ZipRecruiter

Log In

1

Weekend Part 135 Pilot Jobs in Chicago, IL (NOW HIRING)

NetJets & EJM

Pilot in Command Gulfstream 450

Gary, IN · On-site

This is a three-pilot account flying an average of 350 hours annually, part 91 and internal part 135 (no retail charter). This aircraft is supported by a full-time Maintenance Technician and has ...

Mayo Aviation

Maintenance Controller

Wheeling, IL

$85K - $90K/yr

Our team operates in a dynamic Part 135 and Part 91 environment, supporting diverse aircraft types ... Other: * Ability to work weekends. This is an exempt position which requires flexibility to meet ...

SkyWest Airlines

First Officer Pilot

Chicago, IL · On-site

Must be available to work on any day, seven days a week, including nights, weekends and holidays ... SkyWest will accept helo/glider time as part of an applicant's total time as long as they have a ...

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 ...

next page

Showing results 1-20

All JobsPart 135 Pilot JobsWeekend Part 135 Pilot JobsWeekend Part 135 Pilot Jobs in Chicago, IL

Weekend Part 135 Pilot information

See Chicago, IL salary details

$51K

$134.9K

$207.1K

How much do weekend part 135 pilot jobs pay per year?

As of Sep 3, 2026, the average yearly pay for weekend part 135 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 Weekend Part 135 Pilot vs Part 91 Pilot?

AspectWeekend Part 135 PilotPart 91 Pilot
CertificationsCommercial Pilot Certificate, specific Part 135 trainingCommercial Pilot Certificate, general flying experience
Work EnvironmentCharter flights, on-demand services, often weekendsPrivate, corporate, or recreational flying, flexible schedule
Employer & IndustryPart 135 charter operators, air taxi servicesPrivate aircraft owners, corporate flight departments

Weekend Part 135 Pilots typically operate charter and air taxi flights under Part 135 regulations, often on weekends or irregular hours. In contrast, Part 91 Pilots generally fly private or corporate aircraft with more flexible schedules. Both roles require similar certifications but differ mainly in work environment and operational scope.

What are the most commonly searched types of Part 135 Pilot jobs in Chicago, IL?

The most popular types of Part 135 Pilot jobs in Chicago, IL are:

What are popular job titles related to Weekend Part 135 Pilot jobs in Chicago, IL?

For Weekend Part 135 Pilot jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Weekend Part 135 Pilot jobs in Chicago, IL look for?

The top searched job categories for Weekend Part 135 Pilot jobs in Chicago, IL are:

Weekend Part 135 Pilot jobs near you
Infographic showing various Weekend Part 135 Pilot job openings in Chicago, IL as of August 2026, with employment types broken down into 33% Full Time, and 67% Part Time. Highlights an 100% In-person job distribution, with an average salary of $134,863 per year, or $64.8 per hour.

Challenger 300 Captain (Part 135) - Dallas, TX

Pilot Assessments

Wheeling, IL • On-site

$180 - $260/hr

Other

This job post has expired today. Applications are no longer accepted.

Job description

What you will do

  • Serve as Pilot in Command on the CL-30 series (Challenger 300) with a sharp focus on safety, compliance, and passenger experience.

  • Plan and execute domestic and international flights in full compliance with 14 CFR Part 135 and company SMS.

  • Lead all phases of flight: performance calculations, fuel planning, weight and balance, weather and NOTAM reviews, international documentation, and customs coordination.

  • Exercise strong, timely decision-making under pressure while managing risk, crew resources, and changing operational conditions.

  • Deliver white-glove service to owners and charter clients while representing the operation with professionalism and discretion.

  • Leverage flight planning and aviation management software/EFB tools for routing, crew scheduling, recordkeeping, and compliance.

  • Maintain aircraft and crew readiness, currency, and training standards; contribute to a proactive safety culture.


What you bring

  • License: ATP (FAA)

  • Medical: Class 1

  • Total Time: 5,000 hours

  • PIC Time: 2,500 hours

  • Multi-Engine: 2,500 hours (including 1,500 hours Multi-Engine PIC)

  • Turbine: 2,000 hours

  • Instrument: 500 hours

  • Strong knowledge of FAA regulations, flight planning, and SMS.

  • Excellent communication and leadership skills; sound judgment under pressure.

  • Proficiency with flight planning and aviation management software/EFB tools.

  • Previous Part 135 experience is highly desirable.

  • Type Rating: Not required — Challenger 300 training provided for qualified candidates.


Why you’ll love this seat

  • Balanced lifestyle with 8 hard days off each month.

  • Varied flying: owner trips and charter, across the U.S. and abroad.

  • Operate a high-performance midsize jet within a quality-focused, two-captain model.

  • Grow your career with type rating and ongoing recurrent training support.


Ready to captain a Challenger 300 from Dallas?


Applicants must be authorized to work in the United States; visa sponsorship is not available.

#J-18808-Ljbffr

Apply