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Freelance Instructor Jobs in Chicago, IL (NOW HIRING)

Livly Inc

Event Host - Chicago, IL

Chicago, IL · On-site

$30/hr

We are hiring freelance event hosts to assist with on-site events in apartment communities within ... Notify key players of your arrival (food vendors, class instructors, bartenders, etc.) * Be sure ...

LIVLY INC

Event Host - Chicago, IL

Chicago, IL

$30/hr

We are hiring freelance event hosts to assist with on-site events in apartment communities within ... Notify key players of your arrival (food vendors, class instructors, bartenders, etc.) * Be sure ...

All JobsInstructor JobsFreelance Instructor JobsFreelance Instructor Jobs in Chicago, IL

Freelance Instructor information

See Chicago, IL salary details

$14

$22

$31

How much do freelance instructor jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for freelance instructor in Chicago, IL is $22.75, according to ZipRecruiter salary data. Most workers in this role earn between $18.56 and $24.76 per hour, depending on experience, location, and employer.

How to be a freelance instructor?

To become a freelance instructor, develop expertise in a specific subject area, create a portfolio or profile showcasing your skills, and establish an online presence on platforms like LinkedIn or specialized teaching sites. Obtain relevant certifications if required, set your rates, and promote your services through social media or networking to attract clients. Flexibility and strong communication skills are essential for managing schedules and delivering effective instruction.

What is the difference between Freelance Instructor vs Part-Time Instructor?

AspectFreelance InstructorPart-Time Instructor
CredentialsTypically requires relevant certifications or expertise in the subject areaOften requires similar credentials, depending on institution policies
Work EnvironmentSelf-employed, flexible locations, often online or client-specific settingsEmployed by an institution, working on-site or online at scheduled times
Employer & Industry UsageUsed across various industries, including education, fitness, artsCommon in schools, colleges, and training centers
Search & Comparison IntentPeople compare freelance teaching options with traditional roles for flexibility and independencePeople look at part-time roles for supplemental income or flexible schedules

In summary, Freelance Instructors operate independently, often with flexible schedules and locations, while Part-Time Instructors are typically employed by an institution with set hours. Both roles may require similar credentials but differ mainly in employment structure and work environment.

What are the key skills and qualifications needed to thrive as a freelance instructor?

To thrive as a Freelance Instructor, you need expertise in your subject area, effective instructional design, and often a relevant degree or teaching certification. Familiarity with virtual classroom platforms, online course management systems, and digital collaboration tools is typically required. Strong communication, adaptability, and self-motivation help you engage learners and manage diverse client needs. These skills ensure you can deliver impactful instruction, build your reputation, and succeed in a flexible, competitive environment.

What is a freelance instructor?

Freelance instructors are independent professionals who teach courses, workshops, or training sessions on a contract or per-project basis, rather than as full-time employees of an organization. They often specialize in a particular subject area, such as language, technology, fitness, or art, and may work with educational institutions, businesses, or individual clients. Freelance instructors have the flexibility to set their own schedules, choose their clients, and design their own curricula. This role requires strong communication skills, expertise in the subject matter, and the ability to market oneself to find new opportunities.

What are some common challenges freelance instructors face when managing multiple clients or courses?

Freelance instructors often juggle several clients or courses at once, which can make time management and organization challenging. Balancing lesson planning, grading, and administrative tasks across different platforms or institutions requires strong self-discipline and effective scheduling. Additionally, instructors may need to quickly adapt to varying curricula, teaching styles, and student needs, while maintaining clear communication with each client. Building a consistent workflow and using digital tools for scheduling and collaboration can help mitigate these challenges.
What are the most commonly searched types of Instructor jobs in Chicago, IL? The most popular types of Instructor jobs in Chicago, IL are:
What are popular job titles related to Freelance Instructor jobs in Chicago, IL? For Freelance Instructor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Freelance Instructor jobs in Chicago, IL look for? The top searched job categories for Freelance Instructor jobs in Chicago, IL are:
Freelance Instructor jobs near you
Infographic showing various Freelance Instructor job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, 1% Temporary, and 2% Contract. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution, with an average salary of $47,328 per year, or $22.8 per hour.

English Language Instructor [Job Vacancy ID: ST7]

LocalEyes

Lake Forest, IL • On-site

Full-time

Re-posted 16 days ago

Job description

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Instructor for English Language<\/span><\/span><\/b>
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Language: English (American)
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Location: <\/span><\/span>Lake Forest, Illinois, United States<\/span><\/span><\/span>
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Employment type: Freelance<\/span><\/span><\/span><\/span>
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\n Student: One adult <\/span>student seeking to learn English
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\n Schedule: <\/span><\/span>2 days per week for 90 minutes-ideally Mondays and Wednesday mornings<\/span>
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\n Start Date: Asap<\/span><\/span>
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\n Length of Contract: <\/span><\/span>Up to 48 hours<\/span><\/span>
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<\/span><\/span>In STAR7 (<\/span><\/span>https:\/\/www.star\-7.com\/en<\/span><\/span><\/a>) we support our customers throughout the product information and content life cycle. STAR7 started its activity as a Language Service Provider more than 20 years ago and it is still expanding worldwide.<\/span><\/span><\/span><\/span>
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The STAR7 LLC Academy team<\/span><\/span> works with clients such as companies and relocation companies to provide language training for families moving to new countries.<\/span><\/span><\/span><\/span><\/span>
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We are currently recruiting a Freelance English Language Instructor to deliver in\-person lessons to an adult student in Lake Forest, Illinois. This assignment may also lead to additional opportunities in the future, supporting other students (virtual and\/or in\-person).<\/span><\/span><\/span>
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Key Responsibilities \- <\/span><\/span><\/b>in this role you will:
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  • Design and deliver engaging one\-to\-one lessons tailored to the student's level, goals, and learning style.
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  • Focus on improving the student's fluency, pronunciation, vocabulary, and grammar in American English.
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  • Monitor progress and provide regular feedback to support continuous improvement.
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  • Encourage active participation and build the student's confidence in speaking and understanding American English.
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  • Adapt teaching methods and pace based on the student's evolving needs.
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  • Maintain clear and professional communication with the student and project manager.
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    Requirements<\/h3>\n
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      • Native or near\-native proficiency in American English.<\/span><\/span>
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      • Proven experience in teaching\/instructuring English as a second language (ESL), preferably in a one\-to\-one setting.<\/span>
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      • Strong knowledge of American English grammar, pronunciation, and usage.<\/span>
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      • Ability to create engaging and personalized lesson plans.<\/span>
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      • Excellent communication and interpersonal skills.<\/span>
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      • Patience, flexibility, and a student\-centered approach.<\/span><\/span>
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      • A degree in English, Education, Linguistics, or a related field is a plus.<\/span>
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      • TEFL\/TESOL certification or equivalent is preferred.<\/span>
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        GDPR:  In compliance with the REGULATION(EU) 2016\/679 OF THE EUROPEAN PARLIAMENT AND OF THE COUNCIL of 27 April 2016 on the protection of natural persons (GDPR), applying to this vacancy you will hereby authorise the recipient of your application to use and process your personal details for the purpose of sending you projects and job offers, recruiting, selecting staff for 10 years and you confirm to be informed of your rights.<\/span>
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        Please refer to <\/span><\/span>Talent Procurement > in case of questions and in case you may wish us to delete your personal data.
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