Principal Devops Engineer Jobs in Chicago, IL
Principal Devops Engineer jobs in Chicago are concentrated across fintech, enterprise software, and healthcare technology, with the heaviest hiring in the Loop, River North, and the Fulton Market tech corridor. Employers actively filling roles right now include Google, Federal Home Loan Bank of Chicago, and REPLY. Find a role that fits below and apply directly.
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Career Area:
Technology, Digital and DataJob Description:
Your Work Shapes the World at Caterpillar Inc.
When you join Caterpillar, you're joining a global team who cares not just about the work we do – but also about each other. We are the makers, problem solvers, and future world builders who are creating stronger, more sustainable communities. We don't just talk about progress and innovation here – we make it happen, with our customers, where we work and live. Together, we are building a better world, so we can all enjoy living in it.
Job Summary:
The DevOps Tools Team supports the Cat Digital and Cat Technology development community by providing Administration and SME responsibilities for the DevOps tools used in Cat Digital. Assisting is the procurement, registration, installation, and configuration of new development tools. Setting guidelines, auditing, and compliance of supported tools. In this role, the DevOps engineer will support our Autonomy engineering teams in Cat Technology as the build simulation and digital twin environments.
What You Will Do:
As a DevOps Engineer in Cat Digital, your mission is to enable effective, efficient, and secure development teams to deliver high-quality, business value to our customers Competent to perform all programming, project management, and development assignments without close supervision; normally assigned the more complex aspects of systems work.
- Collaborate closely with several development teams to provide recommendations on DevOps best practices, Cat Digital DevOps standards, and troubleshooting of developer challenges in the Software Development Lifecycle (SDLC).
- Work with developers to create, optimize, and troubleshoot Continuous Integration / Continuous Delivery (CI/CD) pipelines.
- Work with developers to create, optimize, and troubleshoot cloud infrastructure deployments using Infrastructure as Code (IAC).
- Collaborate with a DevOps Engineering community to help set standards and implement initiatives across Cat Digital teams.
- Work with developers in the usage of cloud services and assist in troubleshooting solution problems, including IAM, networking and other configuration issues.
- Communicate issues, recommendations, and solutions to developers, product owners, as well as software development managers.
What You Will Have:
- Effective Communications: Understanding of effective communication concepts, tools and techniques; ability to effectively transmit, receive, and accurately interpret ideas, information, and needs through the application of appropriate communication behaviors.
- Software Development: Knowledge of software development tools and activities; ability to produce software products or systems in line with product requirements.
- Software Product Design/Architecture: Knowledge of software product design; ability to convert market requirements into the software product design.
- Software Integration Engineering: Knowledge of software integration processes and functions; ability to design, develop and maintain interfaces and linkage to alternative platforms and software packages.
- Software Product Testing: Knowledge of software product testing; ability to design, plan, and execute testing strategies and tactics to ensure software product quality and adherence to stated requirements.
Consideration for Top Candidates:
- 8 years or more of software development experience
- Experience with AWS cloud services (such as IAM, S3, Lambda, SageMaker, API Gateway, and RDS)
- Deep understanding of Continuous Integration / Continuous Delivery (CI/CD) principals and best practices
- Strong experience creating, managing, and troubleshooting CI/CD pipelines using Azure DevOps and/or GitHub Actions.
- Experience managing and deploying AWS infrastructure via AWS CloudFormation
- AWS Cloud Practitioner
- Experience deploying and configuring OSMO, NVIDIA, RUN.AI
Additional Details:
- This position requires the candidate to be based in either Chicago, IL ; Peoria, IL; Denver, CO; Irving, TX (Dallas)
- Relocation assistance is NOT available for this position
- Visa sponsorship is NOT available with this position.
#LI
Summary Pay Range:
$112,710.00 - $183,140.00Compensation and benefits offered may vary depending on multiple individualized factors, job level, market location, job-related knowledge, skills, individual performance and experience. Please note that salary is only one component of total compensation at Caterpillar.
Benefits:
Subject to plan eligibility, terms, and guidelines. This is a summary list of benefits.
Medical, dental, and vision benefits*
Paid time off plan (Vacation, Holidays, Volunteer, etc.)*
401(k) savings plans*
Health Savings Account (HSA)*
Flexible Spending Accounts (FSAs)*
Health Lifestyle Programs*
Employee Assistance Program*
Voluntary Benefits and Employee Discounts*
Career Development*
Incentive bonus*
Disability benefits
Life Insurance
Parental leave
Adoption benefits
Tuition Reimbursement
- These benefits also apply to part-time employees
Posting Dates:
June 23, 2026 - July 6, 2026Any offer of employment is conditioned upon the successful completion of a drug screen.
Caterpillar is an Equal Opportunity Employer, Including Veterans and Individuals with Disabilities. Qualified applicants of any age are encouraged to apply.
Not ready to apply? Join our Talent Community.
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Find JobsPrincipal Devops Engineer Job Market in Chicago
Who's Hiring
- Google12

- Federal Home Loan Bank of Chicago3

- REPLY2

- Humana2

- Ripple2

Top Industries Hiring
- Technology & Software22
- Artificial Intelligence12
- Consulting & Professional Services9
- Investment & Asset Management8
- Insurance7
Principal Devops Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a principal devops engineer job in Chicago?
Chicago's strongest hiring comes from fintech firms along LaSalle Street, enterprise software companies in River North, and large health systems expanding their engineering teams. Candidates who stand out here combine deep infrastructure expertise with experience in regulated environments, since financial services and healthcare dominate local demand. Demonstrating familiarity with cloud cost governance and platform engineering positions you well, as Chicago employers consistently prioritize engineers who can own both architecture decisions and team mentorship.
Which companies hire principal devops engineers in Chicago?
Employers hiring principal devops engineers in Chicago right now include Google, Federal Home Loan Bank of Chicago, and REPLY, based on current listings on Migrate Mate as of June 2026. Chicago's employer mix leans heavily toward established financial institutions, mid-market software companies, and large healthcare networks, all of which maintain substantial in-house infrastructure teams at the principal level.
Are there remote principal devops engineer jobs in Chicago?
Yes, though availability depends on the employer, since principal devops engineers often carry on-call infrastructure ownership that some companies prefer to keep on-site. About 35% of principal devops engineer openings tied to Chicago are remote or hybrid as of June 2026, reflecting a market that leans toward flexible but not fully distributed arrangements. Strategic and architecture-focused work tends to be the most remote-friendly, while roles requiring hands-on data center or on-premises infrastructure management are typically in-office.
How can I get a principal devops engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is building a foundation as a DevOps or site reliability engineer at one of the city's mid-size software or fintech companies, where smaller infrastructure teams create faster paths to senior responsibility. Roles like senior DevOps engineer, platform engineer, or cloud infrastructure lead serve as natural stepping stones. Chicago's strong community of tech meetups and its concentration of companies migrating legacy financial systems to cloud infrastructure make the city particularly accessible to engineers ready to grow into principal scope.
Which industries hire the most principal devops engineers in Chicago?
Chicago principal devops engineer roles concentrate in Technology & Software, Artificial Intelligence, and Consulting & Professional Services, based on current listings on Migrate Mate as of June 2026. Chicago's position as a national hub for derivatives trading, insurance, and hospital networks creates sustained demand for senior infrastructure engineers who can build reliable, compliant systems at scale.
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