Top 11 Senior user interface designer Jobs in Chicago, Il

Senior UX Designer
Cleo (US) —Chicago, IL
- $140,000 - $160,000 a year
- Remote
- Product management
- Senior level
- Leadership
- Paid parental leave
- Health savings account
Senior UI/UX Designer
Contact Government Services, LLC —Chicago, IL
- $120,000 - $200,000 a year
- Full-time
- Hybrid work
- Management
- Bachelor's degree
- JavaScript
- Health insurance
- Dental insurance
Quick Apply
Senior Product Designer, Venues - Resy
American Express —Chicago, IL
- $123,000 - $215,250 a year
- Full-time
- Hybrid work
- 5 years
- Fair chance
- Senior level
- Paid parental leave
- Health insurance
13d
Senior UX Designer
Leap Group —Chicago, IL
- Full-time
- Hybrid work
- 8 years
- Presentation skills
- Continuous improvement
- Paid parental leave
- Dental insurance
Quick Apply
6d
Senior Visual Communication Designer
IDEO —Chicago, IL
- $80,000 - $100,000 a year
- Full-time
- Remote
- Senior level
Senior Product Designer, Trading
tastylive —Chicago, IL
- $132,000 - $160,000 a year
- Full-time
- Office
- 8 years
- Mentoring
- Commuter assistance
- Health insurance
Quick Apply
Senior Product Designer, Trading
tastytrade —Chicago, IL
- $132,000 - $160,000 a year
- Full-time
- Office
- 8 years
- Mentoring
- Commuter assistance
- Health insurance
Quick Apply
Senior Product Designer, Craft & Systems
tastytrade —Chicago, IL
- $132,000 - $160,000 a year
- Full-time
- Office
- 8 years
- Mentoring
- Commuter assistance
- Health insurance
Quick Apply
Senior Product Designer, Craft & Systems
tastylive —Chicago, IL
- $132,000 - $160,000 a year
- Full-time
- Office
- 8 years
- Mentoring
- Commuter assistance
- Health insurance
Quick Apply
Sr UI Designer
Life Fitness / Hammer Strength —Rosemont, IL
- $93,000 - $135,900 a year
- Full-time
- Hybrid work
- 6 years
- Office
- Product management
- Commuter assistance
- Health savings account
Quick Apply
Sr. Design Manager, Product
Meltwater Group —Chicago, IL
- $130,000 - $144,000 a year
- Hybrid work
- 3 years
- Master's degree
- Presentation skills
- Commuter assistance
- Health insurance

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Senior UI/UX Designer
Contact Government Services, LLC —Chicago, IL
Expertise in user research methodologies, user centered design principles and frameworks, and user interface design standards.
$120,000 - $200,000 a year
Quick Apply
Senior UX Designer
Cleo (US) —Chicago, IL
Strong systems thinking, with the ability to understand and design within complex technical domains. Prototyping, content generation, design exploration,…
$140,000 - $160,000 a year

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Senior UX Designer

Cleo (US)
Chicago, IL

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Job Details

$140,000 - $160,000 a year

Benefits

Paid parental leave
Health savings account
Dental insurance
Flexible spending account
Paid time off
Parental leave
Employee assistance program
Vision insurance
401(k) matching

Qualifications

Product design project leadership
Enterprise software
Collaboration with product development teams
User research for product design
UX design project leadership
Data-driven decision making
Project stakeholder communication
Cross-functional communication

Full Job Description

We are seeking an AI-native Senior UX Designer to help shape the future of enterprise software in an AI-first world. This role is for designers who are driven to deeply understand users and translate complex supply chain challenges into intuitive, elegant experiences. You will join a team redefining how products are conceived, designed, and built — leveraging AI to accelerate insight, decision-making, and execution. This role sits at the intersection of enterprise UX, AI-enabled workflows, systems thinking, and business outcomes. You will help define how intelligent capabilities are surfaced inside complex operational workflows while also evolving how UX itself is practiced in an AI-centered product development lifecycle. You will work closely with Product Management, Engineering, Architecture, Data/AI teams, and executive stakeholders to design scalable, trustworthy, and high-impact experiences for some of the world's most complex supply chain environments.

What You Will Be Doing

Partner with Product Management and Architecture to define experience strategy across key platform
areas — shaping not just what we build, but how intelligent, AI-driven capabilities are surfaced and
experienced.
Lead problem framing and user insight development for complex supply chain workflows, leveraging a
mix of user research, data, and AI-assisted discovery techniques to uncover high-impact opportunities.
Translate ambiguity into clear experience direction using appropriate fidelity — from rapid concepts to
information architecture, wireframes, prototypes, interaction models, design specifications, and
polished high-fidelity UI designs.
Design AI-centered user experiences that leverage recommendation systems, intelligent automation,
conversational interfaces, predictive intelligence, decision-support workflows, and agentic interaction
models.
Use AI-assisted workflows throughout the UX process — including research synthesis, ideation,
prototyping, content generation, design exploration, usability analysis, and documentation
acceleration.
Drive continuous validation and learning, combining qualitative and quantitative methods to evaluate
experience effectiveness and inform product decisions.
Collaborate deeply with engineering teams to ensure high-quality implementation — iterating in real
time, influencing trade-offs, and ensuring experiences meet a high bar for usefulness, usability, and
polish.
Act as a strong UX voice in cross-functional decision-making, advocating for user and business
outcomes while helping teams navigate complexity and ambiguity.
Shape and scale design systems and interaction patterns that support consistency while enabling
innovation — particularly for AI-driven and data-rich experiences.
Contribute to a culture of design excellence and innovation, raising the bar for craft, systems thinking,
and the role of UX in an AI-centered product development lifecycle.

Your Qualifications

5+ years designing complex, data-rich enterprise applications, with a track record of simplifying
challenging workflows into intuitive, high-impact experiences.
Experience designing adaptive AI-infused experiences that combine intelligent guidance, automation,
conversational workflows, and decision-support capabilities while preserving usability, explainability,
user agency, and operational trust. Strong demonstrated curiosity, strategic thinking, and learning
agility are valued where direct experience may be limited.
Experience leading UX for meaningful product areas or initiatives, influencing direction across product,
engineering, and design.
Portfolio demonstrating end-to-end product thinking — from problem framing and user insight through
to shipped outcomes.
Strong systems thinking, with the ability to understand and design within complex technical domains
(e.g., integrations, data platforms, supply chain systems).
Ability to navigate ambiguity and define clear experience direction, translating loosely defined
problems into actionable design strategies.
Experience integrating user research and product data into decisions, combining qualitative and
quantitative inputs to drive outcomes.
Deep collaboration with engineering teams, influencing trade-offs and ensuring high-quality
implementation in iterative environments.
Strong communication and influencing skills, with the ability to articulate rationale and align cross-
functional stakeholders.
High bar for craft and detail, delivering polished, cohesive experiences that balance usefulness,
usability, and visual quality.

A few things we have to offer:

Compensation $140,000 to $160,000 + bonus opportunity
Great Healthcare + Dental + Vision
Flexible PTO
Culture of support, encouraging Life-Work balance
401k match
FSA and HSA options
Employee Assistance Program
Paid Parental Leave
Representing a company with 4,000+ clients and a 99% retention rate
Accelerated title and salary growth potential
A fun and energetic work environment that makes you excited to go to work every day

We use artificial intelligence (AI) tools to assist in certain stages of our recruitment process, such as resume screening and candidate matching. These tools are designed to support fair and consistent evaluations. If you have questions about this process or would like to request an alternative assessment method, please contact us at [email protected].

Cleo Communications US, LLC is an equal opportunity/affirmative action employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability status, protected veteran status, or any other characteristic protected by law.

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Refine Your Search

senior user interface designer jobs in chicago, il

Senior UX Designer

Senior UI/UX Designer

Senior Product Designer, Venues - Resy

Senior UX Designer

Senior Visual Communication Designer

Senior Product Designer, Trading

Senior Product Designer, Trading

Senior Product Designer, Craft & Systems

Senior Product Designer, Craft & Systems

Sr UI Designer

Sr. Design Manager, Product

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