IT Engineer Jobs in Chicago, IL
IT Engineer jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market district, with strong demand across financial services, healthcare technology, and enterprise software. Companies currently hiring include Cullerton, BRAVEN, and XL.net. Find a role that fits below and apply directly.
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INTRODUCTION
Cullerton Group has a new opportunity for a IT Software Engineer 4 (Senior SDET). The work will be performed hybrid in Chicago, Illinois (3 days onsite per week), with the expectation of transitioning to full-time onsite in the future based on the client's business needs. This is a 12-month long-term position that can lead to permanent employment with our client. Compensation is up to $106.00/hour + full benefits (vision, dental, health insurance, 401(k), and holiday pay).
JOB SUMMARY
Cullerton Group is seeking an experienced Lead Software Test Automation Engineer (Senior SDET) to design, develop, and enhance enterprise test automation frameworks for complex software platforms. This role will lead automation strategy, build scalable API and performance testing solutions, mentor QA engineers, and collaborate with development teams to ensure high software quality throughout the CI/CD pipeline. The ideal candidate has extensive experience with Java-based automation frameworks, REST API testing, and Agile software development.
KEY RESPONSIBILITIES
- Design, develop, and maintain enterprise test automation frameworks using Java and JavaScript.
- Develop automated API, integration, functional, and performance test suites using tools such as Karate and JMeter.
- Create test strategies, test plans, and automated test cases based on business requirements and acceptance criteria.
- Mentor QA engineers and provide technical leadership across multiple software projects.
- Collaborate with developers, product owners, and cross-functional teams to support CI/CD, troubleshoot issues, and improve software quality.
REQUIRED QUALIFICATIONS
- Bachelor's degree in Computer Science, Software Engineering, or a related technical field.
- 8+ years of software test automation or SDET experience.
- Strong experience with: Java, Cucumber, JBehave, or other BDD frameworks, REST API/Web Services testing, Test automation framework design, SQL and relational databases, JMeter performance testing.
- End-to-end integration testing.
- Experience developing automated test scripts, test cases, and test data.
- Strong communication and collaboration skills.
- Experience working within Agile development environments.
PREFERRED QUALIFICATIONS
- Experience with Python.
- AWS cloud development experience.
- Experience with TDD, CI/CD, Jenkins, Git, and DevOps practices.
- Experience with API gateways such as Apigee.
- Understanding of microservices architecture.
- Experience with load and performance testing.
- Previous experience supporting enterprise software platforms or large-scale engineering organizations.
WHY THIS ROLE?
This position offers an opportunity to work on enterprise-scale software quality initiatives supporting innovative technology platforms. You'll help drive automation strategy, mentor engineering teams, and contribute to high-impact software solutions while working alongside experienced technical professionals. Cullerton Group provides a professional environment with growth potential and long-term career opportunities.
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Find IT Engineer JobsIT Engineer Job Market in Chicago
Who's Hiring



Top Industries Hiring
- Technology & Software
- Media & Entertainment
- Distribution & Wholesale
IT Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a it engineer job in Chicago?
Focus your search on the Loop's financial services firms, the Fulton Market tech corridor, and the healthcare systems anchored in the Near North Side and Medical District. Candidates with experience in network infrastructure, cloud platforms, or enterprise systems integration tend to move faster in Chicago's market. Certifications like CCNA, CompTIA, or AWS give a measurable edge when competing for roles at large financial institutions and hospital networks.
Which companies hire it engineers in Chicago?
Companies currently hiring it engineers in Chicago include Cullerton, BRAVEN, and XL.net, per current listings on Migrate Mate as of September 2026. Chicago's hiring mix leans heavily toward large financial institutions, regional healthcare systems, and mid-size enterprise software firms, many of which maintain dedicated on-site IT infrastructure teams.
Are there remote it engineer jobs in Chicago?
Yes, though availability depends on the specialization. Roles requiring hands-on hardware, data center access, or on-site support are rarely remote, while systems monitoring, cloud administration, and helpdesk-adjacent roles are more commonly hybrid. About 79% of it engineer openings tied to Chicago are remote or hybrid as of September 2026, with cloud and network operations roles leading that share.
How can I get a it engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is through IT support or junior systems administrator roles at mid-size firms in the Loop or West Loop, where teams are large enough to absorb entry-level staff. Chicago's healthcare systems, managed service providers, and regional banks regularly hire for helpdesk and associate IT roles that transition into engineering tracks. A CompTIA A+ or Network+ certification, combined with a portfolio of home-lab or academic projects, meaningfully differentiates entry-level applicants here.
Which industries hire the most it engineers in Chicago?
Most it engineer openings in Chicago sit in Technology & Software, Media & Entertainment, and Distribution & Wholesale, per current listings on Migrate Mate as of September 2026. Chicago's concentration of major financial exchanges, hospital networks, and growing Fulton Market tech companies creates consistent, multi-sector demand for IT infrastructure and systems talent year-round.
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