Top 13 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
Pilot (First Officer) - Midwest Region
NetJets —Chicago, IL
- Weekends as needed
- Background check
- High school
- Military
- Health savings account
- Disability insurance
1d
Lear 45XR PIC
Aviation Advisor —Chicago, IL
- Weekends as needed
- Microsoft Outlook
- High school diploma or GED
- Driver's License
- Health 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
Drone Operator
AMERICAN NATIONAL SKYLINE SERVICES LLC —Chicago, IL
- $25 - $35 an hour
- Overtime
- Customer service
- Maintenance
- High school diploma or GED
Quick Apply
FAA Part 107 Drone Pilot | Aurevo Preferred Pilot Network
Aurevo Aerial Media —Chicago, IL
- $35 - $100 an hour
- Contract
- Mid-level
- Travel
- In-person
- Employee discount
- Professional development assistance
Quick Apply
6h
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
Military Service - U.S. Navy, Naval Flight Officer and Pilot
U.S. Navy —United States
- $65,000 - $150,000 a year
- Full-time
- Background check
- Office
- High school diploma or GED
- Loan repayment program
- Health insurance
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

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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…
SIC- Gulfstream G200
Jet Linx Aviation —Wheeling, IL
Ability to obtain a U.S. driver's license. Maintain communication with the company for standby duty assignments, trip notifications, position calls, and pre-…
$124,000 - $160,000 a year
Quick Apply

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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.
$56,000 - $64,000 a year
Quick Apply
6d
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

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Citation CJ3/CJ2/CJ1+ – PIC/SIC

Aviation Advisor
Chicago, IL

Apply Now

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

Pilot (First Officer) - Midwest Region

Lear 45XR PIC

Challenger 300 Captain - Chicago, IL

Drone Operator

FAA Part 107 Drone Pilot | Aurevo Preferred Pilot Network

Skydio Drone Operator at Credit Union 1 Amphitheatre- Tinley Park

Military Service - U.S. Navy, Naval Flight Officer and Pilot

Pilot (Jet PIC)

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