Top 15 Pilot 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
SIC- Gulfstream G200
Jet Linx Aviation —Wheeling, IL
- $124,000 - $160,000 a year
- Weekends as needed
- Pass drug screening
- Bachelor's degree
- Travel
- Disability insurance
- Health insurance
Quick Apply
14d
Lear 45XR PIC
Aviation Advisor —Chicago, IL
- Weekends as needed
- Microsoft Outlook
- High school diploma or GED
- Driver's License
- Health insurance
- Dental insurance
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
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
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
UAV Drone Pilot Instructor
Entrepreneurs Academy —Chicago, IL
- $45 - $50 an hour
- Part-time
- Classroom
- Microsoft Excel
- Writing skills
Quick Apply
Skydio Drone Operator at Credit Union 1 Amphitheatre- Tinley Park
Live Nation —Tinley Park, IL
- $15.40 - $17.00 an hour
- Part-time
- Microsoft Word
- 18 years or older
- Microsoft Outlook
7d
Drone Operator
AMERICAN NATIONAL SKYLINE SERVICES LLC —Chicago, IL
- $25 - $35 an hour
- Overtime
- Customer service
- Maintenance
- High school diploma or GED
Quick Apply
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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Juvenile Counselor (Juvenile Detention Officer) - First Shift
Lake County Illinois —Vernon Hills, IL
Must possess a valid driver’s license. Completion of a minimum of 60 credit hours earned at a university, college, or community college preferably with major…
$25.78 an hour

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Remote Pilot, VLOS - USA
Skyports Limited —Columbus, OH
Your job is to bring the drone into the air safely, follow the mission workflow, monitor flight progress, and complete close-down steps.
Quick Apply
5d
Remote Pilot in Command
DEXA - Drone Express —Hilliard, OH
Possess a valid Remote Pilot Certificate issued in accordance with Part 107. Experience with mapping software, GPS technology, and flight planning tools.
$50,000 - $58,240 a year
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

Apply Now

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pilot jobs in chicago il

Citation CJ3/CJ2/CJ1+ – PIC/SIC

SIC- Gulfstream G200

Lear 45XR PIC

Chief Pilot - US

Captain - Challenger 350

Challenger 300 Captain - Chicago, IL

UAV Drone Pilot Instructor

Skydio Drone Operator at Credit Union 1 Amphitheatre- Tinley Park

Drone Operator

Pilot (Jet PIC)

Air Interdiction Agent

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