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Prompt Engineering Jobs in Chicago, IL (NOW HIRING)

AI Prompt Engineering Lead

Chicago, IL ยท Hybrid

$105K - $139K/yr

AI Prompt Engineering LeadChicago, IL: Hybrid work from home: 2 days WFH, 3 days onsite in the loopThe AI Prompt Engineering Lead will drive end-to-end AI solutions, for stakeholders throughout the ...

AI Prompt Engineering Lead

Chicago, IL ยท Hybrid

$105K - $139K/yr

AI Prompt Engineering LeadChicago, IL: Hybrid work from home: 2 days WFH, 3 days onsite in the loopThe AI Prompt Engineering Lead will drive end-to-end AI solutions, for stakeholders throughout the ...

AI Prompt and Skills Engineer

Chicago, IL ยท On-site

$74K - $95K/yr

Documents prompt engineering patterns, skill specifications and build processes in the CoE knowledge base, creating the reference material that enables the team to scale. * Collaborates with service ...

AI Engineer

Chicago, IL ยท On-site

$100K - $120K/yr

... prompt engineering, and agents โ€ข Solid understanding of data engineering concepts, SQL/NoSQL, and feature pipelines โ€ข Experience deploying AI solutions on cloud platforms (GCP preferred; AWS ...

Senior Value Engineer - Manufacturing

Chicago, IL ยท On-site

$107K - $147K/yr

In this role, you will combine hands-on technical validation (SQL, Python, Prompt Engineering) with high-level strategy-redesigning processes via agentic automation, steering data architectures, and ...

Sr AI Engineer

Chicago, IL ยท On-site

$107K - $147K/yr

... prompt engineering, embeddings, and RAG pipelines. * Daily collaboration with business partners (esp. underwriters); ability to translate requirements into AI-driven solutions and prototypes.

New

Senior GenAI/Python Engineer

Chicago, IL ยท Remote

$124K - $167K/yr

Prompt Engineering * Structured LLM Output * JSON Schema & Pydantic * RAG & Vector Search * Embeddings & Chunking * Hybrid Search & Reranking * Entity Resolution & Fuzzy Matching * Confidence Scoring ...

Develop intelligent workflows, RAG pipelines, and prompt engineering strategies for business use cases. * Integrate LLMs into enterprise systems and services via APIs and SDKs. * Optimize model usage ...

Senior AI Automation Engineer

Chicago, IL ยท On-site

$120K - $130K/yr

Agentic Automation, AI Agents, LLMs, Prompt Engineering, Intelligent Document Processing, Process Mining, Generative AI; Python, C#, .NET, REST APIs, SQL, Git, CI/CD; Azure, Azure OpenAI, Azure ...

Lead AI Automation Engineer

Chicago, IL ยท On-site

$120K - $130K/yr

Must Have Technical/Functional Skills UiPath, Microsoft Power Platform, enterprise RPA; Agentic AI, AI Agents, LLMs, Prompt Engineering, Intelligent Document Processing, Process Mining, Generative AI ...

Hands on experience working with GenAI applications including LLMs, RAG architecture, prompt engineering and Agentic AI concepts. Exposure to agentic frameworks including LangChain, LangGraph ...

Apply hands-on SQL, Python, and Prompt Engineering skills to steer Apollo toward optimal data models and solution designs, reviewing and validating code for technical rigor. * End-to-End Project ...

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Showing results 1-20

Prompt Engineering information

See Chicago, IL salary details

$33K

$63.9K

$97K

How much do prompt engineering jobs pay per year?

As of Aug 21, 2026, the average yearly pay for prompt engineering in Chicago, IL is $63,949.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,700.00 and $73,100.00 per year, depending on experience, location, and employer.

What is prompt engineering?

A Prompt Engineering job involves designing, refining, and optimizing prompts to improve the performance of AI language models. Prompt engineers work with large language models (LLMs) to generate accurate, relevant, and high-quality responses. They experiment with different phrasing techniques, fine-tune AI outputs, and collaborate with developers to enhance model capabilities. This role is essential in ensuring AI systems provide reliable and useful responses for various applications.

What skills and qualifications are needed for prompt engineering?

To excel in Prompt Engineering, a strong grasp of natural language processing (NLP), machine learning concepts, and analytical thinking is essential, often supported by a degree in computer science or a related field. Familiarity with AI platforms, code repositories (such as GitHub), and prompt development tools is typically required. Excellent problem-solving, creativity, and cross-functional communication skills help Prompt Engineers effectively collaborate and refine model outputs. These capabilities enable the creation of precise, effective prompts driving high-quality AI responses in rapidly evolving technical environments.

What are the most common challenges faced by prompt engineers in their daily work?

Prompt Engineers frequently encounter challenges such as ensuring the clarity and relevance of prompts to achieve accurate AI responses, troubleshooting inconsistent model behavior, and staying updated with evolving AI technologies. Balancing experimentation with efficiency is often essential, as iterative testing and refinement are core parts of the workflow. Collaboration with data scientists, product managers, and other engineers is common, requiring adaptability and strong communication skills. These challenges make the role dynamic and rewarding for professionals who enjoy problem-solving and innovation.

Is prompt engineering still in demand?

Prompt engineering is currently in high demand as organizations seek experts to optimize interactions with AI language models. The role requires skills in natural language processing, prompt design, and familiarity with AI tools, making it a valuable specialization in AI development and deployment.

What do you do as a prompt engineer?

A prompt engineer designs and refines prompts to optimize the performance of AI language models. They analyze model responses, experiment with prompt structures, and use tools like AI development platforms to improve accuracy and relevance in outputs.

What are the most commonly searched types of Prompt Engineering jobs in Chicago, IL?

The most popular types of Prompt Engineering jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Prompt Engineering jobs?

Cities near Chicago, IL with the most Prompt Engineering job openings:

Infographic showing various Prompt Engineering job openings in Chicago, IL as of August 2026, with employment types broken down into 90% Full Time, 6% Part Time, 3% Contract, and 1% Nights. Highlights an 86% Physical, 5% Hybrid, and 9% Remote job distribution, with an average salary of $63,949 per year, or $30.7 per hour.

AI Prompt Engineering Lead

1872 Consulting

Chicago, IL โ€ข Hybrid

$105K - $139K/yr

Full-time

Re-posted 2 days ago


Job description

AI Prompt Engineering LeadChicago, IL: Hybrid work from home: 2 days WFH, 3 days onsite in the loopThe AI Prompt Engineering Lead will drive end-to-end AI solutions, for stakeholders throughout the professional services organization, working in departments across business departments with an initial focus on legal.You'll partner with key business stakeholders to understand existing processes, workflows, etc., recommend AI solutions to automate existing business processes, and then deliver the solutions using tools like Claude Cowork and ChatGPT Custom GPTs.Once the tools are delivered, you'll train the business users, and drive continuous optimization based on feedback from the business users.What you'll be doingDesign and maintain a library of complex, production-grade system prompts for Claude Cowork and ChatGPT Custom GPTs tailored to legal tasks: contract review, clause extraction, due diligence checklists, legal research summaries, and matter intake.Build multi-step prompt workflows that chain instructions, handle conditional logic, and produce structured outputs (tables, memos, checklists) formatted for attorney consumption.Configure and maintain Custom GPTs with specific instructions, knowledge file uploads (precedent packs, playbooks, style guides), and actions that connect to internal document stores and matter management systems.Set up and optimise Claude Cowork automations that route tasks, process uploaded documents, and deliver AI-assisted outputs within existing team workflows.Conduct deep-dive discovery sessions with practice groups to map current workflows, identify friction points, and translate attorney needs into precise AI task specifications.Run structured prompt testing and evaluation cycles โ€” comparing outputs across model versions, prompt variants, and edge cases โ€” to maintain quality and consistency standards.Deliver hands-on training sessions and workshops for attorneys and staff; build self-serve guides, prompt templates, and a prompt library they can adapt independently.Act as internal expert and escalation point for AI tool questions; troubleshoot underperforming prompts and continuously refine based on user feedback.Stay current on new capabilities in Claude, GPT-4o, and emerging models; proactively identify and prototype features (deep research, file analysis, voice, computer use) that add value for legal users.Maintain responsible AI usage guidelines; flag prompt patterns that risk hallucination, data leakage, or outputs unsuitable for client-facing use.Skills we're seekingBachelor's Degree, ideally in an IT, Data or Business related field5+ years of professional experience in AI, IT or Product related roles3+ years of experience in AI focused rolesMust have strong experience with Prompt EngineeringMust have strong experience with either Claude and/or ChatGPTMust have strong experience partnering with business stakeholders to understand business processes, workflows, etc. and subsequently recommending solutions, documenting specific requirements and managing the delivery of AI solutionsExperience with Jira, Confluence or similar product management toolsNice to havesExperience with Claude CoworkExperience building custom GPTs in ChatGPTExperience with Jira, Confluence or similar product management toolsExperience building AI solutions for legal departments


1872 Consulting logo

About 1872 Consulting

Sourced by ZipRecruiter

1872 Consulting, based in Chicago, IL, USA, operates within the IT consulting industry. Armed with a diverse team of experts, the company offers specialized IT consulting services, focusing on modernizing business technologies and driving innovative business strategies. Established in 1872, the company has a rich history marked by its commitment to bridging the gap between businesses and technology. Its mission is to empower organizations to surpass their business goals by providing state-of-the-art IT solutions and service. The company prides itself on its core values of integrity, excellence, and innovation, instilling these principles in every project they undertake.

Industry

It services

Company size

11 - 50 Employees

Headquarters location

Chicago, IL, US

Year founded

2014