Pilot Jobs in Skokie, IL

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Top Paying Pilot Jobs in Skokie, IL

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Explore 35 Pilot Jobs - Updated Nov 27, 2025

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From $54,800.00 to $76,100.00

From $54,800.00 to $76,100.00

Salary

Salary

Mid Level (3-7 years)

Mid Level (3-7 years)

Health Insurance

Health Insurance

Paid Time Off

Paid Time Off

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Compass is a well-established behavioral health organization dedicated to the healing power of community and connection. At the core of Compass's mission is the commitment to group-based programming that...

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Posted about 5 hours ago

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Posted about 5 hours ago

From $13.00 to $19.00

From $13.00 to $19.00

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

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Pilot Company is a leading operator of travel centers that cater to a wide variety of customers including professional drivers, daily commuters, and vacationing families. Known for its dynamic and inclusive...

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Posted 3 days ago

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Posted 3 days ago

From $22.00 to $22.00

From $22.00 to $22.00

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Standard Hours

Standard Hours

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Maersk Warehousing and Distribution USA LLC is a key player in the logistics sector, specializing in end-to-end warehousing and distribution services. As part of the Maersk group, a global leader in shipping...

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Posted 7 days ago

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Posted 7 days ago

From $15.00 to $21.00

From $15.00 to $21.00

Hourly

Hourly

Hourly

Hourly

Part-time

Part-time

Flexible

Flexible

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Pilot Company is a prominent leader in the travel center industry, operating an extensive network of over 750 retail and fueling locations across 44 states in the U.S. and six Canadian provinces. Established...

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Posted 7 days ago

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Posted 7 days ago

From $160,000.00 to $190,000.00

From $160,000.00 to $190,000.00

Salary

Salary

Full-time

Full-time

Flexible

Flexible

Expert Level (7+ years)

Expert Level (7+ years)

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George J. Priester Aviation is a prominent leader in the 135-charter aviation industry, dedicated to delivering exceptional and reliable aviation services to its diverse clientele. With a strong emphasis on...

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Posted 7 days ago

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Posted 7 days ago

From $15.00 to $17.00

From $15.00 to $17.00

Hourly

Hourly

Temporary

Temporary

Internship

Internship

Part-time

Part-time

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Turning Pointe Autism Foundation is a dedicated nonprofit organization focused on creating opportunities and programs tailored specifically for individuals with autism. Established with a mission to educate...

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Posted 8 days ago

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Posted 8 days ago

From $22.00 to $22.00

From $22.00 to $22.00

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Standard Hours

Standard Hours

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Maersk Warehousing and Distribution USA LLC is a leading provider in the logistics industry, specializing in end-to-end warehousing and distribution solutions. With a strategic network of storage facilities,...

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Posted 8 days ago

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Posted 8 days ago

From $15.00 to $15.00

From $15.00 to $15.00

Hourly

Hourly

Full-time

Full-time

Flexible

Flexible

Expert Level (7+ years)

Expert Level (7+ years)

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Berkshire Hathaway GUARD Insurance Companies is a highly reputable provider of Property and Casualty insurance products and services across the United States, operating through a nationwide network of...

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Posted 8 days ago

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Posted 8 days ago

From $22.00 to $22.00

From $22.00 to $22.00

Hourly

Hourly

Full-time

Full-time

Standard Hours

Standard Hours

Flexible

Flexible

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Maersk Warehousing and Distribution USA LLC is a leading provider of comprehensive warehousing and distribution logistics solutions across the United States. The company is well-known for its strategic network...

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Posted 14 days ago

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Posted 14 days ago

From $24.00 to $28.00

From $24.00 to $28.00

Hourly

Hourly

Full-time

Full-time

Day Shifts

Day Shifts

Fixed Shifts

Fixed Shifts

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Sensient Technologies Corporation is a leading global manufacturer and marketer specializing in the science, art, and innovation of color and flavor. Established as a visionary market leader, Sensient employs...

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Posted 14 days ago

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Posted 14 days ago

35 Pilot Jobs in Skokie, IL Near You - November 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 35 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