AI Solutions Engineer Jobs in Chicago, IL
AI Solutions Engineer jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market tech corridor, with steady demand from enterprise software, financial services, and healthcare analytics firms. Employers hiring right now include Amazon Web Services, McDermott Will & Schulte, and Crowe. Find a role that fits below and apply directly.
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Build your big career with the firm that does Big Law, Better. McDermott Will & Schulte is a leading global law firm that brings together more than 1,700+ lawyers and 1,400 business professionals. We celebrate excellence, collaboration, and community and have been recognized as a top workplace by USA Today, Fortune, The American Lawyer, Vault and others. We are also certified by Great Place to Work.
At McDermott, we don’t just invest in your future, we accelerate your career – wherever it may lead. That includes supporting you both in and outside of the office.
With us, you’ll find:
A firm where everyone belongs: Our award-winning culture prioritizes warmth and authenticity — we encourage you to be yourself!
Enthusiasm for all perspectives: We’re smarter and stronger when everyone has a voice and a seat at the table. We welcome unique viewpoints and ideas, and we make opportunities for you and your career to thrive.
Support to feel your best and do your best: Wellness is integral to building a successful career and a rich life. That’s why our benefits program supports your physical, emotional, mental, and financial health, with an emphasis on work-life balance.
Real rewards for real work: We offer generous compensation packages that recognize hard work and excellence.
Job Description:
McDermott, Will & Schulte LLP is building one of the most ambitious AI programs in the legal industry — and quality is not an afterthought. As we deploy AI-powered solutions across legal practices and operational teams, we need someone who can own the full quality lifecycle: from unit tests and edge cases through system testing, performance, and CI/CD pipeline integration.
The AI Solutions QA Analyst must have experience using AI tools (eg. Claude, ChatGPT or other) for the testing lifecycle. AI QA Analyst partners directly with our AI Solutions Analysts and engineering team to ensure every solution we ship is tested, reliable, and production-ready — leveraging AI itself to do it faster and more thoroughly than traditional QA ever could.
WHY MWS:
Shape quality standards for an entirely new category of legal AI solutions — from the ground up
Work with frontier AI tools to build and run tests faster than traditional QA methods allow
High-visibility role reporting to Director of QA with direct impact on every solution the team ships
Remote-first, technically rigorous team that takes production quality seriously
WHAT YOU'LL DO:
Own the full QA lifecycle for AI-powered solutions — from unit and integration testing through system, performance, and scalability testing
Partner with Analysts to generate and evaluate test cases using AI-assisted tools, with particular focus on boundary conditions, edge cases, and AI output validation
Work with the engineering team to define and integrate automated test suites into the Azure DevOps CI/CD pipeline for each solution
Define system-level test strategies in collaboration with the Director of QA, covering functional, regression, and non-functional testing requirements
Coordinate with the dedicated security team to translate security testing guidance into solution-specific security test cases
Evaluate AI solution reliability across varied inputs — ensuring consistent, predictable behavior under real-world conditions
Maintain test documentation, defect tracking, and quality metrics that give leadership clear visibility into solution readiness
Champion a quality culture across the delivery team — making testing a natural part of the development workflow, not a gate at the end
WHAT YOU BRING:
AI fluency — you use AI tools actively and can direct leading AI platforms to generate, evaluate, and refine test cases
4+ years of formal QA experience, including writing and executing test scripts across the full testing lifecycle
Strong experience with unit, integration, system, and regression testing — both manual and automated
Hands-on experience integrating test suites into CI/CD pipelines; Azure DevOps experience strongly preferred
Demonstrated ability to design boundary and edge case tests for complex, data-driven applications
Understanding of performance and scalability testing concepts; experience with load testing tools a plus
Solid grasp of defect tracking, test documentation, and quality metrics reporting
Strong analytical thinking — you approach untested AI behavior the way an engineer approaches an unknown system
BS in Computer Science, Information Systems, Engineering, or equivalent experience
Preferred:
Experience testing AI-powered applications — prompt-driven systems, agentic workflows, or LLM-integrated tools
Familiarity with AI-assisted test generation workflows and code-generating platforms
Exposure to security testing principles in collaboration with a dedicated security team
Experience in legal, financial services, or other regulated industry environments
Knowledge of Azure DevOps, including pipeline configuration and automated test integration
Successful candidates will be provided with outstanding career opportunities and will receive a competitive total rewards package with the opportunity to earn performance-based bonuses.
Target Hiring Range $93,000 - $142,000
Please note that quoted salary ranges are not guarantees of what final salary offers may be. Base pay is based on market location and may vary depending on job-related knowledge, skills, experience, and geographic location. Base pay is only one part of the Total Rewards that MWE provides to compensate and recognize our staff professionals for their work. Full time positions are eligible for a discretionary bonus and a comprehensive benefits package.
Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.
#LI-JL1 #LI-Hybrid
Physical Demands and Work Environment:
The physical demands and work environment characteristics described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
Physical Demands:
While performing the duties of this job, the employee is required to sit, use hands, reach with hands and arms, stoop, talk and hear
Employee must occasionally lift up to twenty (20) pounds
Work Environment:
Typical indoor office environment
Disclaimer:
The above statements are intended to describe the general nature and level of the work being performed by people within this classification. They are not intended to be an exhaustive list of all responsibilities, duties and skills required of employees assigned to this job.
See All 33 AI Solutions Engineer Jobs in Chicago
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AI Solutions Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a ai solutions engineer job in Chicago?
Target the Loop and Fulton Market tech corridor first, where enterprise software, fintech, and healthcare IT firms hire the most ai solutions engineers. Candidates with hands-on experience integrating large language models or building ML pipelines into client-facing products stand out in Chicago's market. Engaging with local tech meetups and the Chicago AI community also surfaces roles before they reach wider job boards.
Which companies hire ai solutions engineers in Chicago?
Employers hiring ai solutions engineers in Chicago right now include Amazon Web Services, McDermott Will & Schulte, and Crowe, based on current listings on Migrate Mate as of November 2026. Chicago's hiring pool includes large enterprise technology firms, regional financial institutions, and a growing cluster of AI-focused startups headquartered in the West Loop and Fulton Market neighborhoods.
Are there remote ai solutions engineer jobs in Chicago?
Yes, though many roles require on-site client engagement or lab access, so full-remote positions are less common than in purely analytical tech roles. About 100% of ai solutions engineer openings tied to Chicago are remote or hybrid as of November 2026, with hybrid arrangements most common at the city's enterprise software and consulting employers. Deployment and integration work tied to specific client infrastructure tends to require in-person presence in the Loop or nearby suburbs.
How can I get a ai solutions engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a solutions or technical associate role at one of the city's enterprise software or cloud consulting firms, where on-the-job AI project exposure is common. Smaller Fulton Market startups frequently hire junior engineers willing to rotate across ML deployment and client support. A capstone project demonstrating a working AI integration, even a personal one, meaningfully strengthens applications in Chicago's competitive but accessible mid-market.
See All 33 AI Solutions Engineer Jobs in Chicago
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Find AI Solutions Engineer Jobs