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Independent Contractor Pilot Jobs (NOW HIRING)

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 ...

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 ...

Owner Operator

Kenosha, WI · On-site

$8K - $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 ...

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 ...

As part of the world's largest independent flight test organization, supporting both US Government ... teams composed of government, military, contractor, and industry personnel. Roles ...

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 ...

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 ...

Owner Operator

Mobile, AL · On-site

$8K - $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 ...

Owner Operator

Lemont, IL · On-site

$8K - $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 ...

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 ...

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 ...

Owner Operator

Seminole, TX · On-site

$8K - $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 ...

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 ...

Owner Operator

Winter Haven, FL · On-site

$8K - $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 ...

Owner Operator

Buffalo, NY · On-site

$8K - $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 ...

Owner Operator

Richmond, VA · On-site

$8K - $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 ...

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 ...

Owner Operator

Ithaca, NY · On-site

$8K - $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 ...

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 ...

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 ...

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Showing results 1-20

Independent Contractor Pilot information

See salary details

$49.5K

$130.9K

$201K

How much do independent contractor pilot jobs pay per year?

As of Jun 1, 2026, the average yearly pay for independent contractor pilot in the United States is $130,916.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,000.00 and $155,000.00 per year, depending on experience, location, and employer.

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 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 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 cities are hiring for Independent Contractor Pilot jobs? Cities with the most Independent Contractor Pilot job openings:
What are the most commonly searched types of Pilot jobs? The most popular types of Pilot jobs are:
What states have the most Independent Contractor Pilot jobs? States with the most job openings for Independent Contractor Pilot jobs include:
Infographic showing various Independent Contractor Pilot job openings in the United States as of May 2026, with employment types broken down into 2% As Needed, 13% Full Time, 59% Part Time, and 26% Contract. Highlights an 92% Physical, and 8% Remote job distribution, with an average salary of $130,916 per year, or $62.9 per hour.

Owner Operator

Beyondfreightinc

Davenport, FL

$8K - $12K/wk

Full-time, Contractor

Posted 17 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)