Exploring Chicago’s Influential Art Startups Revolutionizing the US Scene

Over the years, Chicago, Illinois, has established itself as a major hub for startup innovation – particularly in the realm of arts and artificial intelligence. This bustling metropolis, renowned for its creative environment, entrepreneurial spirit, and technological prowess, is home to a myriad of startups that are disrupting these industries. In this feature, we’re proud to shine a spotlight on some of the Windy City’s most promising and intriguing art and AI startups, each conceptualizing and delivering unique solutions that blend creativity and state-of-the-art technology.

From AI-powered document discovery to personalized behavior tracking and beyond, these startups are leveraging the potential of Artificial Intelligence and advanced digital tools to shape the future of their respective industries. So, without further ado, let’s dive into the world of Chicago’s vibrant and ever-evolving art and AI startup scene.

Meet the startups that are pushing the envelope, making headway, and setting new standards in the fields of art and AI in Greater Chicago.

Henkaku, LLC

Founded by Milan McGraw, Henkaku, LLC is a leading AI, Machine Learning (ML), and SaaS startup. They are solely invested in artificial intelligence and machine learning, representing significant contributions to unlocking the potential of these technologies.


Co-founded by Niraj Swami and Vince Virga, ΛDΛPTRΛCK offers a robust platform for driving impactful behaviors with personalized AI for work and life. The company effectively sits at the intersection of artificial intelligence, blockchain, and personalization.

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Aboriginal Armadillo

Aboriginal Armadillo, founded by Trevor Grant, is a startup dedicated to Natural Language Generation and Image Processing. Their technology focuses on a wide spectrum of powerful technologies including AI, Image Recognition, Internet Tools, Machine Learning, Natural Language Processing, and Software Engineering.

DeCypher DataLabs

Founded by Leith Akkawi, DeCypher DataLabs is a well-known scientific research and product development company. They specialize in the field of artificial intelligence, machine learning, predictive analytics, and software development.

Aptive Solutions

Aptive Solutions is a digital consulting firm focusing on advisory and implementation services on digital transformation projects across various industries including Analytics, AI, Big Data, and Digital Signage.

Neural Trend

Neural Trend, founded by Dip Majumder and Tina Djenge, is positioned at the intersection of AI, E-Commerce, Retail Tech, and Software. Neural Trend uses big data and AI to shorten the gap between retail supply and consumer demand.


Founded by Biz Chatterjee, Aiolux provides AI-powered financial insights on demand for investors. Their AI assistant offers valuable insights while enhancing decision-making aspects in fields such as Finance, Fintech, and IT.

Cognitive PC Solutions

Cognitive PC Solutions, co-founded by Julian Reyes and Michel Hanna, is an AI, IT, and Software development company, that provides SaaS.

Tercero Technologies

Founded by Carl P. Evans III, Tercero Technologies works on advanced edge artificial intelligence, offering innovative solutions in the fields of AI, autonomous vehicles, computer vision, hardware, machine learning, and software.


Founded by Tanay Rathore, CatrovaCer uses conversation analysis AI for call centers, providing innovative solutions that align with the needs of today’s B2B, IT, and software landscapes.

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Offering an event discovery platform, Staj lets users find local arts events and classes anywhere in the world.

The Collaboratory

The Collaboratory, was founded by Nick Lilovich, Rafael Jardim, and Sruti Balakrishnan. They are a B2B SaaS company building AI-powered document discovery tools targeting Biopharma companies


Lineup.ai combines restaurant’s historical sales data with external factors to generate daily and weekly sales forecasts.


Everest is an artificial intelligence startup that develops logistics solutions, making strides in the domains of IT, logistics, supply chain management, and transportation.

Apollo Art

Apollo Art provides digital marketplace and NFT marketplace arts services, making a significant impact in the fields of art and interior design.

In conclusion, Chicago’s art and AI startup scene emanates vibrancy and innovation, proving there’s a lot to look forward to as these field-defining startups continue to grow.

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