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

Sr AI Engineer

Chicago, IL ยท 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 ...

New

As a Senior Value Engineer - Manufacturing at Celonis, you will solve business-critical operational ... In this role, you will combine hands-on technical validation (SQL, Python, Prompt Engineering) with ...

Senior Machine Learning Engineer (LLMs)

Chicago, IL ยท On-site

$126K - $166K/yr

This is not a "prompt engineer" role. You'll design, train, and ship domain-specific language models that automate real workflows and move real revenue. You will: * Own end-to-end LLM systems ...

This is not a "prompt engineer" role. You'll design, train, and ship domain-specific language models that automate real workflows and move real revenue. You will: * Own endtoend LLM systems ...

Senior Machine Learning Engineer (LLMs)

Chicago, IL ยท On-site

$126K - $166K/yr

This is not a "prompt engineer" role. You'll design, train, and ship domain-specific language models that automate real workflows and move real revenue. You will: * Own endโ€‘toโ€‘end LLM systems ...

Senior GenAI/Python Engineer

Chicago, IL ยท Remote

$124K - $167K/yr

Hiring Alert | Senior GenAI/Python Engineer Location: Chicago, IL (Remote) Employment Type ... Prompt Engineering * Structured LLM Output * JSON Schema & Pydantic * RAG & Vector Search

Senior AI Platform Engineer

Chicago, IL ยท On-site

$107K - $147K/yr

Role Overview The Sr. Automation Engineer serves as a senior technical authority responsible for ... Strong security mindset with expertise in AI threat modeling, prompt injection defense, zero-trust ...

As a Senior Value Engineer - Manufacturing at Celonis, you will solve business-critical operational ... Apply hands-on SQL, Python, and Prompt Engineering skills to steer Apollo toward optimal data ...

Senior Automation Engineer

Chicago, IL ยท On-site

$119 - $169.40/hr

The Sr. Automation Engineer serves as a senior technical authority responsible for designing ... Strong security mindset with expertise in AI threat modeling, prompt injection defense, zero-trust ...

Senior AI Platform Engineer

Chicago, IL ยท On-site

$107K - $147K/yr

While the internal title for this position is Senior Automation Engineer , this role has been ... Strong security mindset with expertise in AI threat modeling, prompt injection defense, zero-trust ...

Senior AI Engineer

Chicago, IL ยท On-site

$107K - $147K/yr

We are seeking a Senior AI Engineer to design, develop, and deploy intelligent solutions leveraging ... Knowledge of prompt engineering and AI application design patterns * Experience deploying ...

New

Senior Software Engineer, AI/ML

Chicago, IL ยท On-site

$72K - $141K/yr

We are looking for a highly skilled Senior Python AI Developer with deep expertise in building ... Expertise in Prompt Engineering Best Practices Hands-on experience with: * Google Agent Development ...

Senior GenAI/Python Engineer

Chicago, IL ยท Remote

$124K - $167K/yr

Senior GenAI/Python Engineer Location: Remote (USA) Employment Type: Full-Time Visa Type: USC / GC ... prompt engineering, structured output validation, function calling, tool integration, and AI ...

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 ...

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Showing results 1-20

Senior Prompt Engineer information

See Chicago, IL salary details

$61.3K

$130.4K

$189K

How much do senior prompt engineer jobs pay per year?

As of Aug 22, 2026, the average yearly pay for senior prompt engineer in Chicago, IL is $130,372.00, according to ZipRecruiter salary data. Most workers in this role earn between $107,600.00 and $147,800.00 per year, depending on experience, location, and employer.

What is a senior prompt engineer?

Senior Prompt Engineers are professionals who specialize in designing, refining, and optimizing prompts for AI language models, such as ChatGPT or other generative AI systems. They combine expertise in natural language processing, programming, and domain knowledge to ensure AI outputs are accurate, relevant, and aligned with user goals. Senior Prompt Engineers typically lead teams, develop prompt engineering best practices, and collaborate with product managers, data scientists, and developers to improve AI-driven products. Their work is crucial for organizations leveraging AI to enhance user experiences, automate workflows, or generate content.

How does a senior prompt engineer typically collaborate with cross-functional teams to optimize AI system outputs?

Senior Prompt Engineers frequently work alongside data scientists, machine learning engineers, product managers, and UX designers to fine-tune AI models and ensure prompt effectiveness. Collaboration often involves iterative testing, gathering feedback, and adjusting prompts based on real-world user interactions and business goals. This teamwork helps ensure outputs are accurate, contextually appropriate, and aligned with user expectations. Regular communication and shared documentation are essential to maintain alignment and drive continuous improvement.

What are the key skills and qualifications needed to thrive as a senior prompt engineer, and why are they important?

To thrive as a Senior Prompt Engineer, you need expertise in natural language processing, prompt engineering techniques, and a solid background in computer science or a related field. Familiarity with large language model APIs, AI development platforms, and tools like Python, Jupyter, and version control systems is typically required. Exceptional analytical thinking, creativity, and strong communication skills help you craft effective prompts and work collaboratively with multidisciplinary teams. These skills are essential to optimize model outputs, solve complex user challenges, and drive impactful AI solutions.

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

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

What are popular job titles related to Senior Prompt Engineer jobs in Chicago, IL?

For Senior Prompt Engineer jobs in Chicago, IL, the most frequently searched job titles are:

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

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

Infographic showing various Senior Prompt Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 91% Full Time, 5% Part Time, and 4% Contract. Highlights an 86% Physical, 6% Hybrid, and 8% Remote job distribution, with an average salary of $130,372 per year, or $62.7 per hour.

Sr AI Engineer

Sky Solutions LLC

Chicago, IL โ€ข On-site

$107K - $147K/yr

Other

Posted 2 days ago

New


Job description

Title: Sr AI Engineer

Location: Chicago, IL 60606 (Hybrid)

Interview process: 1st round with Randstad Tech Director and 2nd round with client (1 hr video Microsoft Teams: Panel with System Architects and Sr Engineer)

  • 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); ability to translate requirements into AI-driven solutions and prototypes.

  • Strong soft skills: personable, polished communicator, enthusiastic team player; customer engagement and relationship-building are critical.

  • Big plus: Insurance/underwriting background; adaptable in cross-functional pods, building prototypes that transition to production.