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Work Pilot Jobs in Chicago, IL (NOW HIRING)

SkyWest Airlines

First Officer Pilot

Chicago, IL

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:

TSMG

Drone Pilot

Chicago, IL

As a Drone Pilot, you should have a strong understanding of drone technology, excellent piloting ... Ability to work independently and in a team environment. * Strong communication skills, both verbal ...

TSMG

Drone Pilot

Chicago, IL

As a Drone Pilot, you should have a strong understanding of drone technology, excellent piloting ... Ability to work independently and in a team environment. * Strong communication skills, both verbal ...

Illinois Marine Towing

Vessel Pilot

Joliet, IL · On-site

The work schedule follows either a 21 days on / 21 days off rotation (Line Boat) or a 14 days on / 7 days off rotation (Fleet Boat), working 12-hour shifts. All Pilots must possess a current U.S.

SAIC

ZAU - Remote Pilot Operator

Aurora, IL · Remote

$40K - $80K/yr

Public Trust Potential for Remote Work: ORA_ON_SITE Description PLEASE NOTE: This is NOT a UAS, UAV, RPV, or DRONE pilot position. We are looking for a Casual, Remote Pilot Operator (RPO) candidate ...

SAIC

ZAU - Remote Pilot Operator

Aurora, IL · Remote

$40K - $80K/yr

Public Trust Potential for Remote Work: ORA_ON_SITE Description PLEASE NOTE: This is NOT a UAS, UAV, RPV, or DRONE pilot position. We are looking for Part-time, Remote Pilot Operator (RPO) candidates ...

SAIC

ZAU - Remote Pilot Operator

Aurora, IL · On-site +1

$40K - $80K/yr

This is NOT a UAS, UAV, RPV, or DRONE pilot position. We are looking for Part-time, Remote Pilot ... They work in air traffic facilities of varying sizes, safely separating more than 50,000 aircraft ...

Roquette

Pilot Plant Supervisor

Geneva, IL

$82K - $95K/yr

As the R&D Pilot Plant Supervisor, you will be responsible for the day to day operations of our ... Work with process development engineers on new equipment design or acquisition. * Manage utilities ...

SAIC

ZAU - Remote Pilot Operator

Aurora, IL · On-site +1

$40K - $80K/yr

We are looking for a Casual, Remote Pilot Operator (RPO) candidate to join the SAIC Controller ... They work in air traffic facilities of varying sizes, safely separating more than 50,000 aircraft ...

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 ... Work with process development engineers on new equipment design or acquisition. * Manage utilities ...

NetJets & EJM

Pilot in Command Falcon 7X

West Chicago, IL · On-site

$160K - $275K/yr

To ensure our employees are taken care of at work and at home, we offer a comprehensive package of premium benefits, including: * Competitive pay * Medical, dental, and vision insurance, available ...

US Navy

Naval Flight Officer and Pilot

Hodgkins, IL

Daily work blends flight operations, simulator events, mission planning, debriefs, and maintenance ... Pilot and Naval Flight Officer candidates complete aviation indoctrination in Pensacola, followed ...

US Navy

Naval Flight Officer and Pilot

Roselle, IL

Daily work blends flight operations, simulator events, mission planning, debriefs, and maintenance ... Pilot and Naval Flight Officer candidates complete aviation indoctrination in Pensacola, followed ...

US Navy

Naval Flight Officer and Pilot

Joliet, IL

Daily work blends flight operations, simulator events, mission planning, debriefs, and maintenance ... Pilot and Naval Flight Officer candidates complete aviation indoctrination in Pensacola, followed ...

US Navy

Naval Flight Officer and Pilot

Markham, IL

Daily work blends flight operations, simulator events, mission planning, debriefs, and maintenance ... Pilot and Naval Flight Officer candidates complete aviation indoctrination in Pensacola, followed ...

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Showing results 1-20

All JobsWork Pilot JobsWork Pilot Jobs in Chicago, IL

Work Pilot information

See Chicago, IL salary details

$51K

$134.9K

$207.1K

How much do work pilot jobs pay per year?

As of Aug 23, 2026, the average yearly pay for work 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 is the difference between Work Pilot vs Project Coordinator?

AspectWork PilotProject Coordinator
Required CredentialsTypically certifications in project management or related fieldsOften requires a degree in business, management, or related area
Work EnvironmentTech-driven, collaborative teams, often in startups or tech companiesOffice-based, structured environments across various industries
Employer & Industry UsageUsed in tech, logistics, and innovative sectorsCommon across construction, IT, marketing, and corporate sectors

While both roles involve coordinating tasks and supporting project execution, Work Pilot typically emphasizes a more tech-focused, innovative approach, often in startup environments. Project Coordinators tend to work in more traditional settings, managing project timelines and resources across diverse industries.

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

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

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

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

Work Pilot jobs near you

First Officer Pilot

SkyWest Airlines

Chicago, IL

Full-time

Re-posted 15 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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