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First Pilot Jobs in Chicago, IL (NOW HIRING)

Pilot Company

Guest Services Leader

Lake Station, IN

$14.95 - $22.22/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader

Hebron, IN · On-site

$14.95 - $22.22/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Hebron, IN · On-site

$14.95 - $22.22/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader

Hebron, IN · On-site

$14.95 - $22.22/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Lake Station, IN

$14.95 - $22.22/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Hebron, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Hebron, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Gary, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Monee, IL

$15 - $20.53/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Hebron, IN · On-site

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Gary, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Valparaiso, IN · On-site

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Monee, IL · On-site

$15 - $20.53/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Monee, IL

$15 - $20.53/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Valparaiso, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Valparaiso, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Gary, IN · On-site

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Hebron, IN

$12.60 - $17.85/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Cashier

Monee, IL

$15 - $20.53/hr

  • Medical

  • Dental

  • Vision

  • Retirement

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

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Showing results 21-40

All JobsFirst Pilot JobsFirst Pilot Jobs in Chicago, IL

First Pilot information

See Chicago, IL salary details

$51K

$134.9K

$207.1K

How much do first pilot jobs pay per year?

As of Aug 18, 2026, the average yearly pay for first 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 a first pilot?

First Pilots, also known as captains, are the lead pilots responsible for commanding an aircraft during flights. They oversee all aspects of flight operations, including navigation, communication with air traffic control, and ensuring the safety of passengers and crew. First Pilots have the highest authority on the aircraft and make critical decisions, especially in emergency situations. They are required to have extensive flying experience, advanced training, and must hold an Airline Transport Pilot License (ATPL). Their leadership and expertise are essential for the safe and efficient operation of commercial and cargo flights.

What are the key skills and qualifications needed to thrive as a first pilot?

To thrive as a First Pilot, you need an Airline Transport Pilot License (ATPL), strong aeronautical knowledge, and extensive flight experience. Familiarity with advanced avionics, flight management systems, and regulatory compliance tools is essential. Excellent decision-making, situational awareness, and communication skills set top pilots apart in the cockpit. These skills and qualities are crucial for ensuring passenger safety, efficient flight operations, and effective teamwork in high-pressure environments.

What are some common challenges first pilots face during long-haul flights, and how are these managed on the job?

First Pilots on long-haul flights often face challenges such as fatigue management, maintaining situational awareness over extended periods, and adapting to rapidly changing weather or air traffic conditions. These are managed through regulated rest periods, effective crew resource management, and strict adherence to safety protocols. Collaboration with co-pilots, cabin crew, and air traffic controllers is essential to ensure safe and efficient operations throughout the flight. Continuous training and simulation exercises also help First Pilots stay prepared for unexpected situations.

What is the difference between First Pilot vs Co-Pilot?

AspectFirst PilotCo-Pilot
CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificateCommercial Pilot License (CPL), often with additional type ratings
Work EnvironmentLeads flight operations, makes critical decisions, oversees crewAssists the First Pilot, manages navigation and communication
ResponsibilitiesOverall flight command, safety, and decision-makingSupports the First Pilot, handles specific flight tasks

The First Pilot is the primary authority during flights, responsible for safety and decision-making, while the Co-Pilot assists and supports the First Pilot in operating the aircraft. Both roles require similar certifications, but the First Pilot holds the lead position in flight operations.

What first pilot jobs are best for beginners?

Entry-level pilot jobs suitable for beginners include flight instructor, banner tow pilot, and aerial survey pilot, which often require a private pilot certificate and some flight hours. These roles provide practical experience and help build hours toward commercial pilot certification, with a focus on safety, communication, and aircraft handling skills.

What are popular job titles related to First Pilot jobs in Chicago, IL?

For First Pilot jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching First Pilot jobs in Chicago, IL look for?

The top searched job categories for First Pilot jobs in Chicago, IL are:

First Pilot jobs near you
Infographic showing various First Pilot job openings in Chicago, IL as of August 2026, with employment types broken down into 86% Full Time, and 14% Part Time. Highlights an 86% In-person, and 14% Remote job distribution, with an average salary of $134,863 per year, or $64.8 per hour.

Guest Services Leader

Pilot Company

Lake Station, IN

$14.95 - $22.22/hr

Full-time

Medical, Dental, Vision, Retirement

Posted 13 days ago

Pilot Company rating

6.1

Company rating: 6.1 out of 10

Based on 530 frontline employees who took The Breakroom Quiz

351st of 734 rated retailers

Job description

Company Description

Pilot Company is an industry-leading network of travel centers with more than 30,000 team members and over 750 retail and fueling locations in 44 states and six Canadian provinces. Our energy and logistics division serves as a top supplier of fuel, employing one of the largest tanker fleets and providing critical services to oil operations in our nation's busiest basins. Pilot Company supports a growing portfolio of brands with expertise in supply chain and retail operations, logistics and transportation, technology and digital innovation, construction, maintenance, human resources, finance, sales and marketing.

Founded in 1958 by Jim A. Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and commitment to giving back remains true to us today. Whether we are serving guests, a fellow team member, or a trucking company, we are dedicated to fueling people and keeping North America moving.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status or any other characteristic protected under applicable federal, state, or local law.

Military encouraged to apply.

Job Description

Shift Leaders are responsible for supervising employees and general operations of the store. The ideal candidate for this position would possess excellent customer service skills to respond to the needs of customers. In addition, this candidate would be self-motivated and ready to assist the managers with any tasks that need to be executed to keep our facilities well-maintained and running smoothly. This person would be knowledgeable of store operations and PFJ's commitment to quality and customer service.

Pay Rates Starting between: $14.95 - $22.22 / hour

Qualifications
  • Previous experience or working knowledge of retail operations
  • Incredible customer service skills & the ability to help maintain a customer focused culture
  • Must be proficient with a calculator, computer, and other equipment
  • Ability to work as part of a team and interact with different levels from hourly team members, customers, vendors, and corporate representatives
  • Must be able to work a flexible schedule of nights, days, weekends, and holidays
  • Background check is required

Additional Information
  • Fuel Discount
  • Nation-wide Medical Plan/Dental/Vision
  • 401(k)
  • Flexible Spending Accounts
  • Adoption Assistance
  • Tuition Reimbursement
  • Flexible Schedule
  • Weekly Pay

What Pilot Company employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Pilot Company logo

About Pilot Company

Sourced by ZipRecruiter

Pilot Flying J is an American-based company situated in Knoxville, TN, USA. Founded in 1958, it falls under the travel-center industry, providing comprehensive services to professional drivers, recreational travelers, and road users. Pilot Flying J offers amenities such as refueling facilities, convenience stores, fast-food restaurants, and trucking supplies services, positioning itself as a crucial part of America's interstate highway system.

Industry

Gasoline stations, petroleum and petroleum products wholesalers and retail

Company size

10,000+ Employees

Headquarters location

Knoxville, TN, US

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