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Entry Level Multi Engine Pilot Jobs in Chicago, IL

SkyWest Airlines

First Officer Pilot

Chicago, IL

Be at least 21 years of age Hold a Commercial Pilot Certificate with Multi-Engine and Instrument Ratings English Proficiency Endorsement (EPE) on Airman Certificate Hold a current FAA First Class ...

NetJets & EJM

Pilot in Command Gulfstream G450

Gary, IN · On-site

Multi Engine Land (MEL): 1500 hours * Pilot in Command: 2000 hours * PIC MEL: 500 hours * Instrument: 300 hours * Jet: 500 hours How EJM Supports You At EJM, we believe that how you do something is ...

Jet Linx Aviation

SIC- Gulfstream G200

Wheeling, IL

Total PIC - 500 hours * Total Multi-Engine - 500 hours * Total Turbine - 100 hours * Total ... Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability ...

Jet Linx

SIC- Gulfstream G200

Wheeling, IL · On-site

$124K - $160K/yr

Total PIC - 500 hours * Total Multi-Engine - 500 hours * Total Turbine - 100 hours * Total ... Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability ...

Jet Linx Aviation

SIC- Gulfstream G200

Wheeling, IL

$124K - $160K/yr

Total PIC - 500 hours * Total Multi-Engine - 500 hours * Total Turbine - 100 hours * Total ... Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability ...

Jet Linx Aviation

SIC- Gulfstream G200

Wheeling, IL · On-site

$124K - $160K/yr

Total PIC - 500 hours * Total Multi-Engine - 500 hours * Total Turbine - 100 hours * Total ... Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability ...

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All JobsMulti Engine Pilot JobsEntry Level Multi Engine Pilot JobsEntry Level Multi Engine Pilot Jobs in Chicago, IL

Entry Level Multi Engine Pilot information

See Chicago, IL salary details

$51K

$134.9K

$207.1K

How much do entry level multi engine pilot jobs pay per year?

As of Jul 16, 2026, the average yearly pay for entry level multi engine pilot in Chicago, IL is $134,863.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,000.00 and $159,700.00 per year, depending on experience, location, and employer.

What are the best entry level pilot jobs?

Entry level multi-engine pilot jobs typically include positions such as flight instructor, banner tow pilot, or cargo pilot for small regional carriers. These roles often require a commercial pilot certificate with multi-engine ratings and provide experience necessary for advancing to larger aircraft and airline positions.

Is there still a pilot shortage in 2026?

The airline industry continues to experience a pilot shortage, including for entry-level multi-engine pilots, due to increased travel demand and retirements. This shortage has led to higher hiring rates and a focus on training programs, making it a promising time for new pilots entering the field.

What are some common challenges faced by entry level multi engine pilots, and how can they overcome them?

Entry level multi engine pilots often face challenges such as mastering complex aircraft systems, adapting to higher workloads, and effectively managing crew resource management (CRM) in a multi-person cockpit. To overcome these, it's important to thoroughly study aircraft manuals, actively participate in simulator training, and seek mentorship from experienced pilots. Building strong communication skills and learning best practices for workload management can also help new pilots navigate the transition from single-engine to multi-engine operations more smoothly.

What are Entry Level Multi Engine Pilots?

Entry Level Multi Engine Pilots are newly certified aviators who are qualified to operate aircraft with more than one engine. They typically hold a commercial pilot certificate with a multi-engine rating, allowing them to fly more complex aircraft for regional airlines, charter services, or as flight instructors. These pilots often have limited flight experience but have completed the necessary training and checkrides to demonstrate their proficiency in handling multi-engine planes safely. Their primary responsibilities include conducting pre-flight inspections, communicating with air traffic control, and ensuring the safety of passengers and crew during flights.

What pilots make $500,000 a year?

Entry level multi-engine pilots typically do not earn $500,000 annually. Such high salaries are usually associated with experienced airline captains, corporate pilots, or those working for major airlines with seniority, extensive flight hours, and additional certifications. Salary levels depend on factors like airline size, flight hours, and years of experience, with top earners often working long hours and holding advanced licenses.

What is the difference between Entry Level Multi Engine Pilot vs Commercial Pilot?

AspectEntry Level Multi Engine PilotCommercial Pilot
CertificationsPrivate Pilot License (PPL), Multi-Engine RatingCommercial Pilot Certificate, Multi-Engine Rating
Work EnvironmentFlight training, small aircraft, flight schoolsCharter flights, aerial tours, cargo, passenger transport
Employer & IndustryFlight schools, training programsAirlines, charter companies, cargo carriers

Entry Level Multi Engine Pilots typically hold a private pilot license with a multi-engine rating and work mainly in training or flight schools. Commercial Pilots have a higher certification level, allowing them to be paid for flying and often work in passenger, cargo, or charter services. The main difference lies in certification level and job responsibilities, with Commercial Pilots having more advanced qualifications and broader employment opportunities.

What are the key skills and qualifications needed to thrive as an Entry Level Multi Engine Pilot, and why are they important?

To thrive as an Entry Level Multi Engine Pilot, you need a commercial pilot’s license with multi-engine rating, strong knowledge of aerodynamics, and proficiency in navigation and aircraft systems. Familiarity with flight planning software, GPS navigation systems, and adherence to FAA regulations are typically required. Excellent situational awareness, clear communication, and decision-making under pressure set standout pilots apart. These skills and qualities are essential for ensuring flight safety, regulatory compliance, and effective crew coordination in multi-engine operations.

Do pilots make $400 an hour?

Entry-level multi-engine pilots typically do not earn $400 an hour; their pay varies based on experience, employer, and flight hours. Most entry-level positions pay significantly less, with higher rates usually reserved for experienced or specialized pilots with additional certifications and flight hours.
What are the most commonly searched types of Multi Engine Pilot jobs in Chicago, IL? The most popular types of Multi Engine Pilot jobs in Chicago, IL are:
What are popular job titles related to Entry Level Multi Engine Pilot jobs in Chicago, IL? For Entry Level Multi Engine Pilot jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Entry Level Multi Engine Pilot jobs in Chicago, IL look for? The top searched job categories for Entry Level Multi Engine Pilot jobs in Chicago, IL are:
Entry Level Multi Engine Pilot jobs near you
First Officer Pilot

First Officer Pilot

SkyWest Airlines

Chicago, IL

Full-time

Re-posted 7 days ago

SkyWest Airlines rating

7.1

Company rating: 7.1 out of 10

Based on 80 frontline employees who took The Breakroom Quiz

13th of 26 rated airlines

Job description


Primary Job Duties

To be considered for a pilot position, you must: 

Be at least 21 years of age 
Hold a Commercial Pilot Certificate with Multi-Engine and Instrument Ratings
English Proficiency Endorsement (EPE) on Airman Certificate
Hold a current FAA First Class Medical Certificate
Be a U.S. citizen or able to show proof of right to work in the U.S. 
Hold FCC Radiotelephone Operator's Permit.
Have a current Passport --or other travel documents enabling the bearer to freely exit and re-enter the U.S. (multiple reentry status) and be legally eligible to work in the U.S. (possess proper working documents).
Must be available to work on any day, seven days a week, including nights, weekends and holidays.
Be within three months of the minimum hour requirements detailed below

ATP Written Requirement: 

SkyWest will provide the means to complete a SkyWest-approved CTP course for those who complete an application and successfully pass the pilot interview. 
 

Pilot applicants must meet the experience requirements of FAR 61.159 prior to employment.  

SkyWest Minimum Requirements When Counting Helicopter or Glider Time
SkyWest Airlines recognizes the skills common to helicopter and glider flying. SkyWest will accept helo/glider time as part of an applicant's total time as long as they have a minimum of 250 PIC hours of fixed wing.

Domiciles

Arizona:  Phoenix, Tucson

California:  Fresno, Los Angeles, Palm Springs, San Diego, San Francisco

Colorado: Colorado Springs, Denver
Georgia: Atlanta

Idaho: Boise

Illinois: Chicago

Minnesota: Minneapolis/St. Paul

Michigan: Detroit

Oregon: Portland

Texas: Austin, Dallas, Houston

Utah: Salt Lake City

Washington: Seattle

Wisconsin: Milwaukee


Minimum Requirements
  • Assist the Pilot- in- Command (PIC) in conducting the flight safely and efficiently
  • Assist the PIC and/or passenger service personnel as needed to ensure a prompt departure
  • Assist or relieve the PIC in manipulation of the flight controls of an aircraft while underway, including taxiing, takeoff and landing of such aircraft

Physical and Other Requirements
  • Must have a First Class Medical
  • Must be willing to fly assigned schedule based on pilot bidding seniority; including days, nights, weekends, and holidays
  • To apply, please complete the on-line application (qualified applicants will be contacted)
Qualifications:

To be considered for a pilot position, you must: 

Be at least 21 years of age 
Hold a Commercial Pilot Certificate with Multi-Engine and Instrument Ratings
English Proficiency Endorsement (EPE) on Airman Certificate
Hold a current FAA First Class Medical Certificate
Be a U.S. citizen or able to show proof of right to work in the U.S. 
Hold FCC Radiotelephone Operator's Permit.
Have a current Passport --or other travel documents enabling the bearer to freely exit and re-enter the U.S. (multiple reentry status) and be legally eligible to work in the U.S. (possess proper working documents).
Must be available to work on any day, seven days a week, including nights, weekends and holidays.
Be within three months of the minimum hour requirements detailed below

ATP Written Requirement: 

SkyWest will provide the means to complete a SkyWest-approved CTP course for those who complete an application and successfully pass the pilot interview. 
 

Pilot applicants must meet the experience requirements of FAR 61.159 prior to employment.  

SkyWest Minimum Requirements When Counting Helicopter or Glider Time
SkyWest Airlines recognizes the skills common to helicopter and glider flying. SkyWest will accept helo/glider time as part of an applicant's total time as long as they have a minimum of 250 PIC hours of fixed wing.

Domiciles

Arizona:  Phoenix, Tucson

California:  Fresno, Los Angeles, Palm Springs, San Diego, San Francisco

Colorado: Colorado Springs, Denver
Georgia: Atlanta

Idaho: Boise

Illinois: Chicago

Minnesota: Minneapolis/St. Paul

Michigan: Detroit

Oregon: Portland

Texas: Austin, Dallas, Houston

Utah: Salt Lake City

Washington: Seattle

Wisconsin: Milwaukee

Education:UNAVAILABLEEmployment Type: FULL_TIME

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