ZipRecruiter

Log In

1

Weekend Pilot Jobs in Naperville, 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 ... Pilot applicants must meet the experience requirements of FAR 61.159 prior to employment. SkyWest ...

SunCoke Energy

Boat Pilot

Lisle, IL · On-site

Boat Pilots are responsible for the safe operation of tugboats, managing the vessel and crew, handling loaded and empty barges, and maintaining fleets. Pilots must stay in constant communication with ...

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

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 ...

SAIC

RTC-IL Remote Pilot Operator

Elgin, IL · On-site +1

$40K - $80K/yr

This is NOT a UAS, UAV, RPV, or DRONE pilot position. We are looking Full-time, Remote Pilot Operator (RPO) candidates to join the SAIC Controller Training Solutions (CTS) team at the Regional ...

New

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 ...

Jet Linx Aviation

SIC- Gulfstream G200

Wheeling, IL

Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and holidays * Bachelor's degree or equivalent work experience required

Jet Linx

SIC- Gulfstream G200

Wheeling, IL

$124K - $160K/yr

Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and holidays * Bachelor's degree or equivalent work experience required

Jet Linx Aviation

SIC- Gulfstream G200

Wheeling, IL · On-site

$124K - $160K/yr

Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and holidays * Bachelor's degree or equivalent work experience required

Jet Linx Aviation

SIC- Gulfstream G200

Wheeling, IL

$124K - $160K/yr

Ability to release and pass a FAA Pilot Record Database review with a System Chief Pilot * Ability to work nights, weekends, and holidays * Bachelor's degree or equivalent work experience required

Pilot Company

Travel Center General Manager

Morris, IL · On-site

$54K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Furthermore, you must be able to work a flexible schedule of nights, days, weekends and holidays.

Pilot Company

Travel Center General Manager

Morris, IL · On-site

$54K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Furthermore, you must be able to work a flexible schedule of nights, days, weekends and holidays.

Pilot Company

Travel Center General Manager

Morris, IL

$54K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Furthermore, you must be able to work a flexible schedule of nights, days, weekends and holidays.

next page

Showing results 1-20

All JobsPilot JobsWeekend Pilot JobsWeekend Pilot Jobs in Naperville, IL

Weekend Pilot information

See Naperville, IL salary details

$49.4K

$130.7K

$200.7K

How much do weekend pilot jobs pay per year?

As of Jul 31, 2026, the average yearly pay for weekend pilot in Naperville, IL is $130,721.00, according to ZipRecruiter salary data. Most workers in this role earn between $99,900.00 and $154,800.00 per year, depending on experience, location, and employer.

What are Weekend Pilots?

Weekend Pilots are licensed aviators who typically fly aircraft on weekends, often working part-time or on a flexible schedule. They may fly for private individuals, charter companies, or recreational purposes, and sometimes assist with sightseeing tours, aerial photography, or transporting passengers and cargo. Weekend Pilots must meet the same licensing and training requirements as full-time pilots, but their flying hours are usually limited to Saturdays and Sundays. This role is ideal for experienced pilots seeking a part-time commitment or aviation enthusiasts looking to maintain their skills.

What are some common challenges weekend pilots face when balancing flying with other commitments?

Weekend pilots often juggle their flying schedules with full-time jobs or family responsibilities, which can make it difficult to log consistent flight hours and maintain proficiency. Weather delays, aircraft availability, and airspace congestion are typical challenges that can disrupt planned flights. To stay current and confident, many weekend pilots join flying clubs, coordinate with other pilots for shared rentals, and make use of online scheduling tools to maximize their time in the air while managing other commitments.

What Does a Weekend Pilot Do?

A weekend pilot has similar job duties as pilots who work during the week. The primary difference is they work over the weekend. Your specific job duties vary, depending on the kind of plane you fly and if you are a commercial or cargo pilot. General responsibilities for commercial pilots include studying weather reports and schedules, evaluating the fuel load requirements, preparing the flight plan, ensuring safety for passengers, and checking all hardware for plane safety and navigation equipment. Cargo pilots discuss the goods being transported with the shipping company and clarify where the load needs to be delivered. They ensure the shipment has been loaded completely and is adequately secured, and delivers it on time when possible. Weekend pilots work Saturdays and Sundays, but may also have shifts on Fridays or Mondays.

What are the key skills and qualifications needed to thrive as a Weekend Pilot, and why are they important?

To thrive as a Weekend Pilot, you generally need a valid pilot’s license (such as a Private Pilot Certificate), strong knowledge of aviation regulations, and proficient flight skills. Familiarity with navigation systems, aircraft instrumentation, and weather assessment tools is crucial, and sometimes an FAA medical certificate or additional ratings may be required. Exceptional decision-making, communication, and situational awareness help pilots adapt to changing conditions and ensure passenger safety. These skills and qualifications are essential for safe, compliant, and effective operation of flights, especially when flying on tight schedules or in variable weekend conditions.

What is the difference between Weekend Pilot vs Part-Time Flight Attendant?

AspectWeekend PilotPart-Time Flight Attendant
Required CertificationsCommercial Pilot License (CPL), FAA medical certificateFlight Attendant Certification, CPR/First Aid
Work EnvironmentAircraft cockpit, airports, flight operationsPassenger cabin, airports, in-flight service
Employer & IndustryAirlines, charter companiesAirlines, private jet services
Common Search & ComparisonWeekend Pilot vs Part-Time Flight Attendant

Weekend Pilots typically hold commercial pilot licenses and operate aircraft, focusing on flying duties during weekends. Part-Time Flight Attendants primarily provide passenger service and safety onboard, often working part-time hours. Both roles are essential in the aviation industry but differ in responsibilities, certifications, and work environment.

More about Weekend Pilot jobs
What are the most commonly searched types of Pilot jobs in Naperville, IL? The most popular types of Pilot jobs in Naperville, IL are:
What are popular job titles related to Weekend Pilot jobs in Naperville, IL? For Weekend Pilot jobs in Naperville, IL, the most frequently searched job titles are:
What job categories do people searching Weekend Pilot jobs in Naperville, IL look for? The top searched job categories for Weekend Pilot jobs in Naperville, IL are:
Weekend Pilot jobs near you
Infographic showing various Weekend Pilot job openings in Naperville, IL as of July 2026, with employment types broken down into 2% Locum Tenens, 1% As Needed, 86% Full Time, 10% Part Time, and 1% Contract. Highlights an 93% Physical, 2% Hybrid, and 5% Remote job distribution, with an average salary of $130,721 per year, or $62.8 per hour.

First Officer Pilot

SkyWest Airlines

Chicago, IL

Full-time

Re-posted 22 days ago

SkyWest Airlines rating

7.1

Company rating: 7.1 out of 10

Based on 80 frontline employees who took The Breakroom Quiz

13th 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

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply