevenueBase SmartSearch, the natural-language company search available to every RevenueBase user.

What qualifies

Companies headquartered in Chicago, United States whose own description of what they do matches “real estate AI software companies”. Matching reads each company's description, not its industry code or its name.

What we exclude

Companies whose own description does not clearly place them among real estate AI software companies, and records with no verified work email. Companies headquartered outside Chicago are excluded even when they keep an office there.

Match quality

In blind human judging of this matching method, 86% of matched companies were on target. Expect roughly 1 in 7 rows to be adjacent to the category rather than a pure play. Every row shows the company's own description and an evidence rating so you can judge each match yourself. Read the full methodology: how the lists are built, how the judging worked, and what the figure means.

Ranking

Team size, largest first: companies are ordered by the number of professionals RevenueBase tracks at each one. Employee ranges shown are reported bands, for context.

Verification

Every listed company carries at least one verified work email, 382 across the full list. Contacts re-verify on a rolling cadence, and each contact's own verification date is shown inside RevenueBase.

Refresh

This page's figures were pulled from the company graph on September 5, 2026. Lists refresh periodically as the graph is re-checked.

Corrections

Wrong category, wrong headquarters, or a company that has closed? Use “Report an issue” on any row. Reports go to the RevenueBase Data Team and feed back into the company graph.