Senior AI Product Designer Jobs in Chicago, IL
Senior AI Product Designer jobs in Chicago are concentrated in the Loop, River North, and Fulton Market, where demand from fintech, healthtech, and enterprise software employers runs strong. Employers hiring right now include Caterpillar, NinjaTrader, and JPMorganChase. Find a role that fits below and apply directly.
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Showing 5 of 18+ Senior AI Product Designer jobs
INTRODUCTION
Optomi, in partnership with a premier client in the private aviation industry, is seeking multiple Senior UX Product Designers to join a collaborative UX Research & Design organization. These designers will play a key role in shaping both enterprise and customer-facing digital experiences across a portfolio of complex web applications. This is an opportunity to influence product strategy, contribute to an evolving design system, and partner closely with Product, Engineering, Research, and Brand teams to deliver intuitive, accessible, and scalable user experiences.
LOCATION: Hybrid – 3 days/week (Monday, Tuesday, Thursday) in Columbus, OH or Chicago, IL
EMPLOYMENT TYPE: Contract - Thru 12/31/26 (with option to extend or convert to FTE)
- Design intuitive, accessible digital experiences across a portfolio of enterprise applications and customer-facing web products.
- Partner closely with Product Managers, Engineering, UX Research, and stakeholders to gather requirements, define problems, and deliver user-centered solutions.
- Create user flows, wireframes, prototypes, high-fidelity mockups, and production-ready UI specifications.
- Design complex workflows for data-rich applications, operational tools, customer portals, and digital experiences.
- Contribute to and extend an enterprise design system, creating scalable components, patterns, and documentation.
- Design within established component libraries and collaborate with engineering teams using React and Material Design/Material UI environments.
- Participate in discovery activities, user research, usability testing, and iterative design validation.
- Advocate for accessibility and inclusive design, ensuring solutions align with WCAG standards.
- Present design rationale and recommendations to cross-functional teams and leadership while incorporating feedback throughout the design process.
- Collaborate in Agile environments and contribute throughout the product lifecycle from discovery through delivery.
BASIC QUALIFICATIONS
- Bachelor's degree in Design, Human-Computer Interaction, Human Factors, Computer Science, or a related discipline (or equivalent experience).
- 5+ years of experience designing enterprise software, SaaS platforms, internal business applications, customer-facing digital products, or other complex web applications.
- Strong portfolio demonstrating end-to-end product design, high-fidelity UI design, and UX problem solving.
- Experience partnering closely with Product Managers to gather requirements, prioritize work, and influence product direction.
- Strong understanding of interaction design, information architecture, responsive web design, and user-centered design principles.
- Experience working within and contributing to design systems, component libraries, and scalable design patterns.
- Familiarity designing alongside engineering teams using React, Material Design, Material UI, or similar component frameworks.
- Advanced proficiency with Figma, including component libraries, design tokens, Auto Layout, prototyping, and developer handoff.
- Experience conducting or participating in user research, usability testing, and design validation.
- Strong communication, presentation, and stakeholder management skills.
- Experience designing accessible products that align with WCAG guidelines.
- Comfortable navigating ambiguity and balancing user needs, business goals, and technical constraints.
- Experience working within Agile/Scrum product teams.
PREFERRED QUALIFICATIONS
- Experience designing complex enterprise workflows, operational systems, financial platforms, or customer portals.
- Experience with React-based product teams and front-end development concepts (HTML, CSS, JavaScript).
- Knowledge of Material Design principles and component-based UI architecture.
- Experience with journey mapping, service design, or design thinking facilitation.
- Familiarity with AI-assisted design tools and modern UX workflows.
- Experience mentoring designers or contributing to UX best practices and design operations.
INTRODUCTION
Optomi, in partnership with a premier client in the private aviation industry, is seeking multiple Senior UX Product Designers to join a collaborative UX Research & Design organization. These designers will play a key role in shaping both enterprise and customer-facing digital experiences across a portfolio of complex web applications. This is an opportunity to influence product strategy, contribute to an evolving design system, and partner closely with Product, Engineering, Research, and Brand teams to deliver intuitive, accessible, and scalable user experiences.
LOCATION: Hybrid – 3 days/week (Monday, Tuesday, Thursday) in Columbus, OH or Chicago, IL
EMPLOYMENT TYPE: Contract - Thru 12/31/26 (with option to extend or convert to FTE)
- Design intuitive, accessible digital experiences across a portfolio of enterprise applications and customer-facing web products.
- Partner closely with Product Managers, Engineering, UX Research, and stakeholders to gather requirements, define problems, and deliver user-centered solutions.
- Create user flows, wireframes, prototypes, high-fidelity mockups, and production-ready UI specifications.
- Design complex workflows for data-rich applications, operational tools, customer portals, and digital experiences.
- Contribute to and extend an enterprise design system, creating scalable components, patterns, and documentation.
- Design within established component libraries and collaborate with engineering teams using React and Material Design/Material UI environments.
- Participate in discovery activities, user research, usability testing, and iterative design validation.
- Advocate for accessibility and inclusive design, ensuring solutions align with WCAG standards.
- Present design rationale and recommendations to cross-functional teams and leadership while incorporating feedback throughout the design process.
- Collaborate in Agile environments and contribute throughout the product lifecycle from discovery through delivery.
BASIC QUALIFICATIONS
- Bachelor's degree in Design, Human-Computer Interaction, Human Factors, Computer Science, or a related discipline (or equivalent experience).
- 5+ years of experience designing enterprise software, SaaS platforms, internal business applications, customer-facing digital products, or other complex web applications.
- Strong portfolio demonstrating end-to-end product design, high-fidelity UI design, and UX problem solving.
- Experience partnering closely with Product Managers to gather requirements, prioritize work, and influence product direction.
- Strong understanding of interaction design, information architecture, responsive web design, and user-centered design principles.
- Experience working within and contributing to design systems, component libraries, and scalable design patterns.
- Familiarity designing alongside engineering teams using React, Material Design, Material UI, or similar component frameworks.
- Advanced proficiency with Figma, including component libraries, design tokens, Auto Layout, prototyping, and developer handoff.
- Experience conducting or participating in user research, usability testing, and design validation.
- Strong communication, presentation, and stakeholder management skills.
- Experience designing accessible products that align with WCAG guidelines.
- Comfortable navigating ambiguity and balancing user needs, business goals, and technical constraints.
- Experience working within Agile/Scrum product teams.
PREFERRED QUALIFICATIONS
- Experience designing complex enterprise workflows, operational systems, financial platforms, or customer portals.
- Experience with React-based product teams and front-end development concepts (HTML, CSS, JavaScript).
- Knowledge of Material Design principles and component-based UI architecture.
- Experience with journey mapping, service design, or design thinking facilitation.
- Familiarity with AI-assisted design tools and modern UX workflows.
- Experience mentoring designers or contributing to UX best practices and design operations.
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Find JobsSenior AI Product Designer Job Market in Chicago
Who's Hiring
Top Industries Hiring
- Banking & Financial Services
- Investment & Asset Management
- Technology & Software
Senior AI Product Designer Jobs in Chicago: Frequently Asked Questions
How do I get a senior ai product designer job in Chicago?
Chicago's strongest hiring comes from fintech firms in the Loop, healthtech companies in the Merchandise Mart corridor, and enterprise software employers in River North and Fulton Market. Candidates with hands-on experience designing AI-native products, conversational interfaces, or machine learning workflows stand out here. Building a portfolio that shows clear AI design decisions and their business outcomes gives you a concrete edge with Chicago hiring teams.
Which companies hire senior ai product designers in Chicago?
Chicago senior ai product designer roles are posted by Caterpillar, NinjaTrader, and JPMorganChase and others right now, based on current listings on Migrate Mate as of July 2026. The local market is shaped by a mix of large financial institutions with in-house product teams, growth-stage healthtech startups, and established enterprise software companies with Chicago headquarters or major regional offices.
Are there remote senior ai product designer jobs in Chicago?
Yes, though senior ai product designer roles vary widely since some teams require regular in-person collaboration on research and prototyping while others run fully distributed. About 71% of senior ai product designer openings tied to Chicago are remote or hybrid as of July 2026, with remote work most common in the discovery, systems design, and documentation phases of the role.
How can I get a senior ai product designer job in Chicago with little or no experience?
The most realistic entry path in Chicago is targeting associate or mid-level product designer roles at growth-stage startups in Fulton Market or River North, where smaller teams give early-career designers exposure to AI product work faster than large enterprises do. Chicago's robust design agency scene also offers contract work that builds an AI-focused portfolio, and local design bootcamps sometimes partner directly with employers hiring their graduates.
Which industries hire the most senior ai product designers in Chicago?
Most senior ai product designer openings in Chicago sit in Banking & Financial Services, Investment & Asset Management, and Technology & Software, per current listings on Migrate Mate as of July 2026. Chicago's deep roots in financial services and its fast-growing healthtech cluster create sustained demand for designers who can translate complex AI outputs into clear, compliant, and user-centered product experiences.
See All 18 Senior AI Product Designer Jobs in Chicago
Find roles in Chicago that match your experience and apply in just a few clicks.
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