Top 11 Commercial Pilots Jobs in Chicago, IL

Citation CJ3/CJ2/CJ1+ – PIC/SIC
Aviation Advisor —Chicago, IL
- Full-time
- Microsoft Outlook
- High school diploma or GED
- Driver's License
- Health insurance
- Dental insurance
Corporate Pilot
Nutrien US LLC —Chicago, IL
- $133,700 - $248,200 a year
- Full-time
- Background check
- Ability to lift 50 pounds
- Bachelor's degree
- Paid holidays
- Disability insurance
Captain - Challenger 350
Jet Aviation —Chicago, IL
- $230,000 - $240,000 a year
- Clean driving record
- Customer service
- High school diploma or GED
- Disability insurance
- Dental insurance
Lear 45XR PIC
Aviation Advisor —Chicago, IL
- Weekends as needed
- Microsoft Outlook
- High school diploma or GED
- Driver's License
- Health insurance
- Dental insurance
Flight Coordinator - Overnight
Superior Air-Ground Ambulance —Elmhurst, IL
- Weekends as needed
- Word processing
- Computer literacy
- Mid-level
Chief Pilot - US
Nutrien US LLC —Chicago, IL
- $169,100 - $314,000 a year
- Full-time
- Background check
- 5 years
- Bachelor's degree
- Paid holidays
- Disability insurance
Falcon 900EX EASy Captain - Chicago Area
Solairus Aviation —Chicago, IL
- $50,000 - $500,000 a year
- Full-time
- Residential
- Senior level
- Health insurance
- 401(k) matching
Challenger 300 Captain - Chicago, IL
Solairus Aviation —Wheeling, IL
- $50,000 - $500,000 a year
- Full-time
- Residential
- Senior level
- Health insurance
- 401(k) matching
Global 6000 Captain - Wheeling, IL
Solairus Aviation —Wheeling, IL
- $50,000 - $500,000 a year
- Full-time
- Residential
- Senior level
- Health insurance
- 401(k) matching
Pilot (Jet PIC)
NorthStar Business Aviation LLC —United States
- From $100,000 a year
- Part-time
- US work authorization
- Senior level
- 401(k)
- 401(k) matching
Quick Apply
Air Interdiction Agent
Customs and Border Protection —United States
- $88,509 - $163,996 a year
- Full-time
- Military
- Mid-level
- Travel
- Health insurance
- Dental insurance

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Corporate Pilot
Nutrien US LLC —Chicago, IL
No convictions that would prevent holding driver’s license or ATPL. Bachelor’s degree in aviation management, business administration, or a related field…
$133,700 - $248,200 a year
Citation CJ3/CJ2/CJ1+ – PIC/SIC
Aviation Advisor —Chicago, IL
Valid passport and driver’s license. Your primary responsibilities include ensuring compliance with federal, state, local, and foreign regulations, as well as…

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Lear 60 - Captain - Columbus, OH (CMH) (Must be Typed)
Jet Edge —Columbus, OH
Maintain a current first class medical certificate as required by Jet Edge policy and notify the company if a medical (physical or mental) condition may impair…
Quick Apply
SkillBridge Helicopter Air Ambulance Pilot
Metro Aviation Inc. —Columbus, OH
The pilot will maintain a direct, honest, and courteous line of communication with their immediate supervisor, the Company, and the clients we serve.
Quick Apply

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Citation CJ3/CJ2/CJ1+ – PIC/SIC

Aviation Advisor
Chicago, IL

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Job Details

Full-time

Benefits

Health insurance
Dental insurance
Paid time off
Vision insurance
401(k) matching
Life insurance

Qualifications

First-Class Medical Certificate
Microsoft Outlook
Business jet piloting
Radio communication systems
High school diploma or GED
Driver's License
Pilot License

Full Job Description

SECOND IN COMMAND

Aviation Advisor is seeking a highly motivated and safety focused Second in Command Pilot to join our team operating Citation CJ3, CJ2, and CJ1 aircraft. This role is ideal for a candidate who values operational excellence, collaborative crew dynamics, and delivering exceptional service to our passengers. As part of our flight department, the SIC will support all facets of safe, efficient, and compliant flight operations while upholding the highest standards of professionalism and reliability. This position reports directly to the Chief Pilot. Operations are conducted under FAR part 91 and 135.

SIC Minimum Requirements

1,500 Total Flight Hours
100 Hours of Multi-Engine Time
ATP or ATP Written

PILOT IN COMMAND

As a captain for the Citation CJ series, you will be entrusted with the safe executions of flights, holding the ultimate authority in the aircraft’s operations. Your primary responsibilities include ensuring compliance with federal, state, local, and foreign regulations, as well as adhering to company policies and procedures outlined in the operations manual. The pilot in command plays a crucial role as the company’s prominent representative to passengers, requiring the highest level of professionalism while ensuring the efficiency and safety of operations. This position reports directly to the Chief Pilot. Operations are conducted under FAR part 91 and 135.

PIC Minimum Requirements

3,000 Total Flight Hours
1,500 PIC Time
200 Hours of Multi-Engine Time
ATP or ATP Written

Pilot Qualifications

Multi-Engine Land Airline Transport Pilots License
Current First Class Medical Certificate
Proficient in radiotelephone communications
Ability to pass drug tests, TSA background screenings, and obtain ID badge and ramp driving privileges
Valid passport and driver’s license
Reside within a two-hour personal commute time from KARR
High School Diploma required; Bachelor’s degree preferred
Proficiency in business software: MS Word, Excel, Outlook

Salary Information

Based on experience
Annual increases
Bonus opportunities

Aviation Advisor Benefits

401k Match
Health, Vision, Dental Insurance
Paid Time Off
Retention of Hotel, Rental Car, and Airline Points
Known Crewmember
Hard Days Off
Life Insurance

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Commercial Pilots jobs in Chicago, IL

Citation CJ3/CJ2/CJ1+ – PIC/SIC

Corporate Pilot

Captain - Challenger 350

Lear 45XR PIC

Flight Coordinator - Overnight

Chief Pilot - US

Falcon 900EX EASy Captain - Chicago Area

Challenger 300 Captain - Chicago, IL

Global 6000 Captain - Wheeling, IL

Pilot (Jet PIC)

Air Interdiction Agent

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