Senior AI Software Engineer Jobs in Chicago, IL
Senior AI Software Engineer jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market tech corridor, with strong demand across fintech, healthcare tech, and enterprise software. Employers hiring right now include Fitch, Lenovo, and CVS Health. See the openings below and apply to the ones that match your experience.
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- Support the development, testing, and maintenance of software applications and AI-related solutions
- Assist with troubleshooting, debugging, and resolving technical issues
- Collaborate with team members on projects, enhancements, and process improvements
- Participate in system design discussions, documentation, and code reviews
- Learn and apply software development standards, best practices, and company procedures
- Support integration of applications, tools, and automation processes as needed
- Conduct research and assist with evaluation of new technologies and technical solutions
- Maintain accurate technical documentation and project updates
- Work effectively within a collaborative and team-oriented environment
- Pursues training and development opportunities; Strives to continuously build knowledge and skills
- Perform other duties as assigned
- Bachelor’s degree in Computer Science, Software Engineering, Artificial Intelligence, Information Systems, or a related technical field required
- Basic understanding of software development principles and programming concepts
- Foundational knowledge of artificial intelligence, machine learning, automation, or data-related technologies
- Basic understanding of AI large language models (LLMs) and modern AI tooling (e.g., Claude, Copilot Studio, OpenAI models), including their capabilities.
Demonstrated projects as part of college work in AI projects a huge plus.
- Exposure to or foundational understanding of agentic AI development concepts, including multi-step reasoning, tool integration, and workflow orchestration using AI agents
- Familiarity with one or more programming languages such as Python, Java, JavaScript, or C++
- Foundational knowledge of artificial intelligence, machine learning, automation, or data-related technologies
- Strong analytical, troubleshooting, and problem-solving skills
- Ability to learn new technologies and adapt in a fast-paced environment
- Effective verbal and written communication skills
- Strong organizational skills and attention to detail
- Ability to work independently and collaboratively within a team environment
Reliance, Inc. IS A DRUG-FREE WORK ENVIRONMENT EEO/DISABILITY/VETERAN
Compensation Range: The anticipated compensation for this position is USD $80,000.00/Yr. - USD $100,000.00/Yr. depending on experience, qualifications, and location.
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Who's Hiring



Top Industries Hiring
- Fintech
- Banking & Financial Services
- Investment & Asset Management
- Consulting & Professional Services
Senior AI Software Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a senior ai software engineer job in Chicago?
Chicago's strongest hiring comes from fintech firms in the Loop, health tech companies in the Medical District corridor, and enterprise software players anchored in River North and Fulton Market. Candidates with hands-on experience in large language models, MLOps, or production-scale AI systems stand out here. Networking through Chicago-area AI and machine learning meetups and targeting mid-to-large firms with dedicated AI product teams gives applicants a concrete edge in this market.
Which companies hire senior ai software engineers in Chicago?
Employers hiring senior ai software engineers in Chicago right now include Fitch, Lenovo, and CVS Health, based on current listings on Migrate Mate as of August 2026. Chicago's hiring mix tends to favor established enterprises, regional financial institutions, and growth-stage tech companies rather than early-stage startups, so roles often come with larger team structures and well-defined AI infrastructure.
Are there remote senior ai software engineer jobs in Chicago?
Yes, and senior ai software engineering is among the more remote-compatible roles given that the core work involves code, models, and data rather than physical presence. About 100% of senior ai software engineer openings tied to Chicago are remote or hybrid as of August 2026, reflecting broad employer flexibility in this discipline. Model development, experimentation, and code review are the functions most commonly done fully remote, while roles requiring close collaboration with data engineering or product teams tend to favor hybrid schedules.
How can I get a senior ai software engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a machine learning engineer or data scientist role at one of the city's mid-size fintech or health tech companies, where cross-functional AI work is common and internal movement into senior roles happens faster than at large enterprises. Targeting Chicago-based companies with active AI product roadmaps, contributing to open-source projects, and building a portfolio of deployed models gives candidates a tangible edge over those with coursework alone. Organizations like the University of Chicago's Polsky Center and Chicago tech accelerators also connect early-career engineers with AI-focused employers in the region.
Which industries hire the most senior ai software engineers in Chicago?
Chicago senior ai software engineer roles concentrate in Fintech, Banking & Financial Services, and Investment & Asset Management, based on current listings on Migrate Mate as of August 2026. Chicago's deep roots in financial trading, insurance, and hospital systems create consistent institutional demand for AI talent that solves high-stakes prediction, risk modeling, and clinical decision-support problems.
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