Top Design Jobs in Chicago, IL

Own product design from early strategy through launch and iteration for new software products and major features. Frame customer problems, develop and test concepts, create high-fidelity prototypes, design accessible and scalable experiences, and collaborate closely with product and engineering. Use AI coding tools and customer research to inform decisions, manage tradeoffs, strengthen design systems, and mentor peers.

Build and govern design system components, patterns, tokens, guidelines, evaluations, and AI-assisted design and code generation workflows. Ship accessible, responsive, high-performance web and mobile interfaces while ensuring design decisions translate reliably into maintainable code. Establish contribution, governance, and deprecation models; gather user feedback and usage data; and collaborate with designers, engineers, and product managers to improve system quality and adoption.

Lead UX research and design for B2B/SaaS insurance products: create wireframes, mockups, and prototypes; run user research and usability tests; use analytics to measure outcomes; collaborate with product and engineering to implement consistent, validated UX solutions.

Senior Designer responsible for developing high-impact brand and marketing creative across event branding, environmental design, presentations, campaigns, and production assets. The role involves driving projects from brief to delivery, collaborating cross-functionally, maintaining design systems and brand guidelines, using data to inform decisions, and applying AI tools to accelerate creative exploration and production.

Lead end-to-end qualitative UX research across B2B, B2C, and internal projects, including interviews, usability testing, concept testing, synthesis, and stakeholder recommendations. Partner with product, design, marketing, sales, engineering, and CRO teams to shape user-centered products and improve conversion. Maintain the Dovetail research repository, facilitate workshops, manage multiple projects, and support research operations, tooling, ethical practices, and GDPR-compliant data handling.

Leads consumer experience strategy, product design direction, large-scale initiatives, research coordination, design systems, and cross-functional innovation. Builds scalable design and UX copy systems connected to code and agentic tools, prototypes in code, mentors designers, and influences product and engineering decisions. The role requires strong technical fluency, research expertise, systems thinking, craft judgment, and demonstrated organization-level impact.

Own product design for Scotch’s web-based back office, focusing on orders, transactions, payments, integrations, reporting, and data-heavy workflows. Lead merchant research, define problems with product managers, collaborate with engineers, design responsive experiences, evolve the design system, and support the full product lifecycle from discovery through post-launch iteration.

Lead product design direction across complex, multi-team healthcare platform areas. Shape product strategy, experience architecture, design systems, and scalable experiences for patients, providers, and practices. Partner with product, engineering, data, and leadership to resolve ambiguity, guide execution, mentor designers, and raise quality. Establish AI-native design and engineering workflows using emerging tools such as Cursor and Claude Code.

Own and evolve the design system for a new retail trading platform, including token architecture, Figma Variables, component libraries, Code Connect mappings, documentation, accessibility, and governance. Partner closely with product managers, designers, and engineers to resolve design-to-code gaps and inform product decisions. Use AI tooling to improve workflows and work independently in an early-stage design organization.

Own end-to-end product experience design for CodePath’s learning platform, including user flows, information architecture, interaction design, and design systems. Conduct user discovery, create engineer-ready wireframes and specifications, partner with product managers and engineers, direct a UI design contractor, and maintain experience quality. The role focuses on platform areas, learner-facing tools, internal tools, and AI-powered education experiences.