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Pilot Pilot Jobs in Wisconsin (NOW HIRING)

SkyWest Airlines

First Officer Pilot

Milwaukee, WI · On-site

Primary Job Duties To be considered for a pilot position, you must: Be at least 21 years of age Hold a Commercial Pilot Certificate with Multi-Engine and Instrument Ratings English Proficiency ...

Jet OUT

Base Chief Pilot

Milwaukee, WI · On-site

The Base Chief Pilot is one of the most visible leaders in the pilot group and serves as the primary connection between assigned flight crews, base operations, and company flight department ...

SAS Scandinavian Airlines

WI · On-site

$85 - $150/hr

American Airlines Commercial Pilot Position American Airlines is recruiting commercial airline pilots. Application Process Online Application → Records Review → HR Interview → Technical ...

Air Methods Pilots

Helicopter Pilot

Green Bay, WI

$3.0K/wk

As the leader in the air medical industry, Air Methods seeks exceptional pilots to partner with us to serve our communities. We are committed to providing air medical transport resources to our ...

Life Link III

Rotor Wing Pilot

Rice Lake, WI

$54.06 - $74.83/hr

As a Rotor Wing Pilot at Life Link III, you'll be part of an elite air medical team, flying state-of-the-art aircraft to transport medical crews and patients to the care they need. You'll play a ...

Med-Trans Corporation

Helicopter Pilot - HAA

Woodruff, WI · On-site

$115K - $126K/yr

HAA PILOT Full-Time Opportunity Pilot Incentives * Salary Range: $115,386 - $126,925 including 30% Geographic Modifier * 15K Sign on Bonus, subject to eligibility * Retention Bonus Plans ($40,000 ...

Med-Trans Corporation

Helicopter Pilot - HAA

Woodruff, WI · On-site

$115K - $126K/yr

HAA PILOT Full-Time Opportunity Pilot Incentives * Salary Range: $115,386 - $126,925 including 30% Geographic Modifier * 15K Sign on Bonus, subject to eligibility * Retention Bonus Plans ($40,000 ...

Med-Trans Corporation

Helicopter Pilot - HAA

Woodruff, WI · On-site

$115K - $126K/yr

HAA PILOT Full-Time Opportunity Pilot Incentives * Salary Range: $115,386 - $126,925 including 30% Geographic Modifier * 15K Sign on Bonus, subject to eligibility * Retention Bonus Plans ($40,000 ...

Med-Trans Corporation

Helicopter Pilot - HAA

Woodruff, WI · On-site

$115K - $126K/yr

HAA PILOT Full-Time Opportunity Pilot Incentives * Salary Range: $115,386 - $126,925 including 30% Geographic Modifier * 15K Sign on Bonus, subject to eligibility * Retention Bonus Plans ($40,000 ...

PHI Health, LLC

WI · On-site

$120 - $180/hr

Perform line pilot duties in accordance with GOM. * Support the Safety Management System, Destination Zero, and other safety campaigns. * Work with both internal and external customers to provide ...

Air Methods

Helicopter Pilot

Green Bay, WI · On-site

$82K - $93K/yr

As the leader in the air medical industry, Air Methods seeks exceptional pilots to partner with us to serve our communities. We are committed to providing air medical transport resources to our ...

Air Methods

Helicopter Pilot

Green Bay, WI

$82K - $93K/yr

As the leader in the air medical industry, Air Methods seeks exceptional pilots to partner with us to serve our communities. We are committed to providing air medical transport resources to our ...

Air Methods

Helicopter Pilot

Green Bay, WI

$82K - $93K/yr

As the leader in the air medical industry, Air Methods seeks exceptional pilots to partner with us to serve our communities. We are committed to providing air medical transport resources to our ...

Air Methods

Helicopter Pilot

Green Bay, WI · On-site

$3.0K/wk

As the leader in the air medical industry, Air Methods seeks exceptional pilots to partner with us to serve our communities. We are committed to providing air medical transport resources to our ...

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All JobsPilot Pilot JobsPilot Pilot Jobs in Wisconsin

Pilot Pilot information

See Wisconsin salary details

$50K

$132.1K

$202.9K

How much do pilot pilot jobs pay per year?

As of Aug 15, 2026, the average yearly pay for pilot pilot in Wisconsin is $132,141.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,900.00 and $156,400.00 per year, depending on experience, location, and employer.

What is the difference between Pilot Pilot vs Flight Instructor?

AspectPilot PilotFlight Instructor
Required CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP)Certified Flight Instructor (CFI), CPL
Work EnvironmentAirlines, charter services, cargo carriersFlight schools, training aircraft, private lessons
Industry UsageCommercial aviation, passenger and cargo transportTraining new pilots, aviation education

While both Pilot Pilot and Flight Instructor require pilot certifications, Pilot Pilot typically works in commercial airline or cargo settings, focusing on transporting passengers or freight. Flight Instructors primarily train new pilots in flight schools, emphasizing education and skill development. The roles differ mainly in work environment and industry focus, but both are essential in aviation careers.

What cities in Wisconsin are hiring for Pilot Pilot jobs?

Cities in Wisconsin with the most Pilot Pilot job openings:

Pilot Pilot jobs near you
Infographic showing various Pilot Pilot job openings in Wisconsin as of August 2026, with employment types broken down into 88% Full Time, 10% Part Time, and 2% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $132,141 per year, or $63.5 per hour.

First Officer Pilot

SkyWest Airlines

Milwaukee, WI • On-site

Full-time

Re-posted yesterday

SkyWest Airlines rating

7.1

Company rating: 7.1 out of 10

Based on 80 frontline employees who took The Breakroom Quiz

13th of 26 rated airlines

Job description


Primary Job Duties

To be considered for a pilot position, you must: 

Be at least 21 years of age 
Hold a Commercial Pilot Certificate with Multi-Engine and Instrument Ratings
English Proficiency Endorsement (EPE) on Airman Certificate
Hold a current FAA First Class Medical Certificate
Be a U.S. citizen or able to show proof of right to work in the U.S. 
Hold FCC Radiotelephone Operator's Permit.
Have a current Passport --or other travel documents enabling the bearer to freely exit and re-enter the U.S. (multiple reentry status) and be legally eligible to work in the U.S. (possess proper working documents).
Must be available to work on any day, seven days a week, including nights, weekends and holidays.
Be within three months of the minimum hour requirements detailed below

ATP Written Requirement: 

SkyWest will provide the means to complete a SkyWest-approved CTP course for those who complete an application and successfully pass the pilot interview. 
 

Pilot applicants must meet the experience requirements of FAR 61.159 prior to employment.  

SkyWest Minimum Requirements When Counting Helicopter or Glider Time
SkyWest Airlines recognizes the skills common to helicopter and glider flying. SkyWest will accept helo/glider time as part of an applicant's total time as long as they have a minimum of 250 PIC hours of fixed wing.

Domiciles

Arizona:  Phoenix, Tucson

California:  Fresno, Los Angeles, Palm Springs, San Diego, San Francisco

Colorado: Colorado Springs, Denver
Georgia: Atlanta

Idaho: Boise

Illinois: Chicago

Minnesota: Minneapolis/St. Paul

Michigan: Detroit

Oregon: Portland

Texas: Austin, Dallas, Houston

Utah: Salt Lake City

Washington: Seattle

Wisconsin: Milwaukee


Minimum Requirements
  • Assist the Pilot- in- Command (PIC) in conducting the flight safely and efficiently
  • Assist the PIC and/or passenger service personnel as needed to ensure a prompt departure
  • Assist or relieve the PIC in manipulation of the flight controls of an aircraft while underway, including taxiing, takeoff and landing of such aircraft

Physical and Other Requirements
  • Must have a First Class Medical
  • Must be willing to fly assigned schedule based on pilot bidding seniority; including days, nights, weekends, and holidays
  • To apply, please complete the on-line application (qualified applicants will be contacted)
Qualifications:

To be considered for a pilot position, you must: 

Be at least 21 years of age 
Hold a Commercial Pilot Certificate with Multi-Engine and Instrument Ratings
English Proficiency Endorsement (EPE) on Airman Certificate
Hold a current FAA First Class Medical Certificate
Be a U.S. citizen or able to show proof of right to work in the U.S. 
Hold FCC Radiotelephone Operator's Permit.
Have a current Passport --or other travel documents enabling the bearer to freely exit and re-enter the U.S. (multiple reentry status) and be legally eligible to work in the U.S. (possess proper working documents).
Must be available to work on any day, seven days a week, including nights, weekends and holidays.
Be within three months of the minimum hour requirements detailed below

ATP Written Requirement: 

SkyWest will provide the means to complete a SkyWest-approved CTP course for those who complete an application and successfully pass the pilot interview. 
 

Pilot applicants must meet the experience requirements of FAR 61.159 prior to employment.  

SkyWest Minimum Requirements When Counting Helicopter or Glider Time
SkyWest Airlines recognizes the skills common to helicopter and glider flying. SkyWest will accept helo/glider time as part of an applicant's total time as long as they have a minimum of 250 PIC hours of fixed wing.

Domiciles

Arizona:  Phoenix, Tucson

California:  Fresno, Los Angeles, Palm Springs, San Diego, San Francisco

Colorado: Colorado Springs, Denver
Georgia: Atlanta

Idaho: Boise

Illinois: Chicago

Minnesota: Minneapolis/St. Paul

Michigan: Detroit

Oregon: Portland

Texas: Austin, Dallas, Houston

Utah: Salt Lake City

Washington: Seattle

Wisconsin: Milwaukee

Education:UNAVAILABLEEmployment Type: FULL_TIME

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