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Remote Flight Instructor Jobs in Chicago, IL (NOW HIRING)

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Nurse Care Manager - AI Trainer

Joliet, IL · Remote

$50 - $60/hr

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

DataAnnotation

Nurse Care Manager - AI Trainer

Aurora, IL · Remote

$50 - $60/hr

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

DataAnnotation

Nurse Care Manager - AI Trainer

Elgin, IL · Remote

$50 - $60/hr

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

All JobsRemote Flight Instructor JobsRemote Flight Instructor Jobs in Chicago, IL

Remote Flight Instructor information

See Chicago, IL salary details

$25.8K

$97.5K

$149.9K

How much do remote flight instructor jobs pay per year?

As of Jun 23, 2026, the average yearly pay for remote flight instructor in Chicago, IL is $97,472.00, according to ZipRecruiter salary data. Most workers in this role earn between $71,100.00 and $115,400.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Remote Flight Instructor position, and why are they important?

To excel as a Remote Flight Instructor, you need in-depth knowledge of aerodynamics, flight procedures, and instructional techniques, usually supported by a Certified Flight Instructor (CFI) credential and relevant flight experience. Familiarity with online training platforms, flight simulation software, and digital communication tools is essential. Strong communication, adaptability, and motivational skills help instructors effectively engage and support students in a virtual environment. These qualifications and abilities are crucial for delivering high-quality, safe flight instruction remotely and ensuring student success.

Is there a demand for flight instructors?

There is consistent demand for flight instructors due to ongoing pilot training needs and pilot shortages in the aviation industry. Flight instructors with certified flight instructor (CFI) ratings and strong teaching skills are often sought after, especially in regions with active flight schools and pilot training programs.

How much does an independent flight instructor make?

Independent flight instructors typically earn between $30 and $70 per hour, depending on experience, location, and the number of students they teach. Their income can vary widely based on the amount of flight hours they log and the rates they set for instruction, often working as contractors rather than employees.

What does a typical workday look like for a Remote Flight Instructor, and how is instruction delivered in this role?

A typical day for a Remote Flight Instructor involves delivering ground school lessons, conducting virtual flight simulation sessions, and providing real-time feedback to students using video conferencing and online training platforms. Instructors prepare lesson plans, review student progress, and may also coordinate with other team members to ensure standardized instruction. Most interactions occur online, allowing for flexible scheduling and the ability to work with students from various locations. Effective communication and organizational skills are essential, as instructors must monitor student performance and adapt their teaching methods to individual learning styles. This role offers a unique opportunity to leverage technology for teaching and can often lead to advanced instructional or management positions within online flight training organizations.

What is the 5 hour rule for CFI?

The 5-hour rule for a Certified Flight Instructor (CFI) refers to the requirement that CFIs must log at least 5 hours of flight training with each student before endorsing them for solo flight or certain certifications. This ensures adequate instruction time and skill development before students fly solo. The rule helps maintain safety standards and is part of the FAA regulations governing flight training.

How much do flying instructors get paid?

Remote flight instructors typically earn between $20 and $50 per hour, depending on experience, certifications, and the employer. Salaries can vary based on whether they work for flight schools, online platforms, or as independent contractors, with some earning additional income through bonuses or flight hours.

What is a Remote Flight Instructor job?

A Remote Flight Instructor provides flight training and guidance to student pilots using online platforms, simulators, and remote communication tools. They offer lessons on flight theory, navigation, regulations, and simulator-based training to help students prepare for real-world flying. This role allows instructors to teach from anywhere while supporting students in their aviation education remotely.

What are the most commonly searched types of Flight Instructor jobs in Chicago, IL? The most popular types of Flight Instructor jobs in Chicago, IL are:
What are popular job titles related to Remote Flight Instructor jobs in Chicago, IL? For Remote Flight Instructor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Flight Instructor jobs in Chicago, IL look for? The top searched job categories for Remote Flight Instructor jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Flight Instructor jobs? Cities near Chicago, IL with the most Remote Flight Instructor job openings:
Remote Flight Instructor jobs near you
Nurse Care Manager - AI Trainer

Nurse Care Manager - AI Trainer

DataAnnotation

Joliet, IL • Remote

$50 - $60/hr

Contractor

Posted 13 days ago

Job description

About the job:

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for an existing Medical Expert (this is an independent contractor position) to help advance AI development. You’ll be part of a growing community of over 100,000 professionals who are driving real-world impact in AI development.

Our platform offers an engaging blend of flexibility and challenge: you’ll work closely with state-of-the-art AI models to take on health/medical tasks that include solving challenging problems and synthesizing insights through data analysis and visualization. Your work directly contributes to refining intelligent systems that learn, adapt, and evolve.

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 that assessment, you’ll receive an email confirmation, and paid work will become available to you through our platform.

We are interested in a wide range of expertise, so relevant backgrounds include: MDs, PAs, and Nurses.

Advantages of contracting with us:

  • You'll be able to choose which projects you want to work on and when
  • You work on your own schedule, on your own computer, from the comfort of your own home
  • Projects are paid hourly starting at $50-$60 USD per hour, with bonus rates available on some projects

Responsibilities:

  • Give AI chatbots diverse and complex healthcare-related problems and evaluate their outputs
  • Evaluate the quality produced by AI models for correctness and performance
  • Ensure the medical accuracy of model performance

Qualifications:

  • Fluency in English (native or bilingual level)
  • A current or in progress medical degree

Note:

Payment is made via PayPal. We will never ask for any money from you. PayPal will handle any currency conversions from USD. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand. Those located outside of these countries will not see work or assessments available on our site at this time. This is an independent contractor position.

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