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Freelance Multi Engine Pilot Jobs in Romeoville, IL

SkyWest Airlines

First Officer Pilot

Chicago, IL · On-site

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 Falcon 7X

West Chicago, IL · On-site

$160K - $275K/yr

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 ...

World Book

ClassMate Sales Manager

Chicago, IL

... the sales engine that will put it in classrooms across the country.We'relooking for ... multi-stakeholder buying committees, RFPs, pilots, and board approvals. * Fluency with the K-12 ...

Marmon

Sales Manager, ClassMate

Chicago, IL · On-site

... the sales engine that will put it in classrooms across the country. We're looking for a Sales ... multi-stakeholder buying committees, RFPs, pilots, and board approvals. * Fluency with the K-12 ...

World Book

ClassMate Sales Manager

Chicago, IL · On-site

$115K/yr

... the sales engine that will put it in classrooms across the country. We're looking for a Sales ... multi-stakeholder buying committees, RFPs, pilots, and board approvals. * Fluency with the K-12 ...

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All JobsMulti Engine Pilot JobsFreelance Multi Engine Pilot JobsFreelance Multi Engine Pilot Jobs in Romeoville, IL

Freelance Multi Engine Pilot information

See Romeoville, IL salary details

$50.5K

$133.5K

$204.9K

How much do freelance multi engine pilot jobs pay per year?

As of Aug 24, 2026, the average yearly pay for freelance multi engine pilot in Romeoville, IL is $133,483.00, according to ZipRecruiter salary data. Most workers in this role earn between $102,000.00 and $158,000.00 per year, depending on experience, location, and employer.

What is a freelance multi engine pilot?

Freelance Multi Engine Pilots are professional pilots who are licensed to fly aircraft with more than one engine and work on a contract or per-assignment basis, rather than being employed by a single airline or company. They are often hired to transport passengers, cargo, or provide specialized flight services for private owners, charter companies, or corporations. These pilots must hold a commercial pilot license with a multi-engine rating and typically have extensive flight experience. Their work offers flexibility and variety, but may also involve irregular schedules and the need to maintain their own certifications and insurance.

What are the key skills and qualifications needed to thrive as a freelance multi engine pilot?

To thrive as a Freelance Multi Engine Pilot, you need a valid commercial pilot’s license with multi-engine and instrument ratings, as well as substantial flight experience in multi-engine aircraft. Familiarity with avionics, flight planning software, and aircraft-specific systems is crucial, along with maintaining up-to-date certifications like a Class 1 medical certificate. Outstanding situational awareness, decision-making, and communication skills set top pilots apart, especially when operating independently. These competencies ensure safety, regulatory compliance, and reliability for clients in a dynamic aviation environment.

What are some common challenges faced by freelance multi engine pilots, and how can they be managed?

Freelance multi engine pilots often encounter challenges such as irregular work schedules, varying client expectations, and the need to stay current with multiple aircraft types. Managing these challenges involves excellent time management, proactive communication with clients, and ongoing training to maintain proficiency and compliance with aviation regulations. Building a strong professional network and keeping detailed records of flight hours and certifications can also help freelancers secure consistent opportunities and manage workload fluctuations effectively.

What is the difference between Freelance Multi Engine Pilot vs Commercial Single Engine Pilot?

AspectFreelance Multi Engine PilotCommercial Single Engine Pilot
CertificationsCommercial Pilot License (CPL), Multi-Engine RatingCommercial Pilot License (CPL), Single-Engine Rating
Work EnvironmentCharter flights, cargo, private charters, often freelanceScheduled airline flights, corporate flights, often employed by airlines or companies
Employer & IndustryIndependent, contract-based, aviation servicesAirlines, corporate flight departments, aviation companies

Freelance Multi Engine Pilots typically hold CPL and multi-engine ratings, working independently on various contracts such as charters and cargo. Commercial Single Engine Pilots usually work for airlines or companies, focusing on scheduled flights with single-engine aircraft. The main difference lies in the aircraft type, work setup, and employment structure.

What are the most commonly searched types of Multi Engine Pilot jobs in Romeoville, IL?

The most popular types of Multi Engine Pilot jobs in Romeoville, IL are:

Freelance Multi Engine Pilot jobs near you

First Officer Pilot

SkyWest Airlines

Chicago, IL • On-site

Full-time

Re-posted 16 days ago

SkyWest Airlines rating

7.1

Company rating: 7.1 out of 10

Based on 80 frontline employees who took The Breakroom Quiz

14th 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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