Pilot Jobs in Skokie, IL

New Pilot Jobs with salaries & benefits from top venues every day

Looking for Pilot jobs in Skokie, IL close to you? You're in the right place. Browse current openings and apply today to take the next step in your hospitality career.

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Top Paying Pilot Jobs in Skokie, IL

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Explore 40 Pilot Jobs - Updated Sep 21, 2025

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From $24.00 to $36.00

From $24.00 to $36.00

Hourly

Hourly

Full-time

Full-time

Mid Level (3-7 years)

Mid Level (3-7 years)

Health Insurance

Health Insurance

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Zeitview, formerly known as DroneBase, is a leading intelligent aerial imaging company focused on delivering advanced data solutions for high-value infrastructure sectors. Operating globally in over 70...

Posted 2 days ago

Open in New Tab

From $23.00 to $23.00

From $23.00 to $23.00

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Standard Hours

Standard Hours

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NAMI Chicago is a leading mental health organization committed to improving the lives of individuals living with mental health conditions. Rooted in equity and guided by the experiences of those affected by...

Posted 4 days ago

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From $15.00 to $19.00

From $15.00 to $19.00

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

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Pilot Company, known widely as Pilot Flying J, is a leading operator of travel centers and convenience stores across North America. Established with a focus on providing exceptional services to travelers,...

Posted 4 days ago

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From $20.00 to $27.00

From $20.00 to $27.00

Hourly

Hourly

Full-time

Full-time

Mid Level (3-7 years)

Mid Level (3-7 years)

Medical insurance

Medical insurance

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TASC (Treatment Alternatives for Safe Communities) is a reputable social impact organization dedicated to building a healthier, safer, and more just society. Since its establishment in 1976, TASC has been...

Posted 10 days ago

Open in New Tab

From $125,000.00 to $190,000.00

From $125,000.00 to $190,000.00

Salary

Salary

Full-time

Full-time

Standard Hours

Standard Hours

Mid Level (3-7 years)

Mid Level (3-7 years)

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Executive Jet Management is a leading aviation management company headquartered in Chicago, IL, specializing in providing high-quality, personalized flight operations for private and corporate clients. With a...

Posted 11 days ago

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From $175,000.00 to $250,000.00

From $175,000.00 to $250,000.00

Salary

Salary

Full-time

Full-time

On-call

On-call

Expert Level (7+ years)

Expert Level (7+ years)

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DRW is a highly diversified trading firm with over 30 years of experience in combining advanced technology and exceptional talent to operate across global financial markets. Founded with a vision to lead...

Posted 11 days ago

Open in New Tab

Expert Level (7+ years)

Expert Level (7+ years)

Medical insurance

Medical insurance

Vision Insurance

Vision Insurance

Dental Insurance

Dental Insurance

Paid Time Off

Paid Time Off

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Aviation Advisor, Inc. is a reputable aviation company operating under the Federal Aviation Regulations (FAR) parts 135 and 91, providing specialized aviation services to a diverse clientele. The company...

Posted 18 days ago

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From $15.00 to $19.00

From $15.00 to $19.00

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

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Pilot Company is a leading travel center and restaurant operator known for providing a dynamic and inclusive work environment. The company prides itself on fostering a culture where team members are passionate...

Posted 22 days ago

Open in New Tab

From $72,700.00 to $109,300.00

From $72,700.00 to $109,300.00

Salary

Salary

Full-time

Full-time

Standard Hours

Standard Hours

Mid Level (3-7 years)

Mid Level (3-7 years)

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Loyola University Chicago, founded in 1870, is one of the nation's largest Jesuit, Catholic universities renowned for academic excellence, community engagement, and sustainability leadership. As a Carnegie R1...

Posted 26 days ago

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From $21.00 to $21.00

From $21.00 to $21.00

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Standard Hours

Standard Hours

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Maersk Warehousing and Distribution USA LLC is a prominent leader in the logistics industry, specializing in comprehensive warehousing and distribution services across the United States. With a robust network...

Posted 26 days ago

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40 Pilot Jobs in Skokie, IL Near You - September 2025

If you're looking for Pilot jobs in Skokie, you're in the right place. The area's aviation industry is steadily growing, and OysterLink currently lists 40 Pilot positions near you across various aviation companies, private charter services, and regional operators in the area.

New job listings are added whenever companies seek skilled Pilots, and employers are hiring proactively to fill these important roles.

Recent Openings for Pilots in Skokie, IL

There have been 2 new jobs posted in the last 10 days, with more opportunities frequently added to help you find the right Pilot job in Skokie.

Pilot Salary in Skokie, IL

From the job listings we have, the average salary for Pilots in Skokie is $35,000 per year or $16.83 per hour, reflecting the specialized skills and experience required for these roles.

Job listings fall within a range between $25,000 per year and $55,000 per year, depending on factors such as type of aircraft, flight hours, and employer size.

Lowest wage for Pilots in SkokieAverage wage for Pilots in SkokieHighest wage for Pilots in Skokie
$25,000 per year$35,000 per year or $16.83 per hour$55,000 per year

Corporate and commercial aviation sectors often offer competitive salaries tied to experience and certifications.

Regional airlines and charter services in Skokie provide solid earning opportunities for qualified Pilots.

If you're considering Pilot jobs in Skokie, there are opportunities to grow your career with competitive compensation across the local aviation market.

How To Apply for Pilot Jobs in Skokie, IL

Applying for Pilot jobs is straightforward with OysterLink. Every listing is verified and includes details about pay, flight routes, aircraft types, employer credentials, and experience required. You can filter jobs by:

  • Pay rate
  • Experience level
  • Full-time, part-time, or contract
  • Type of aircraft

Employers hiring for Pilot roles in Skokie seek qualified candidates quickly, so early applications can help you stand out.

Simply click apply, upload your credentials, and connect directly with hiring teams. 

Why Pilot Jobs Are in Demand in Skokie

Skokie's proximity to major transportation hubs and corporate centers drives demand for Pilots across different sectors.

Here are common locations and establishments where Pilots are in high demand in Skokie:

Neighborhoods/AreasTypical Establishments
Skokie Business DistrictCorporate aviation firms
Near Chicago O'Hare AirportCommercial and cargo airlines
Suburban Charter ServicesPrivate charter companies

With continuous growth in business travel and logistics, Pilot roles remain crucial for local employers.

Where Pilots Are in Demand in Skokie

Here's a list of just a few employers where Pilots are sought after in Skokie:

    What To Expect as a Pilot in Skokie

    Pilot jobs in Skokie typically involve:

    • Flying scheduled or charter flights
    • Performing pre-flight inspections
    • Monitoring aircraft systems during flight
    • Communicating with air traffic control
    • Ensuring passenger and cargo safety

    Employers expect Pilots to maintain strict adherence to safety protocols and regulations.

    The role demands strong technical skills, situational awareness, and excellent decision-making under pressure.

    While many employers seek experienced Pilots, entry-level opportunities exist for those with proper certifications and training.

    Pilot Job Benefits and Perks in Skokie

    Many Pilot roles in Skokie come with added benefits. Aside from competitive salaries, employers often offer PTO, 401k, and other benefits.

    If you're looking for Pilot positions that also provide meaningful benefits, Skokie aviation employers offer attractive packages to recruit and retain talent.

    Explore More Pilot Opportunities Near Skokie

    Skokie is part of a larger metro area with diverse aviation jobs. You can also find Pilot jobs in nearby cities such as:

    • Chicago, IL
    • Evanston, IL
    • Morton Grove, IL

    Some of these nearby locations offer varied flight operations and schedules.

    Whether you're looking for Pilot jobs near you, or want to explore the broader Chicagoland aviation industry, OysterLink can help you find real-time, verified listings from trusted employers.

    Useful Resources for Pilots in Skokie, IL

    Here are some useful resources if you're a Pilot in Skokie:

    ResourceDescription
    Federal Aviation Administration (FAA)National civil aviation authority and pilot certification
    Illinois Department of Transportation (IDOT)State aviation resources and transportation oversight
    State of Illinois Official WebsiteState regulations & employment information