Top 340 Ai engineer Jobs in Chicago, Il

Security Engineer - AI Trainer
DataAnnotation —Elk Grove Village, IL
- $40 - $60 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Contract Software Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Part-time
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Quick Apply
AI Solution Engineer
Cayuse —Chicago, IL
- Remote
- Computer science
- Computer Science
- Bachelor of Science
- Paid parental leave
- Health savings account
2d
AI Agent Engineer
LaunchPad Lab —Chicago, IL
- $125,000 - $175,000 a year
- Full-time
- Remote
- Azure
- System design
- Mid-level
- Health insurance
- Dental insurance
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AI Engineer
Havi Supply Chain —Chicago, IL
- $105,000 - $125,000 a year
- Online Application
- Hybrid work
- Computer Science
- DevOps
- Mid-level
- Profit sharing
- Paid parental leave
Associate AI Engineer
Morningstar —Chicago, IL
- Full-time
- Hybrid work
- Office
- APIs
- 1 year
- Wellness program
- Paid parental leave
AI Engineer
HAVI Logistics GmbH —Chicago, IL
- $105,000 - $125,000 a year
- Online Application
- Hybrid work
- Computer Science
- DevOps
- Mid-level
- Profit sharing
- Paid parental leave
Android Software Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Part-time
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Quick Apply
AI-Assisted QA Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Part-time
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Quick Apply
Senior AI Software Engineer
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 7 years
- Analysis skills
Senior Data AI Engineer
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 5 years
- Experience equivalent to degree accepted
Principal AI Engineer
CNA Insurance —Chicago, IL
- $97,000 - $189,000 a year
- Full-time
- Hybrid work
- Computer science
- Analysis skills
- Experience equivalent to degree accepted
Principal AI Engineer
CNA Insurance —Chicago, IL
- $97,000 - $189,000 a year
- Full-time
- Hybrid work
- Computer science
- Senior level
- Communication skills
Senior AI Engineer - Guidewire
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 8 years
- Experience equivalent to degree accepted
Senior AI Software Engineer
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 3 years
- Analysis skills
Senior AI Engineer
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 5 years
- Experience equivalent to degree accepted
Senior AI Engineer - Guidewire
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 8 years
- Experience equivalent to degree accepted
Senior Data AI Engineer
CNA Insurance —Chicago, IL
- $72,000 - $141,000 a year
- Full-time
- Hybrid work
- Computer science
- 7 years
- Analysis skills
AI Infrastructure Engineer
Crowe —Oakbrook Terrace, IL
- $94,500 - $212,500 a year
- Full-time
- DevOps
- Bachelor's degree
- Machine learning
Quick Apply
8d
Lead Data Science Engineer
Health Care Service Corporation —Chicago, IL
- $121,200 - $225,200 a year
- Full-time
- Hybrid work
- Computer science
- Computer Science
- Doctor of Philosophy

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ai engineer jobs near chicago, il

Security Engineer - AI Trainer

DataAnnotation -
Elk Grove Village, IL

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Job Details

Part-time | Full-time | Contract
$40 - $60 an hour

Benefits

Flexible schedule

Qualifications

Software coding
English
Programming languages

Full Job Description

DataAnnotation is committed to creating quality AI. Help train AI chatbots while gaining the flexibility of remote work and choosing your own schedule.

We are looking for an existing Security Engineer - AI Trainer to help train AI models. Cybersecurity platforms are increasingly powered by AI — but these systems still need practitioners with real-world experience to validate whether the outputs actually hold up in practice. That's where you come in.

You'll work closely with state-of-the-art AI models on tasks like evaluating AI-generated security content, solving technical security problems, and providing feedback that directly shapes how these systems reason about real-world threats and defenses. You can fit this work alongside a full-time role, or treat it as your primary focus, choosing projects and schedules that align with your availability and goals.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass, you'll receive an email confirmation and paid work will become available to you through our platform.

Advantages of contracting with us:

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
Competitive pay: projects are paid hourly, up to $60 USD per hour. Opportunities for higher bonus rates available for certain projects.
Impact: help shape the future of AI technologies built for cybersecurity.

Responsibilities:

Evaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validity.
Design and solve security-focused technical problems used to train AI systems.
Write clear technical explanations and security-relevant code.
Provide feedback that directly shapes the next generation of AI security models.

Qualifications:

2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operations.
Some coding experience required; comfort navigating and patching a codebase is key.
Fluency in English (native or bilingual level) with strong writing skills.
A bachelor's degree is preferred.
Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

Note: Payment is made via PayPal. We will never ask for any money from you. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand.

Quick Apply

Refine Your Search

ai engineer jobs in chicago, il

Security Engineer - AI Trainer

Contract Software Engineer - AI Trainer

AI Solution Engineer

AI Agent Engineer

AI Engineer

Associate AI Engineer

AI Engineer

Android Software Engineer - AI Trainer

AI-Assisted QA Engineer - AI Trainer

Senior AI Software Engineer

Senior Data AI Engineer

Principal AI Engineer

Principal AI Engineer

Senior AI Engineer - Guidewire

Senior AI Software Engineer

Senior AI Engineer

Senior AI Engineer - Guidewire

Senior Data AI Engineer

AI Infrastructure Engineer

Lead Data Science Engineer

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