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Trainee Multi Engine Pilot Jobs in Chicago, IL (NOW HIRING)

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 ...

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Chief Flight Instructor

Chicago, IL · On-site

$83K - $104K/yr

... Multi-Engine courses shall: * Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current FAA Flight Instructor Certificate (CFI). * Hold the appropriate ...

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Chief Flight Instructor

Chicago, IL · On-site

$83K - $104K/yr

... Multi-Engine courses shall: * Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current FAA Flight Instructor Certificate (CFI). * Hold the appropriate ...

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 ...

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 ...

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 ...

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 ...

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 ...

Multi Engine Land (MEL): 1500 hours * Pilot in Command: 2000 hours * PIC MEL: 500 hours * Instrument: 300 hours * Jet: 500 hours Base Salary Range Cabin Size Small/Mid/Supermid $160,000 - $275,000 ...

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Trainee Multi Engine Pilot information

What is the difference between Trainee Multi Engine Pilot vs Private Pilot?

AspectTrainee Multi Engine PilotPrivate Pilot
Certifications RequiredStudent pilot license, multi-engine trainingPrivate pilot license, single-engine
Work EnvironmentFlight training, multi-engine aircraftRecreational flying, personal use
Industry UsagePreparatory for commercial flyingHobby, personal transportation

The Trainee Multi Engine Pilot is focused on gaining multi-engine certification and experience, often as a step toward commercial aviation. In contrast, a Private Pilot is primarily licensed for personal and recreational flying with single-engine aircraft. While both roles require pilot training and licenses, the Trainee Multi Engine Pilot emphasizes multi-engine skills essential for professional aviation careers, whereas the Private Pilot license is more oriented toward personal flying activities.

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 Trainee Multi Engine Pilot jobs in Chicago, IL? For Trainee Multi Engine Pilot jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Trainee Multi Engine Pilot jobs in Chicago, IL look for? The top searched job categories for Trainee Multi Engine Pilot jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Trainee Multi Engine Pilot jobs? Cities near Chicago, IL with the most Trainee Multi Engine Pilot job openings:
Infographic showing various Trainee Multi Engine Pilot job openings in Chicago, IL as of July 2026, with employment types broken down into 94% Full Time, and 6% Part Time. Highlights an 100% In-person job distribution.
First Officer Pilot

Full-time

Posted 19 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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