Pilot Jobs in Oak Park, IL

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

Searching for Pilot jobs in Oak Park, IL near you? You’ve come to the right spot. Explore the latest openings and apply today to advance in your hospitality career.

jobs list hero

Top Paying Pilot Jobs in Oak Park, IL

jobs list hero

Explore 40 Pilot Jobs - Updated Sep 21, 2025

Find Pilot Jobs near you.

Reset Filters

Create Your OysterLink Resume

- It's quick and gets results!

SORT BY:

|

|

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

View 6 more

arrow next

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

View 13 more

arrow next

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

Open in New Tab

From $15.00 to $19.00

From $15.00 to $19.00

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

View 11 more

arrow next

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

Open in New Tab

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

View 11 more

arrow next

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)

View 16 more

arrow next

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

Open in New Tab

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)

View 9 more

arrow next

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

View 4 more

arrow next

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

Open in New Tab

From $15.00 to $19.00

From $15.00 to $19.00

Hourly

Hourly

Full-time

Full-time

Part-time

Part-time

Flexible

Flexible

View 11 more

arrow next

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)

View 7 more

arrow next

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

Open in New Tab

From $21.00 to $21.00

From $21.00 to $21.00

Hourly

Hourly

Hourly

Hourly

Full-time

Full-time

Standard Hours

Standard Hours

View 9 more

arrow next

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

Open in New Tab

40 Pilot Jobs in Oak Park, IL Near You - September 2025

If you're looking for Pilot jobs in Oak Park, you're in the right place. The area's aviation industry and private charter companies currently list 40 Pilot positions near you, offering diverse career opportunities for licensed pilots.

New job listings are added as aviation companies expand and update their crew requirements, so employers are actively hiring qualified Pilots for a variety of flying assignments.

Recent Openings for Pilots in Oak Park, IL

There have been 2 new jobs posted in the last 10 days, with more opportunities regularly added. This steady inflow gives you plenty of chances to secure a suitable Pilot position in Oak Park and surrounding areas.

Pilot Salary in Oak Park, IL

From the most recent job postings, the average salary for Pilots in Oak Park is $35,000 per year or $16.83 per hour, reflecting compensation for a range of flight roles including corporate, charter, and commercial aviation.

Pay ranges from $25,000 per year up to $55,000 per year, depending on flight experience, type of aircraft, and employer.

Lowest wage for Pilots in Oak ParkAverage wage for Pilots in Oak ParkHighest wage for Pilots in Oak Park
$25,000 per year$35,000 per year or $16.83 per hour$55,000 per year

Experienced Pilots flying larger aircraft or working for well-established companies tend to earn toward the higher end of the scale.

Factors such as flight hours logged, certifications held, and type of operations performed influence salary variations.

If you're considering Pilot jobs in Oak Park, prepare to negotiate your compensation based on your qualifications and the scope of your flying duties.

How To Apply for Pilot Jobs in Oak Park, IL

Applying for positions on OysterLink is straightforward. Each job listing is verified and provides detailed info on requirements and compensation. You can filter jobs by:

  • Pay rate
  • Experience level
  • Full-time, part-time, or contract
  • Flight type and aircraft category

Employers seeking Pilots in Oak Park look for properly certified personnel and often value prior flight hours in specific aircraft.

Submit applications early, and ensure your credentials and licenses are up to date to increase your chances of being hired quickly.

Why Pilot Jobs Are in Demand in Oak Park

Oak Park’s proximity to Chicago and its airports creates steady demand for skilled Pilots across private aviation and commercial sectors.

Highlighted below are local areas and types of establishments currently employing Pilots:

AreasEstablishments
Oak ParkPrivate charter companies
Chicago O'Hare vicinityCommercial airline operators
Suburban corporate hangarsCorporate flight departments

The region’s busy airspace and diverse aviation operators support consistent hiring opportunities for licensed Pilots.

Where Pilots Are in Demand in Oak Park

Here's a list of just a few employers where Pilots are sought after in Oak Park and nearby:

    What To Expect as a Pilot in Oak Park

    Pilot jobs in Oak Park typically involve:

    • Pre-flight planning and aircraft inspections
    • Operating and navigating aircraft safely
    • Coordinating with air traffic control
    • Maintaining logs and compliance with aviation regulations

    Many positions require adherence to strict safety protocols and continuous training.

    Working hours may vary, often including irregular schedules and potential overnight trips.

    Employers look for pilots with strong situational awareness, communication skills, and a good safety record.

    Pilot Job Benefits and Perks in Oak Park

    Many Pilot jobs come with benefits such as PTO, 401k, and other benefits.

    Oak Park aviation employers often offer competitive packages to attract skilled pilots with the right certifications and experience.

    Explore More Pilot Opportunities Near Oak Park

    Oak Park is close to other hubs for aviation jobs. You can also find Pilot jobs in nearby locations such as:

    • Chicago, IL
    • Elmhurst, IL
    • Naperville, IL
    • Arlington Heights, IL

    These areas offer diverse aviation environments and schedules.

    Whether you're looking for Pilot jobs near you or exploring broader opportunities, OysterLink helps uncover up-to-date, reliable job listings in the aviation industry.

    Useful Resources for Pilots in Oak Park, IL

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

    ResourceDescription
    Illinois Department of Transportation (IDOT)State aviation registration and regulations
    Federal Aviation Administration (FAA)National pilot certification and safety authority
    Transportation Security Administration (TSA)Security guidelines and pilot assessments