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Pilot Jobs in Chicago, IL (NOW HIRING)

Heidelberg Materials

Boat Pilot

Romeoville, IL · On-site

Line of Business: Other Summary Heidelberg Materials is one of the world's largest suppliers of building materials. Heidelberg Materials North America operates over 450 locations across the U.S. and ...

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Pilot information

See Chicago, IL salary details

$51K

$135K

$207.2K

How much do pilot jobs pay per year?

As of Sep 2, 2026, the average yearly pay for pilot in Chicago, IL is $134,969.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,100.00 and $159,800.00 per year, depending on experience, location, and employer.

What do pilots do?

Pilots operate aircraft, flying people and cargo all over the world. Their job duties vary, depending on their industry. They conduct pre-flight checks to ensure the plane is in good order, coordinate with air traffic control, and assess and adjust flight paths as needed. Commercial plots update passengers on commercial flights or transport products on cargo flights. Some may even perform specialized duties, such as crop dusting in the farming industry.

What are the key skills and qualifications needed to thrive as a pilot, and why are they important?

To thrive as a Pilot, you need strong aeronautical knowledge, situational awareness, and a valid commercial pilot’s license with appropriate ratings. Familiarity with flight management systems, navigation equipment, and aviation safety protocols is essential, often supported by certifications like the Airline Transport Pilot (ATP) certificate. Exceptional communication, quick decision-making, and calmness under pressure are standout soft skills in this field. These skills and qualifications are vital to ensure passenger safety, regulatory compliance, and effective handling of in-flight challenges.

What are some common challenges pilots face during irregular flight schedules, and how can they manage them?

Pilots often contend with irregular flight schedules, including overnight flights and frequent time zone changes, which can impact sleep patterns and overall well-being. Managing fatigue is crucial, so most airlines provide guidance on rest requirements and encourage pilots to prioritize sleep and healthy habits. Building resilience to schedule changes, maintaining good communication with scheduling teams, and leveraging support from colleagues can help pilots adapt more smoothly to these challenges.

What is the difference between Pilot vs Flight Attendant?

AspectPilotFlight Attendant
Required CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificateCabin Crew Certification, First Aid & Safety Training
Work EnvironmentFlight decks, cockpit, cockpit crewPassenger cabin, galley, airport terminals
Industry UsageAirlines, cargo carriers, private aviationCommercial airlines, charter services
Job FocusOperating aircraft, navigation, safetyPassenger safety, service, comfort

While pilots are responsible for flying and navigating aircraft, flight attendants focus on passenger safety and comfort. Both roles are essential in the aviation industry but require different certifications and work environments. Pilots typically hold advanced licenses and operate from the cockpit, whereas flight attendants work in the passenger cabin ensuring a positive travel experience.

Is there a demand for pilots now?

The demand for pilots remains strong due to ongoing growth in commercial aviation, cargo transport, and private flying. Airlines and other operators are actively hiring pilots with current certifications and experience, especially as travel resumes post-pandemic and fleet expansions continue.

What types of jobs can you get as a pilot?

Pilots can work in various roles including airline transport pilots, commercial pilots, cargo pilots, charter pilots, corporate pilots, and flight instructors. These jobs involve operating different types of aircraft, often requiring specific certifications such as a commercial pilot license or airline transport pilot certificate, and may involve varying schedules and environments.
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The most popular types of Pilot jobs in Chicago, IL are:

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For Pilot jobs in Chicago, IL, the most frequently searched job titles are:

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The top searched job categories for Pilot jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Pilot jobs?

Cities near Chicago, IL with the most Pilot job openings:

Pilot jobs near you
Infographic showing various Pilot job openings in Chicago, IL as of August 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 90% In-person, and 10% Remote job distribution, with an average salary of $134,969 per year, or $64.9 per hour.

Boat Pilot

50065 Heidelberg Materials Midwest Agg, Inc.

Evanston, IL • On-site

Full-time

Re-posted 18 days ago

Job description

Line of Business: Other
Job Description Summary
Heidelberg Materials is one of the world's largest suppliers of building materials. Heidelberg Materials North America operates over 450 locations across the U.S. and Canada with approximately 9,000 employees.
What Are We Looking For:
Must be able willing to work on the waterway for up to 30 consecutive days, living aboard the vessel.
Must comply with all federal, state and local guidelines.
Previous experience in the barge towing industry required.
• US Coast Guard Master of Towing Vessels Upon Westen Rivers MMC Required.

What You'll Be Doing

  •      Verify Vessel and Crew are suitable for the intended routes.

  •      Ensure navigational assessments are completed prior to getting underway and updated as needed thought out each trip.

  •      Ensure required inspection, reports, drills, logbook entries and items required by the Towing Vessel Record are completed as necessary.

  •      Supervise crew to ensure safe and efficient work practices are being followed.   Follow Safety Policies, including the proper use of Personal Protective Equipment. Maintain an awareness of environmental standards. Take corrective action to address minor problems or report compliance issues to the appropriate supervisor for resolution.

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