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Ai Prompt Engineer Jobs in Chicago, IL (NOW HIRING)

1872 Consulting

AI Prompt Engineering Lead

Chicago, IL · Hybrid

$105K - $139K/yr

AI Prompt Engineering Lead Chicago, IL: Hybrid work from home: 2 days WFH, 3 days onsite in the loop Summary: The AI Prompt Engineering Lead will drive end-to-end AI solutions, for stakeholders ...

1872 Consulting

AI Prompt Engineering Lead

Chicago, IL · Hybrid

$105K - $139K/yr

AI Prompt Engineering Lead Chicago, IL: Hybrid work from home: 2 days WFH, 3 days onsite in the loop Summary: The AI Prompt Engineering Lead will drive end-to-end AI solutions, for stakeholders ...

1872 Consulting

Prompt Engineer

Chicago, IL · Hybrid

The Prompt Engineer 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 ...

1872 Consulting

Prompt Engineer

Chicago, IL · Hybrid

The Prompt Engineer 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 ...

YO AI Labs

AI/ML Engineer - Remote

Chicago, IL · Remote

$200 - $350/hr

You will work with LLMs, RAG, prompt engineering, multi-agent systems, and cloud AI platforms to develop production-grade machine learning applications. Key Responsibilities * Design, implement, and ...

Sky Solutions LLC

Sr AI Engineer

Chicago, IL · On-site

$107K - $147K/yr

Senior engineer with strong AI expertise; hands-on with Claude Code or Cursor , prompt engineering, embeddings, and RAG pipelines. * Daily collaboration with business partners (esp. underwriters ...

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How much do ai prompt engineer jobs pay per hour?

As of Sep 4, 2026, the average hourly pay for ai prompt engineer in Chicago, IL is $55.29, according to ZipRecruiter salary data. Most workers in this role earn between $44.62 and $64.18 per hour, depending on experience, location, and employer.

What is an AI prompt engineer?

An AI Prompt Engineer designs, tests, and optimizes prompts to improve the performance of AI language models. They ensure that AI-generated responses align with desired outcomes by refining input prompts and analyzing model behavior. This role requires a mix of technical skills, creativity, and an understanding of natural language processing (NLP). Prompt engineers often collaborate with developers, data scientists, and product teams to enhance AI interactions.

What does an AI prompt engineer do?

As an AI Prompt Engineer, your day-to-day work often involves designing, testing, and refining prompts to improve the performance and accuracy of AI models for various applications. You'll frequently collaborate with data scientists, product managers, and software developers to understand requirements and integrate AI solutions effectively. Analyzing prompt outputs, troubleshooting issues, and documenting best practices are integral parts of the role. This position offers a dynamic and intellectually stimulating environment where continual learning and innovation are encouraged.

What are the key skills and qualifications needed to thrive as an AI prompt engineer?

To thrive as an AI Prompt Engineer, a solid background in natural language processing, programming (such as Python), and understanding of machine learning concepts is essential, typically supported by a degree in computer science or a related field. Experience with AI frameworks (like OpenAI's APIs), prompt engineering tools, and familiarity with cloud platforms are highly valued and may be supplemented by certifications in AI or data science. Strong analytical thinking, creativity, and excellent communication skills allow for designing effective prompts and collaborating with technical and non-technical stakeholders. These skills and qualities ensure the development of high-quality AI solutions that meet user needs and maximize the effectiveness of language models.

How do I become an AI prompt engineer?

To become an AI prompt engineer, develop strong skills in natural language processing, machine learning, and programming languages like Python. Gain experience with AI models such as GPT and learn to craft effective prompts through practice and understanding of model behavior. Relevant certifications, online courses, and familiarity with AI tools can also enhance your qualifications.

How much do AI prompt engineers make?

AI prompt engineers typically earn between $70,000 and $130,000 annually, depending on experience, location, and industry. Senior roles or those with specialized skills in machine learning and natural language processing can command higher salaries. Many positions also offer benefits such as flexible schedules and opportunities for professional development.

What is the job of an AI Prompt Engineer?

An AI Prompt Engineer designs and optimizes prompts to improve the performance of AI language models. They analyze model responses, experiment with prompt structures, and use tools like natural language processing to ensure accurate and relevant outputs, often working with machine learning frameworks and data annotation techniques.

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

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Ai Prompt Engineer jobs near you
Infographic showing various Ai Prompt Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 75% Full Time, 8% Part Time, and 17% Contract. Highlights an 75% In-person, and 25% Remote job distribution, with an average salary of $115,006 per year, or $55.3 per hour.

AI Prompt Engineering Lead

1872 Consulting

Chicago, IL • Hybrid

$105K - $139K/yr

Full-time

Re-posted 16 days ago

Job description

AI Prompt Engineering Lead
Chicago, IL: Hybrid work from home: 2 days WFH, 3 days onsite in the loop

Summary:

The 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 doing

  • Design 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 - comparing outputs across model versions, prompt variants, and edge cases - 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.
  • ct 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 seeking

  • Bachelor's Degree, ideally in an IT, Data or Business related field
  • 5+ years of professional experience in AI, IT or Product related roles
  • 3+ years of experience in AI focused roles
  • Must have strong experience with Prompt Engineering
  • Must have strong experience with either Claude and/or ChatGPT
  • Must 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 solutions
  • Experience with Jira, Confluence or similar product management tools

Nice to haves

  • Experience with Claude Cowork
  • Experience building custom GPTs in ChatGPT
  • Experience with Jira, Confluence or similar product management tools
  • Experience building AI solutions for legal departments
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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

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