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Independent Contractor Pilot Jobs in Indiana (NOW HIRING)

Owner Operator

Gary, IN · On-site

$8.0K - $12K/wk

Run as a 1099 Independent Contractor with high earnings, no forced dispatch , and freedom across ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Job Type: Full-Time (1099 - Independent Contractor) About Us: IVS Trans Inc. is a family-owned ... Fuel cards provided ( Pilot & Flying J ) * IFTA calculations provided * Truck registration program ...

Determines process parameters at Pilot and Commercial Scale. * Evaluates process parameter ... Work with and manage outside contractors to provide support to projects. * Able to perform all ...

Booking hotel accommodations for flight attendants, pilot crews, ad-hoc crews and other non-crew ... Ability to work independently and as a contributing team member. * Excellent telephone voice in ...

Booking hotel accommodations for flight attendants, pilot crews, ad-hoc crews and other non-crew ... Ability to work independently and as a contributing team member. * Excellent telephone voice in ...

Booking hotel accommodations for flight attendants, pilot crews, ad-hoc crews and other non-crew ... Ability to work independently and as a contributing team member. * Excellent telephone voice in ...

Independent Contractor Pilot information

See Indiana salary details

$47.1K

$124.6K

$191.3K

How much do independent contractor pilot jobs pay per year?

As of Jun 17, 2026, the average yearly pay for independent contractor pilot in Indiana is $124,575.00, according to ZipRecruiter salary data. Most workers in this role earn between $95,200.00 and $147,500.00 per year, depending on experience, location, and employer.

What are some of the unique challenges faced by Independent Contractor Pilots compared to full-time airline pilots?

Independent Contractor Pilots often manage their own schedules, contracts, and travel logistics, which can require significant self-organization and flexibility. Unlike airline pilots with set routes and support teams, contractor pilots may fly a variety of aircraft for different clients, adapting quickly to new procedures and work environments. They are also responsible for maintaining their own credentials, insurance, and compliance with all regulatory requirements. This autonomy provides greater freedom but also requires a proactive approach to time management, professional networking, and personal safety.

What are the key skills and qualifications needed to thrive in the Independent Contractor Pilot position, and why are they important?

To thrive as an Independent Contractor Pilot, you need a valid commercial pilot’s license, extensive flight experience, and strong knowledge of aviation regulations. Proficiency with navigation systems, flight planning software, and safety management systems is typically required, along with up-to-date certifications such as an FAA medical certificate. Outstanding situational awareness, problem-solving skills, and the ability to communicate clearly with clients and aviation professionals are essential soft skills. These abilities ensure safe, efficient, and client-focused operations in a dynamic and self-directed professional environment.

What is an Independent Contractor Pilot job?

An Independent Contractor Pilot is a professional aviator who operates aircraft on a contract basis rather than as a direct employee of an airline or company. These pilots are typically hired for specific flights, short-term assignments, or ongoing freelance work. They may fly private jets, charter planes, cargo aircraft, or corporate flights, depending on their qualifications and experience. Independent Contractor Pilots must manage their own schedules, maintain necessary certifications, and ensure compliance with aviation regulations.

What are the most commonly searched types of Pilot jobs in Indiana? The most popular types of Pilot jobs in Indiana are:
What are popular job titles related to Independent Contractor Pilot jobs in Indiana? For Independent Contractor Pilot jobs in Indiana, the most frequently searched job titles are:
What job categories do people searching Independent Contractor Pilot jobs in Indiana look for? The top searched job categories for Independent Contractor Pilot jobs in Indiana are:
What cities in Indiana are hiring for Independent Contractor Pilot jobs? Cities in Indiana with the most Independent Contractor Pilot job openings:

Owner Operator

Beyondfreightinc

Gary, IN • On-site

$8.0K - $12K/wk

Full-time, Contractor

Posted 18 days ago


Job description

GOLD STANDARD TRANSPORT Tinley Park, IL

Owner Operator CDL A Truck Driver – Dry Van – 1099 Independent Contractor (Remote)

Experienced Owner Operators wanted! Run as a 1099 Independent Contractor with high earnings, no forced dispatch, and freedom across all 48 states.
Recruiting Department contact:
630-998-8588
464-249-0494

Earnings Potential:
  • Average weekly paycheck: $8,000 – $12,000
  • $2.20 – $2.50 per mile gross
  • Keep 88% of the gross
  • Dry van average ≈ $2.30/mile | Reefer loads higher (≈ $3.00/mile) – reefers welcome
What We Offer:
  • Fuel discounts $0.35/gallon + Pilot/Flying J cards
  • Weekly paychecks
  • 24/7 dispatch & ELD support
  • 20+ load boards + no black-listed brokers
  • Experienced dispatch team (9+ years)
  • After-hours 24/7 support
  • Rate confirmations sent directly to you
  • We pay for your fuel to Chicago, IL if you rent a trailer from us
Equipment & Costs:
  • Trailer rental: $250/week (includes physical damage insurance)
  • Cargo & liability insurance: $300/week (dry van) / $350/week (reefer)
  • ELD support: $65/week
  • Optional occupational insurance: $150/month
  • Escrow (no own trailer): $1,500
Safety Bonuses:
  • Clean Level 3: $250
  • Clean Level 2: $500
  • Clean Level 1: $750
Requirements:
  • Valid CDL Class A license
  • Own tractor in good condition
  • Minimum 2 years OTR experience preferred
  • Clean/acceptable MVR & background
  • Willing to work as 1099 Independent Contractor

If you're a professional Owner Operator looking for strong pay and real freedom, apply now!

Job Type: Full-time / Independent Contractor (1099)
Work Location: Remote (OTR – All 48 States)