CH
Chicago Ventures
Venture capital firm · Founded 2011 · Active in 2026
Chicago Ventures is a venture capital firm based in USA, founded in 2011. The page below shows 7 Power Law outcomes from Chicago Ventures's portfolio — 6 unicorns ($1B+ valuation) and 1 additional thoroughbreds (companies that crossed $100M+ in revenue without yet reaching $1B+ valuation).
Outcomes are concentrated in Fintech · Marketing · Transportation; top portfolio geographies are USA. Chicago ranks #274 in Global in the 2026 Dealroom Power Law Investor Ranking by cross-stage outcomes.
The 7 Chicago Power Law outcomes ($100M+ revenue or $1B+ valuation).
Snapshot of where the outcomes are concentrated by country, sector, and stage entered.
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USA7
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Fintech3
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Marketing2
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Transportation1
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Health Tech & Medtech1
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Series B+1
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Series A2
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Seed4
Chicago’s biggest current holdings.
An estimate of Chicago’s largest live positions — disclosed shareholding × Dealroom’s latest valuation — across 2 companies where Chicago is a named shareholder, worth about $248M in estimated equity value.
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1
Project44
8%
$2.2B
$176M
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2
Kin Insurance
3.5%
$2.0B
$72M
Estimated value = Chicago’s disclosed ownership % × Dealroom’s latest company valuation; direct named stakes only, exited positions excluded. Figures are indicative, not reported marks. Chicago also appears inside investor groups in G2, where a standalone stake isn’t disclosed. See the underlying cap tables on Dealroom →
Chicago's 7 Power Law outcomes.
How does Chicago stack up?
Chicago in orange, your selection in blue and other colours. Pick from the global roster of 609 peer investors — scope by startup location or hit "Find similar shapes" to auto-pick the three closest. The funnel matrix mirrors the spider chart on the ranking page; the line chart shows each firm's share of unicorns minted in the selected startup location — peaks reveal vintage years.
Share of new unicorns per year
% of global unicorns minted that year, year by year · hover the chart to see which unicornsStage focus
Companies by selected outcome stageSector focus
Companies per investor across the 10 highest-volume sectorsBeyond Unicorns — how the portfolio compounds
% of each investor's unicorn portfolio that later crossed $10B, $25B and $50B. Pick a sort tier and entry stage.Where Chicago's portfolio founders come from — and where they studied.
26 founders across the 7 Power Law outcomes — split by country of origin, university attended, and the company they worked at before founding. University of Texas at Austin and Groupon are the deepest single pipelines.
Key people at Chicago.
Market sentiment
What the market is saying about Chicago Ventures
An AI-synthesized read of the highest-engagement posts about Chicago on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.
Reading the room on X — pulling top posts and synthesizing themes…
Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour
In the news
Latest news about Chicago Ventures
Recent press, funding announcements, and portfolio moves mentioning Chicago — pulled live from Dealroom's news feed.
Want the full picture on Chicago Ventures?
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