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Freelance Machine Learning Data Annotation Jobs in Chicago, IL

Varsity Tutors

Machine Learning Tutor

Skokie, IL · Remote

$18 - $40/hr

Guides students through data preprocessing, feature selection, building and comparing ... Familiar with machine learning curricula and common challenges such as understanding bias-variance ...

Unchain Data

Machine Learning Lead

Chicago, IL · On-site

$225 - $275/hr

  • Medical

  • Retirement

That means digging into large-scale transaction and behavioral data, shipping production fraud ... in machine learning, applied data science, or production ML roles * Demonstrated experience ...

New

Paylocity

Senior Machine Learning Engineer

Schaumburg, IL · On-site

$120K - $159K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Our machine learning engineering team is responsible for developing infrastructure and tooling to help enable data driven decisions and insights at a scale for millions of Paylocity users. As a ...

Paylocity

Senior Machine Learning Engineer

Schaumburg, IL · On-site

$120K - $159K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Leverage cutting-edge big data technologies on AWS utilizing Databricks and Spark to develop scalable and efficient machine learning solutions for millions of users. * Create automated data and ...

Paylocity

Staff Machine Learning Engineer

Schaumburg, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Leverage cutting-edge big data technologies on AWS utilizing Databricks and Spark to develop scalable and efficient machine learning solutions for millions of users. * Create automated data and ...

Co-Sourcing Partners

GCP Data Engineer

Chicago, IL · On-site

$118K - $141K/yr

Collaborate with data architects, business analysts, and machine learning teams to deliver trusted datasets. * Translate business requirements into scalable data solutions. * Provide technical ...

IMC

Machine Learning Researcher

Chicago, IL · On-site

Design and deploy machine learning models to enhance trading performance across various asset ... Manage data acquisition, preprocessing, and feature engineering for structured and unstructured ...

Crowe LLP

Machine Learning Intern

Oakbrook Terrace, IL · On-site

$27 - $42/hr

Role Summary The data science (DS) internship at Crowe follows the firmwide calendar, approximately overlapping the academic summer. DS interns will have a designated data scientist mentor and will ...

Crowe LLP

Machine Learning Intern

Chicago, IL · On-site

Role Summary The data science (DS) internship at Crowe follows the firmwide calendar, approximately overlapping the academic summer. DS interns will have a designated data scientist mentor and will ...

Crowe

Machine Learning Intern

Chicago, IL · On-site

Role Summary The data science (DS) internship at Crowe follows the firmwide calendar, approximately overlapping the academic summer. DS interns will have a designated data scientist mentor and will ...

Crowe LLP

Machine Learning Intern

Oakbrook Terrace, IL

$27 - $42/hr

Role Summary The data science (DS) internship at Crowe follows the firmwide calendar, approximately overlapping the academic summer. DS interns will have a designated data scientist mentor and will ...

Crowe

Machine Learning Intern

Chicago, IL · On-site

Role Summary The data science (DS) internship at Crowe follows the firmwide calendar, approximately overlapping the academic summer. DS interns will have a designated data scientist mentor and will ...

Crowe LLP

Machine Learning Intern

Chicago, IL · On-site

Role Summary The data science (DS) internship at Crowe follows the firmwide calendar, approximately overlapping the academic summer. DS interns will have a designated data scientist mentor and will ...

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All JobsMachine Learning Data Annotation JobsFreelance Machine Learning Data Annotation JobsFreelance Machine Learning Data Annotation Jobs in Chicago, IL

Freelance Machine Learning Data Annotation information

See Chicago, IL salary details

$13

$22

$36

How much do freelance machine learning data annotation jobs pay per hour?

As of Aug 20, 2026, the average hourly pay for freelance machine learning data annotation in Chicago, IL is $22.53, according to ZipRecruiter salary data. Most workers in this role earn between $17.84 and $25.77 per hour, depending on experience, location, and employer.

What is freelance machine learning data annotation?

Freelance machine learning data annotation involves labeling or tagging data—such as images, text, audio, or video—to help train machine learning models. As a freelancer, you work independently or through platforms, completing specific annotation tasks assigned by companies or researchers. This work is essential because high-quality labeled data is required for AI systems to learn and make accurate predictions. Annotators may categorize images, transcribe speech, or highlight relevant information in documents. The flexibility of freelancing allows you to choose projects and work remotely.

What are the key skills and qualifications needed to thrive as a freelance machine learning data annotation specialist?

To thrive as a Freelance Machine Learning Data Annotation specialist, you need attention to detail, basic knowledge of data labeling concepts, and familiarity with machine learning data types. Experience with annotation tools (such as Labelbox, RectLabel, or CVAT) and understanding of data privacy protocols are commonly required. Strong communication, time management, and the ability to follow complex guidelines are essential soft skills for delivering accurate results. These skills ensure high-quality, consistent data annotation, which is critical for effective machine learning model training and performance.

What are some common challenges faced by freelance machine learning data annotators, and how can they be managed?

Freelance machine learning data annotators often encounter challenges such as maintaining data accuracy, handling repetitive tasks, and understanding complex annotation guidelines. Staying organized and regularly reviewing project instructions can help ensure consistency and quality in annotations. Additionally, communicating proactively with project managers and utilizing annotation tools efficiently can help manage workload and clarify uncertainties. Building expertise in different data types (text, image, audio) also allows annotators to diversify their projects and reduce monotony.

What is the difference between Freelance Machine Learning Data Annotation vs Data Labeler?

AspectFreelance Machine Learning Data AnnotationData Labeler
CredentialsBasic understanding of annotation tools, sometimes with specialized domain knowledgeTypically no formal credentials required
Work EnvironmentRemote, flexible, project-basedOften remote or in-house, depending on employer
Industry UsageUsed in AI/ML development for training datasetsUsed in data preparation for various industries, including AI
Search/Comparison IntentFocuses on freelance opportunities, project scope, and toolsMore general, often employed by companies for data labeling tasks

Freelance Machine Learning Data Annotation involves independently completing annotation tasks for AI models, often with specialized tools and domain knowledge. Data Labelers typically perform similar tasks but may work as employees or contractors within a company. The main difference lies in the freelance nature and project-based work of data annotation roles.

Can I work for freelance machine learning data annotation with no experience?

Freelance machine learning data annotation jobs often do not require prior experience, as many tasks involve simple labeling or categorization that can be learned quickly. Basic computer skills, attention to detail, and familiarity with annotation tools are helpful, and training is usually provided. However, building a portfolio or gaining some familiarity with data annotation platforms can improve job prospects.

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

The most popular types of Machine Learning Data Annotation jobs in Chicago, IL are:

What are popular job titles related to Freelance Machine Learning Data Annotation jobs in Chicago, IL?

For Freelance Machine Learning Data Annotation jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Freelance Machine Learning Data Annotation jobs in Chicago, IL look for?

The top searched job categories for Freelance Machine Learning Data Annotation jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Freelance Machine Learning Data Annotation jobs?

Cities near Chicago, IL with the most Freelance Machine Learning Data Annotation job openings:

Freelance Machine Learning Data Annotation jobs near you

Machine Learning Tutor

Varsity Tutors

Skokie, IL • Remote

$18 - $40/hr

Part-time

Re-posted 18 days ago

Varsity Tutors rating

5.7

Company rating: 5.7 out of 10

Based on 16 frontline employees who took The Breakroom Quiz

14th 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 Machine Learning 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 Machine Learning Tutor
  • Advanced Subject Mastery: Deep knowledge of supervised learning, unsupervised learning, feature engineering, model selection, cross-validation, regularization, ensemble methods, dimensionality reduction, clustering, and deep learning fundamentals. Ability to explain linear regression, decision trees, random forests, support vector machines, and neural network architectures while preparing students for data science roles and advanced AI coursework.
  • Conceptual Teaching & Problem-Solving: Skilled at breaking down model training pipelines, hyperparameter tuning, and evaluation metric interpretation. Guides students through data preprocessing, feature selection, building and comparing classification and regression models, implementing clustering algorithms, and interpreting confusion matrices and ROC curves. Emphasizes practical model development workflow and connects machine learning to recommendation systems, fraud detection, and predictive analytics.
  • Curriculum Awareness & Adaptive Instruction: Familiar with machine learning curricula and common challenges such as understanding bias-variance tradeoff, selecting appropriate algorithms for problem types, and interpreting model performance beyond accuracy. Adapts instruction using Python with scikit-learn, Jupyter notebooks, and real-world data sets to support students from introductory statistics-based ML through advanced deep learning and deployment.
  • 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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