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AI Engineer Jobs in Chicago

Chicago’s AI roles are concentrated in trading, finance, insurance and logistics, where models work on large volumes of business data.

These are on-site and hybrid AI Engineer roles in the Chicago area. Remote roles are on the remote jobs pages.

Intercom, Stripe and Writer have the most open roles here right now. The skills these postings ask for most are AI Agents, Python, APIs and LLM.

Open roles
3
Newest role
1d ago

Hiring now

Skills these roles ask for

Latest Chicago AI Engineer roles

Forward Deployed Engineer

1d ago
I

Intercom

Fin, now part of Salesforce, is seeking a Forward Deployed Engineer to bridge the gap between customer needs and product innovation. This role involves working hands-on with strategic customers, partnering with R&D and Go-to-Market teams to design and deliver high-impact solutions. You will go beyond implementation to shape product direction, influence roadmap decisions, and ensure Fin delivers measurable business outcomes in complex, real-world environments. This is a unique opportunity for individuals excited by ownership, creativity, and solving ambiguous problems at the frontier of applied AI.

$160k - $213k

Chicago, Illinois +1 location hybrid
PythonJavaScriptAI Agents +3 more

AI Engineer

24d ago
Stripe

Stripe

Stripe is seeking an AI Engineer to join the Solutions Architecture team. This role involves embedding directly with Solutions Architects to understand their workflows and build production-quality tools, agents, and automation that enhance their productivity. You will focus on high-leverage opportunities, transforming how the team operates by scaling individual solutions to organizational capabilities. The goal is to measurably improve SA productivity through accelerated engagements and transformed workflows, working at the intersection of engineering and business impact.

Salary not listed

Chicago onsite
AWSGoogle CloudPython +7 more

AI deployment engineer (Central)

1mo ago
W

Writer

WRITER is seeking a Deployment Engineer to join their team and help expand human capacity through superintelligence. In this role, you will partner directly with enterprise customers to understand their unique business challenges and architect AI-powered solutions using WRITER's platform and enterprise-grade LLMs. You will transform complex needs into high-impact applications, driving tangible business results and shaping the future of work. This is a critical role that directly impacts customer success and product evolution, contributing significantly to WRITER's mission.

$132k - $184k

Chicago, IL hybrid Full-time
PythonLLMAI Agents +3 more

Questions about Chicago AI Engineer jobs

How many Chicago AI Engineer jobs are open?
There are 3 open Chicago AI Engineer jobs on AiRagJobs right now, the newest posted 1d ago. New roles are added every day.
Which companies are hiring for Chicago AI Engineer jobs?
Intercom, Stripe and Writer have the most open roles right now.
Are these Chicago AI Engineer jobs remote?
No. These are on-site and hybrid roles; remote roles are listed separately. See remote jobs