Systems Analyst Jobs in Chicago, IL
Systems Analyst jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market district, with strong demand across financial services, healthcare IT, and enterprise software. Employers hiring right now include Great Dane, Ryan Specialty, and CCC Intelligent Solutions. Find a role that fits below and apply directly.
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INTRODUCTION
Cullerton Group has a new opportunity for a Technical Business Systems Analyst 5 – eCommerce Search in Chicago, IL (preferred), Irving, TX, Peoria, IL, or Broomfield, CO. The work will be done hybrid, requiring 2–3 days onsite per week. This is a 12-month position that can lead to permanent employment with our client. Compensation is 76/hr + full benefits (vision, dental, health insurance, 401k, and holiday pay).
JOB SUMMARY
The Technical Business Systems Analyst 5 will support an eCommerce Search team, serving as the primary liaison between business stakeholders, product management, and search engineering teams. This role will focus on gathering and documenting business requirements, translating business needs into detailed user stories, acceptance criteria, process flows, and functional specifications. The analyst will support Agile delivery through backlog prioritization, sprint planning, requirements decomposition, user acceptance testing (UAT), and release activities. The ideal candidate will have extensive Business Analyst experience, strong analytical and communication skills, and the ability to collaborate effectively with technical and business teams to ensure successful product delivery.
KEY RESPONSIBILITIES
- Gather, analyze, and document business requirements, translating stakeholder needs into detailed user stories, acceptance criteria, process flows, and functional specifications.
- Maintain, refine, and prioritize product backlog items while supporting Agile/Scrum ceremonies, sprint planning, and release activities.
- Collaborate with business stakeholders, product managers, and engineering teams to align business objectives with technical solutions and delivery priorities.
- Support user acceptance testing (UAT), validate delivered functionality against business requirements, and ensure requirements traceability through implementation and testing.
- Communicate project progress, risks, dependencies, and business impacts while coordinating with Digital, Marketing, Product Management, Customer Support, and eCommerce teams.
BASIC QUALIFICATIONS
- Bachelor's degree required.
- Minimum 10+ years of professional Business Analyst experience, preferably supporting complex technical or enterprise business systems.
- Demonstrated experience gathering, analyzing, and documenting business requirements.
- Strong experience working in Agile/Scrum environments, including requirements decomposition, backlog refinement, and sprint planning.
- Ability to develop detailed user stories, acceptance criteria, functional specifications, and business process documentation.
- Excellent verbal and written communication skills, with the ability to collaborate across technical and nontechnical teams.
- Strong analytical, critical-thinking, and problem-solving skills.
- Ability to work onsite 2–3 days per week at an approved office location.
- Willingness to travel up to 25%, primarily to Chicago for project activities or workshops as needed.
PREFERRED QUALIFICATIONS
- Experience supporting eCommerce platforms, enterprise search solutions, or digital product teams.
- Experience collaborating with software engineering, product management, and cross-functional business stakeholders.
- Experience with backlog prioritization, UAT coordination, and software release management.
- Familiarity with requirements traceability and Agile product delivery processes.
- Experience working within large enterprise environments involving multiple technical and business teams.
WHY THIS ROLE?
This position offers an opportunity to contribute to meaningful digital transformation and eCommerce initiatives supporting a global leader in heavy machinery and manufacturing. You will collaborate with experienced product managers, business stakeholders, and engineering teams to improve search capabilities, strengthen requirements management, and support successful technology delivery. Cullerton Group provides a professional environment with growth potential, competitive benefits, and opportunities for long-term career development.
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Who's Hiring



Top Industries Hiring
- Education
- Automotive
- Technology & Software
Systems Analyst Jobs in Chicago: Frequently Asked Questions
How do I get a systems analyst job in Chicago?
Focus your search on Chicago's three heaviest hiring sectors: financial services firms in the Loop, health systems anchored in Streeterville and the Medical District, and enterprise software companies in Fulton Market and River North. Candidates who can demonstrate experience with large-scale ERP or data integration projects stand out most in this market. Familiarity with Agile environments and stakeholder-facing requirements work gives you a clear edge with Chicago employers.
Which companies hire systems analysts in Chicago?
Chicago systems analyst roles are posted by Great Dane, Ryan Specialty, and CCC Intelligent Solutions and others right now, based on current listings on Migrate Mate as of November 2026. Chicago's hiring mix skews heavily toward large financial institutions, regional health networks, and mid-market technology firms that maintain significant operations in the city.
Are there remote systems analyst jobs in Chicago?
Yes, though availability depends on the role: analytical and documentation-heavy positions tend toward remote or hybrid, while systems analyst roles tied to on-site infrastructure or hands-on implementation usually require in-person presence. About 68% of systems analyst openings tied to Chicago are remote or hybrid as of November 2026, with the strongest remote concentration in software and financial services roles rather than healthcare IT.
How can I get a systems analyst job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a junior business analyst or IT analyst role at a mid-size Loop-based financial firm or a health system like Northwestern Medicine or Rush, both of which run structured analyst development programs. Internships at Chicago's enterprise software companies in Fulton Market are another common on-ramp. Proficiency with SQL, basic process mapping, and any exposure to requirements documentation gives entry-level candidates a concrete advantage in local interviews.
Which industries hire the most systems analysts in Chicago?
Most systems analyst openings in Chicago sit in Education, Automotive, and Technology & Software, per current listings on Migrate Mate as of November 2026. Chicago's role as a national hub for commodities trading, insurance, and large regional health networks keeps demand for systems analysts consistently high across those sectors.
See All 63 Systems Analyst Jobs in Chicago
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