Chicago Ventures

Venture Capital · Founded 2011 · Chicago, United States

#274 Investor Ranking 2026 Top 2% of investors worldwide

An early-stage venture capital fund, investing in exceptional entrepreneurs in Chicago

Website ↗LinkedIn ↗X / Twitter ↗

103 Portfolio companies+16% in 5 years

6 Unicorns

173 Investments

Jul 2026 Last investment

01 · Knowledge graph

News Buildforce lands $10M Series A to staff electricians nationwide Jul 28, 2026

02 · Biggest holdings

Chicago Ventures’ biggest current holdings.

The most valuable companies Chicago Ventures still holds, ordered by Dealroom’s latest valuation. Companies that have been acquired or gone public are in Exits instead. Dealroom has no parsed shareholder register for Chicago Ventures, so the size of each stake isn’t shown.

#CompanyValuation

1 Project44Unicorn · Transportation · USA $2.2B
2 Kin InsuranceUnicorn · Fintech · USA $2.0B
3 ZenBusinessUnicorn · Marketing · USA $1.7B
4 M1 FinanceUnicorn · Fintech · USA $1.4B
5 SunbitUnicorn · Fintech · USA $1.1B
6 G2Unicorn · Marketing · USA $1.0B
7 NOCDHealth · USA $136M

Unicorns and thoroughbreds Chicago Ventures has backed and still holds, at Dealroom’s latest valuation. Chicago Ventures also appears inside investor groups in G2, where a standalone stake isn’t disclosed. See the underlying shareholder registers on Dealroom →

03 · Portfolio analysis

Where Chicago Ventures’ portfolio is concentrated.

Distribution of portfolio companies by headquarters country, sector, entry stage and current growth stage. Across all 103 portfolio companies. "Stage entered" is the first priced round the investor joined, derived from the investor’s transaction history.

By countryCount

USA120
Canada2
India1
UK1

By sectorCount

Enterprise Software23
Marketing16
Health15
Fintech14
Education9
Food8
Real Estate8
Transportation8
Jobs Recruitment7
Media6
Home Living5
Legal4

By stage enteredCount

Seed67
Series A33
Series B+3

By growth stageCount

Early Growth74
Breakout Stage37
Late Growth13

04 · Portfolio market map

Inside Chicago Ventures’ portfolio.

The 60 highest-funded portfolio companies, of 103 tracked.

Project44

Transportation · Unicorn

Cameo

Media

$100M

GreenLite Technologies

Legal

$198M

Havenly

Home Living

$112M

NOCD

Health

$136M

Hint Health

Health

$180M

CoPilot

Transportation

$92M

GoodShip

Transportation

$100M

Catalytic

Enterprise Software

$120M

Visibly

Health

$98M

Veryable

Jobs Recruitment

$128M

Wider Circle

Health

$152M

Curbside

Enterprise Software

$100M

GAN Integrity

Enterprise Software

$60M

Troops

Marketing

$48M

Chowly

Food

$40M

Pangea

Fintech

$41M

eStartAcademy

Education

$120M

Tock

Food

$400M

Interior Define

Telecom

$60M

AeroPay

Fintech

$80M

kapow, inc.

Telecom

$91M

Truss

Real Estate

$60M

Buildforce Services

Jobs Recruitment

$40M

Meritize

Fintech

$53M

pulseData

Health

$66M

healthfinch

Health

$40M

LandscapeHub

Food

$36M

Retrofit

Health

$20M

BloomNation

Telecom

$22M

Dina

Health

$28M

CognitOps

Enterprise Software

$55M

Ureeka

Jobs Recruitment

$43M

Rise Science

Wellness Beauty

$40M

eRelevance

Marketing

$160K

Forager

Transportation

$50M

Infinite

Security

Infinite io

Gaming

$41M

UpCity

Marketing

$26M

Datica

Health

$26M

XOR.AI

Jobs Recruitment

$34M

Oration

Health

$45M

Prisidio

Security

$18M

Predata

Enterprise Software

Blitsy

Marketing

$25M

XOR Data Exchange, Inc.

Fintech

$8.0M

Protégé

Hosting

$40M

Curiosity

Media

05 · Portfolio founders

Where Chicago Ventures’ portfolio founders come from.

124 founders across the 100 highest-funded portfolio companies — by current location, university attended, and the companies they worked at before founding. Sourced from the founder records the API links to each portfolio company.

LocationCount