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Pilot Transportation Jobs in Oregon (NOW HIRING)

Helicopter Pilot - HAA

Brookings, OR · On-site

$86K - $108K/yr

HAA PILOT Full-Time Opportunity Missions that matter. Pilot Incentives - This is pilot life at ... Working with a team of medical experts to safely transport customers to and from locations and ...

Helicopter Pilot - HAA

Brookings, OR · On-site

$86K - $108K/yr

HAA PILOT Full-Time Opportunity Missions that matter. Pilot Incentives - This is pilot life at ... Working with a team of medical experts to safely transport customers to and from locations and ...

Helicopter Pilot - HAA

Brookings, OR · On-site

$86K - $108K/yr

HAA PILOT Full-Time Opportunity Missions that matter. Pilot Incentives - This is pilot life at ... Working with a team of medical experts to safely transport customers to and from locations and ...

Helicopter Pilot - HAA

Brookings, OR · On-site

$86K - $108K/yr

HAA PILOT Full-Time Opportunity Missions that matter. Pilot Incentives - This is pilot life at ... Working with a team of medical experts to safely transport customers to and from locations and ...

Rotor Wing Pilot

Pendleton, OR · On-site

$101.75 - $120.25/hr

Pilots with air medical transportation experience preferred * Pilots with NVG experience preferred * Mountain experience preferred. Experience evaluated on a case‑by‑case basis. * Must hold FAA ...

New

Rotor Wing Pilot

La Grande, OR · On-site

$101K - $120K/yr

Pilots with air medical transportation experience preferred * Pilots with NVG experience preferred * Mountain experience preferred. Experience evaluated on a case-by-case basis. * Must hold FAA ...

Rotor Wing Pilot

Pendleton, OR · On-site

$101K - $120K/yr

Pilots with air medical transportation experience preferred * Pilots with NVG experience preferred * Mountain experience preferred. Experience evaluated on a case-by-case basis. * Must hold FAA ...

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Showing results 1-20

Pilot Transportation information

See Oregon salary details

$52.3K

$138.4K

$212.5K

How much do pilot transportation jobs pay per year?

As of Aug 9, 2026, the average yearly pay for pilot transportation in Oregon is $138,416.00, according to ZipRecruiter salary data. Most workers in this role earn between $105,700.00 and $163,900.00 per year, depending on experience, location, and employer.

What is the difference between Pilot Transportation vs Commercial Pilot?

AspectPilot TransportationCommercial Pilot
Required CertificationsCommercial Driver's License (CDL), passenger or cargo endorsementsCommercial Pilot Certificate, specific aircraft ratings
Work EnvironmentGround transportation, buses, shuttles, taxisAircraft, airports, flight decks
Employer & Industry UsageTransportation companies, shuttle servicesAirlines, charter companies, cargo carriers

Pilot Transportation primarily involves ground-based passenger or cargo transport requiring a CDL and related endorsements. In contrast, Commercial Pilots operate aircraft and hold a specific pilot certificate. While both roles involve transportation, Pilot Transportation focuses on land vehicles, whereas Commercial Pilots work in aviation. Understanding these differences helps clarify career paths and certification requirements in the transportation industry.

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

To thrive as a Pilot in Transportation, you need a commercial pilot's license, strong knowledge of aviation regulations, and excellent navigation and flight operation skills. Familiarity with advanced cockpit avionics, flight management systems, and simulator training is typically required, along with relevant certifications such as an Airline Transport Pilot (ATP) certificate. Outstanding situational awareness, decision-making under pressure, and effective communication are crucial soft skills in this role. These skills and qualifications are essential to ensure passenger safety, efficient flight operations, and compliance with strict regulatory standards.

What are some common challenges pilots in transportation face during their daily operations?

Pilots in transportation often encounter challenges such as adjusting flight plans due to rapidly changing weather conditions, coordinating with air traffic control to ensure safe and efficient routes, and managing tight schedules to minimize delays. They also need to remain vigilant about aircraft maintenance issues and comply with strict safety regulations at all times. Effective communication and quick decision-making are essential, as pilots frequently collaborate with co-pilots, ground crews, and airline operations teams to resolve issues and maintain smooth operations.

What does a pilot in transportation do?

A pilot in transportation is responsible for operating aircraft to transport passengers or cargo safely from one location to another. Their duties include pre-flight planning, conducting safety checks, navigating the aircraft, communicating with air traffic control, and ensuring all safety regulations are followed. Pilots may work for commercial airlines, cargo carriers, or private companies, and often require extensive training and certification. They play a crucial role in ensuring the safety and efficiency of air travel.
What are popular job titles related to Pilot Transportation jobs in Oregon? For Pilot Transportation jobs in Oregon, the most frequently searched job titles are:
What job categories do people searching Pilot Transportation jobs in Oregon look for? The top searched job categories for Pilot Transportation jobs in Oregon are:
Infographic showing various Pilot Transportation job openings in Oregon as of August 2026, with employment types broken down into 59% Full Time, 37% Part Time, and 4% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $138,416 per year, or $66.5 per hour.

Helicopter Pilot -HAA

REACH Medical Holdings

Klamath Falls, OR • On-site

$89K - $111K/yr

Full-time

Re-posted 22 days ago


Job description


HAA PILOT Full-Time Opportunity
Missions that matter.
Pilot Incentives - This is pilot life at Global Medical Response:
  • Salary Range: $97,635- $107,398; 10% Geographic Modifier
  • 15K Sign-On Bonus, subject to eligibility
  • Retention Bonus plans ($40,000 after 3 years plus additional retention bonuses once completed)
  • On Duty Housing
  • 7/7 Schedule

If your passion is flying and you want to work in an environment where every second counts, contact us today! We're hiring aHelicopter Pilot to provide medical air transportation services to REACH Air Medical Services' customers. Safety is a key pillar of our services.
Responsibilities
  • Working with a team of medical experts to safely transport customers to and from locations and facilities
  • Ensure aircraft readiness as described in the appropriate manuals, including all FAR and REACH requirements, and aircraft cleanliness duties
  • Maintain accurate REACH and regulatory documentation and record keeping
  • Effectively communicate and collaborate with dispatch, flight crews, facilities, and partners
  • Provide shift change info to successive pilot and team following protocol for recording REACH change board details
  • Accountable to maintain required certifications and ongoing training

Minimum Requirements
  • Current Rotorcraft FAA Commercial Certificate
  • Helicopter instrument rating
  • Current FAA Class II Medical Certificate
  • 2,000 Total Flight Hours
  • 2,000 Helicopter Hours
  • 1,000 Helicopter PIC Hours
  • 1,000 Turbine Helicopter Hours
  • Minimum 200 Helicopter Night Flight Hours (Aided or Unaided)
  • 230 pound weight limit with flight gear

Preferred Qualifications
  • AS350/ H125 Aircraft Experience
  • High School Diploma/Equivalent or Higher
  • Upload your Pilot License and FAA Medical Certificat

Why Choose REACH? As a quality air medical transport service, REACH is one of Global Medical Response's (GMR) family of solutions. Our GMR teams deliver compassionate, quality medical care, primarily in the areas of emergency and patient relocation services. View the stories on how our employees provide care to the world at www.AtaMomentsNotice.com.
GMR's Core Behaviors-keep care at the center, raise your hand, seek to understand, find a way together and be accountable-unite our teams and set us apart in emergency medical services.
EEO Statement
Global Medical Response and its family of companies are an Equal Opportunity Employer, which includes supporting veterans and providing reasonable accommodations for individuals with a disability.
More Information about this Job
Competitive starting salaries from $97,635- $107,398; 10% geo modifier included, not additional.
Check out our careers site benefits page to learn more about our benefit options.