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Freelance Machine Learning Data Annotation Jobs in Chicago, IL

TSMG

AI/ML Data Contributor

Chicago, IL · Remote

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL · On-site

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL · On-site

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL · Remote

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL · On-site

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL · On-site

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

TSMG

AI/ML Data Contributor

Chicago, IL · On-site

Previous experience in data annotation, QA, or testing * Interest in AI, machine learning, or emerging technologies What We Offer * Paid, flexible task-based work * Opportunity to work on innovative ...

IMC

Machine Learning Engineer

Chicago, IL · On-site

As a Machine Learning Engineer, you will play a pivotal role in building systems that drive the ... Design scalable model frameworks capable of handling high-volume trading data and delivering real ...

Compunnel

Senior Machine Learning Engineer

Chicago, IL · On-site

$107K - $147K/yr

Job Summary We are seeking a Senior Machine Learning Engineer to design, develop, and implement ... This role will partner closely with Data Science, Data Engineering, Data Architecture, and ...

1872 Consulting

Data Scientist

Chicago, IL · On-site

Research and implement cutting-edge techniques and tools in machine learning/deep learning/artificial intelligence to make data analysis more efficient and meaningful * Provide input on new use cases ...

PayPal, Inc.

Machine Learning Engineer

Chicago, IL · On-site

Collaborate with senior engineers and data scientists on model deployment. * Conduct experiments and run machine learning tests. * Stay updated with the latest advancements in machine learning.

PayPal

Machine Learning Engineer

Chicago, IL

Collaborate with senior engineers and data scientists on model deployment. * Conduct experiments and run machine learning tests. * Stay updated with the latest advancements in machine learning.

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All 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

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$36

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

As of Jul 3, 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 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.

What are the key skills and qualifications needed to thrive as a Freelance Machine Learning Data Annotation specialist, and why are they important?

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 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 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 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:
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Freelance Machine Learning Data Annotation jobs near you

Data Science Expert - AI Content Specialist

Alignerr

Chicago, IL • On-site

Other

Posted 29 days ago

Job description

Data Science Expert - AI Content Specialist
About the Role
What if your deep knowledge of machine learning, statistics, and data engineering could directly shape how the next generation of AI thinks and reasons? We're looking for Data Science Experts to help train and refine cutting-edge AI models - working alongside world-leading AI research labs from wherever you are in the world.
This is a fully remote, flexible contract role designed for experienced data scientists, ML engineers, and quantitative researchers who want to do meaningful, intellectually stimulating work on their own schedule.
  • Organization
    : Alignerr
  • Type
    : Hourly Contract
  • Location
    : Remote
  • Commitment
    : 10-40 hours/week
What You'll Do
  • Design Advanced Challenges
    - Develop complex, expert-level data science problems spanning hyperparameter optimization, Bayesian inference, cross-validation strategies, dimensionality reduction, and more
  • Author Ground-Truth Solutions
    - Write rigorous, step-by-step technical solutions - including Python/R scripts, SQL queries, and mathematical derivations - that serve as the gold standard for model training
  • Audit AI-Generated Code
    - Evaluate AI outputs using libraries like Scikit-Learn, PyTorch, and TensorFlow for technical correctness, efficiency, and best practices
  • Refine AI Reasoning
    - Identify logical failures in AI thinking - such as data leakage, overfitting, or mishandled class imbalance - and deliver structured feedback that improves model performance
  • Stress-Test Model Limits
    - Push AI systems to their boundaries across machine learning theory, statistical inference, neural network architectures, and data engineering pipelines
Who You Are
  • Hold or are pursuing a Master's or PhD in Data Science, Statistics, Computer Science, or a related quantitative field
  • Strong foundational expertise in supervised/unsupervised learning, deep learning, big data technologies (Spark, Hadoop), or NLP
  • Able to communicate complex algorithmic and statistical concepts clearly and precisely in writing
  • Meticulous attention to detail - from code syntax to mathematical notation to the validity of statistical conclusions
  • Self-directed and comfortable working independently on technical tasks
  • No prior AI or annotation experience required
Nice to Have
  • Experience with data annotation, data quality, or AI evaluation workflows
  • Familiarity with production data science practices such as MLOps or CI/CD pipelines for models
  • Prior work in academic research, technical writing, or quantitative analysis
Why Join Us
  • Work directly with industry-leading large language models and cutting-edge AI research
  • Fully remote and async - work on your own schedule, from anywhere
  • Freelance autonomy with consistent, meaningful technical work
  • Engage with intellectually challenging problems that have a real impact on the future of AI
  • Potential for ongoing contract renewals as new projects launch

Apply