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Artificial Intelligence Data Annotation Jobs in Chicago, IL

Kotoba

Artificial Intelligence Researcher

Mundelein, IL · On-site

We also build ultra-low-latency speech-to-text and text-to-speech models that run everywhere from the data center to edge devices, and we license this foundational technology to Fortune 50 companies ...

MaximaTek

Software Engineer

Chicago, IL · On-site

Artificial Intelligence * Data Science * Cybersecurity * Or a related technical field. * 0-3 years of software development experience. * Fresh graduates are encouraged to apply. Required Skills

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All JobsArtificial Intelligence Data Annotation JobsArtificial Intelligence Data Annotation Jobs in Chicago, IL

Artificial Intelligence Data Annotation information

See Chicago, IL salary details

$25.1K

$100.1K

$194.5K

How much do artificial intelligence data annotation jobs pay per year?

As of Sep 8, 2026, the average yearly pay for artificial intelligence data annotation in Chicago, IL is $100,129.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,702.00 and $140,106.00 per year, depending on experience, location, and employer.

What is an artificial intelligence data annotation?

An Artificial Intelligence Data Annotation job involves labeling, tagging, or categorizing data such as text, images, audio, or video to train machine learning models. Annotators help improve AI accuracy by providing high-quality, structured data that algorithms use to learn patterns. Tasks may include bounding box annotation, sentiment analysis, transcription, or entity recognition, depending on the AI application. This role is essential in industries like autonomous vehicles, healthcare, and natural language processing. Attention to detail and familiarity with annotation tools are key skills for this job.

What does an artificial intelligence data annotation do?

Daily responsibilities for an Artificial Intelligence Data Annotation professional typically include reviewing large sets of data—such as images, text, or audio—and accurately labeling or categorizing them according to project guidelines. You may also participate in quality assurance checks, provide feedback to improve annotation processes, and collaborate with data scientists or project managers to clarify labeling standards. Most annotation work requires maintaining strict attention to detail and meeting production quotas or deadlines. Work is often structured individually but may involve collaboration within a larger team, especially when aligning on new guidelines or best practices. This structured, detail-oriented environment supports the development of high-quality training data for AI systems.

What are the key skills and qualifications needed to thrive in artificial intelligence data annotation?

To thrive as an Artificial Intelligence Data Annotation specialist, you need strong attention to detail, proficiency in data labeling, and a basic understanding of machine learning concepts, often supported by a high school diploma or higher. Familiarity with annotation platforms (such as Labelbox or CVAT), spreadsheet software, and sometimes knowledge of programming basics or data formats (like CSV or JSON) is beneficial. Strong communication skills, consistency, and the ability to work both independently and collaboratively are key soft skills for this role. These competencies ensure high-quality, accurate datasets that are critical for training reliable AI models.

What are artificial intelligence data annotation jobs?

Artificial intelligence data annotation jobs involve labeling and categorizing data such as images, videos, text, or audio to help train machine learning models. These roles require attention to detail and often involve using specialized tools or platforms, with tasks typically performed remotely and on flexible schedules.

What are the most commonly searched types of Artificial Intelligence Data Annotation jobs in Chicago, IL?

The most popular types of Artificial Intelligence Data Annotation jobs in Chicago, IL are:

What are popular job titles related to Artificial Intelligence Data Annotation jobs in Chicago, IL?

For Artificial Intelligence Data Annotation jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Artificial Intelligence Data Annotation jobs in Chicago, IL look for?

The top searched job categories for Artificial Intelligence Data Annotation jobs in Chicago, IL are:

Artificial Intelligence Data Annotation jobs near you
Infographic showing various Artificial Intelligence Data Annotation job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 84% Full Time, 12% Part Time, and 3% Contract. Highlights an 87% Physical, 3% Hybrid, and 10% Remote job distribution, with an average salary of $100,129 per year, or $48.1 per hour.

Artificial Intelligence (AI) Tutor

Varsity Tutors

Des Plaines, IL • Remote

$18 - $40/hr

Part-time

Re-posted 5 days ago

Varsity Tutors rating

5.9

Company rating: 5.9 out of 10

Based on 17 frontline employees who took The Breakroom Quiz

12th of 24 rated private schools and tutoring

Job description

About the Job
The Varsity Tutors Live Learning Platform has thousands of students looking for online Artificial Intelligence (AI) tutors nationally. As a tutor on the Varsity Tutors Platform, you'll have the flexibility to set your own schedule, earn competitive rates, and make a real impact on students' academic success and understanding. All from the comfort of your home.
Why Join Our Platform?
  • Earn incrementally higher pay for each session with the same student, reaching up to $40/hour.
  • Get paid up to twice per week, ensuring fast and reliable compensation for the tutoring sessions you conduct and invoice.
  • Set your own hours and tutor as much as you'd like.
  • Tutor remotely using our purpose-built Live Learning Platform. No commuting required.
  • Get matched with students best-suited to your teaching style and expertise.
  • Our AI-powered Tutor Copilot enhances your sessions with real-time instructional support, lesson generation, and engagement features, helping you save prep time and focus on impactful teaching.
  • We handle the logistics—you just invoice for your tutoring sessions, and we take care of payments.

What We Look For In a Artificial Intelligence (AI) Tutor
  • Advanced Subject Mastery: Deep knowledge of machine learning algorithms, neural networks, natural language processing, computer vision, reinforcement learning, search algorithms, knowledge representation, probabilistic reasoning, and ethical AI considerations. Ability to explain supervised and unsupervised learning, backpropagation, transformer architecture, and bias in AI systems while preparing students for AI research, data science, and technology innovation careers.
  • Conceptual Teaching & Problem-Solving: Skilled at breaking down neural network architectures, training optimization, and model evaluation techniques. Guides students through implementing classification and regression models, designing neural networks, preprocessing data, evaluating model performance with metrics, and interpreting AI system outputs. Emphasizes connecting mathematical foundations to practical implementation and applies AI to healthcare, autonomous systems, and creative applications.
  • Curriculum Awareness & Adaptive Instruction: Familiar with AI curricula at introductory and intermediate levels and common challenges such as understanding gradient descent mathematics, selecting appropriate model architectures, and interpreting overfitting. Adapts instruction using Python with TensorFlow or PyTorch, interactive notebooks, and real-world data projects to support students from AI concepts introduction through intermediate machine learning implementation.
  • Effective Teaching Methods: Ability to identify concepts students commonly struggle with, explain material using multiple approaches, and adapt instruction to meet individual learning needs and styles.
  • Strong communication skills and a friendly, engaging teaching style.
  • Ability to adapt to different learning styles and student needs.

Ways To Connect With Students
  • 1-on-1 Online Tutoring - Provide personalized instruction to individual students.
  • Instant Tutoring - Accept on-demand tutoring requests whenever you're available.

About Varsity Tutors And 1-on-1 Online Tutoring
Our mission is to transform the way people learn by leveraging advanced technology, AI, and the latest in learning science to create personalized learning experiences. Through 1-on-1 Online Tutoring, students receive customized instruction that helps them achieve their learning goals. Our platform is designed to match students with the right tutors, fostering better outcomes and a passion for learning.
Please note: Varsity Tutors does not contract in: Alaska, California, Colorado, Delaware, Hawaii, Maine, New Hampshire, North Dakota, Vermont, West Virginia or Puerto Rico.

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