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Pilot Job Jobs in Chicago, IL (NOW HIRING)

SkyWest Airlines

First Officer Pilot

Chicago, IL

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 ...

TSMG

Drone Pilot

Chicago, IL

As a Drone Pilot, you should have a strong understanding of drone technology, excellent piloting skills, and the ability to analyze aerial data. Your key responsibilities will include flying drones ...

TSMG

Drone Pilot

Chicago, IL · On-site

As a Drone Pilot, you should have a strong understanding of drone technology, excellent piloting skills, and the ability to analyze aerial data. Your key responsibilities will include flying drones ...

Illinois Marine Towing

Vessel Pilot

Joliet, IL · On-site

All Pilots must possess a current U.S. Coast Guard license appropriate for the vessel, route, and service. While on watch and in the absence of the Master, the Pilot exercises the authority of the ...

Roquette Frères

Pilot Plant Supervisor

Geneva, IL · On-site

$82K - $95K/yr

As the R&D Pilot Plant Supervisor, you will be responsible for the day to day operations of our pilot plant facility including set-up, execution, and clean-up of experimental trials, ongoing and ...

Roquette

Pilot Plant Supervisor

Geneva, IL · On-site

$82K - $95K/yr

As the R&D Pilot Plant Supervisor, you will be responsible for the day to day operations of our pilot plant facility including set-up, execution, and clean-up of experimental trials, ongoing and ...

NetJets & EJM

Pilot in Command Gulfstream 450

Gary, IN · On-site

This is a three-pilot account flying an average of 350 hours annually, part 91 and internal part 135 (no retail charter). This aircraft is supported by a full-time Maintenance Technician and has ...

NetJets & EJM

Pilot in Command Falcon 7X

West Chicago, IL · On-site

$160K - $275K/yr

This is a three-pilot account supported by a dedicated Maintenance Technician flying part 91 and 135 to domestic and international destinations. This is not a commutable position and will require ...

Kraft Heinz Company

Pilot Plant Technician

Glenview, IL · On-site

$56K - $71K/yr

Perform pilot plant duties in compliance with established policies, safety standards, GMP requirements, and food safety and quality guidelines. The employee must be able to: * Execute trial plans by ...

Kraft Heinz

Pilot Plant Technician

Glenview, IL · On-site

Perform pilot plant duties in compliance with established policies, safety standards, GMP requirements, and food safety and quality guidelines. The employee must be able to: * Execute trial plans by ...

Heidelbergmaterials

Boat Pilot

Romeoville, IL

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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Showing results 1-20

All JobsPilot Job JobsPilot Job Jobs in Chicago, IL

Pilot Job information

See Chicago, IL salary details

$51K

$135K

$207.2K

How much do pilot job jobs pay per year?

As of Sep 1, 2026, the average yearly pay for pilot job 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 is the difference between Pilot Job vs Flight Attendant?

AspectPilot JobFlight Attendant
Required CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificateCabin Crew Certification, Safety Training
Work EnvironmentPilot cockpit, flight decks, cockpit controlsPassenger cabin, aircraft interior, customer service areas
Employer & Industry UsageAirlines, charter companies, cargo carriersAirlines, private jets, corporate flight services
Common Search & ComparisonYesYes

While both Pilot Jobs and Flight Attendant roles are essential in the aviation industry, they differ significantly in responsibilities, certifications, and work environment. Pilots operate the aircraft and require advanced licenses, whereas flight attendants focus on passenger safety and comfort, requiring safety and customer service training. Understanding these differences helps job seekers find the right career path in aviation.

What are popular job titles related to Pilot Job jobs in Chicago, IL?

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

What job categories do people searching Pilot Job jobs in Chicago, IL look for?

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

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

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

Pilot Job jobs near you
Infographic showing various Pilot Job job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $134,863 per year, or $64.8 per hour.

First Officer Pilot

SkyWest Airlines

Chicago, IL

Full-time

Re-posted 23 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

What SkyWest Airlines employees say

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