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Pilot Jobs in Wisconsin (NOW HIRING)

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 ...

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 ...

Rotor Wing Pilot

Rice Lake, WI · On-site

$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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

Rotor Wing Pilot

Rice Lake, WI · On-site

$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 ...

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 ...

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Pilot information

See Wisconsin salary details

$50K

$132.1K

$202.9K

How much do pilot jobs pay per year?

As of Aug 11, 2026, the average yearly pay for 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 do pilots do?

Pilots operate aircraft, flying people and cargo all over the world. Their job duties vary, depending on their industry. They conduct pre-flight checks to ensure the plane is in good order, coordinate with air traffic control, and assess and adjust flight paths as needed. Commercial plots update passengers on commercial flights or transport products on cargo flights. Some may even perform specialized duties, such as crop dusting in the farming industry.

What are the key skills and qualifications needed to thrive as a pilot, and why are they important?

To thrive as a Pilot, you need strong aeronautical knowledge, situational awareness, and a valid commercial pilot’s license with appropriate ratings. Familiarity with flight management systems, navigation equipment, and aviation safety protocols is essential, often supported by certifications like the Airline Transport Pilot (ATP) certificate. Exceptional communication, quick decision-making, and calmness under pressure are standout soft skills in this field. These skills and qualifications are vital to ensure passenger safety, regulatory compliance, and effective handling of in-flight challenges.

What is the difference between Pilot vs Flight Attendant?

AspectPilotFlight Attendant
Required CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificateCabin Crew Certification, First Aid & Safety Training
Work EnvironmentFlight decks, cockpit, cockpit crewPassenger cabin, galley, airport terminals
Industry UsageAirlines, cargo carriers, private aviationCommercial airlines, charter services
Job FocusOperating aircraft, navigation, safetyPassenger safety, service, comfort

While pilots are responsible for flying and navigating aircraft, flight attendants focus on passenger safety and comfort. Both roles are essential in the aviation industry but require different certifications and work environments. Pilots typically hold advanced licenses and operate from the cockpit, whereas flight attendants work in the passenger cabin ensuring a positive travel experience.

What are some common challenges pilots face during irregular flight schedules, and how can they manage them?

Pilots often contend with irregular flight schedules, including overnight flights and frequent time zone changes, which can impact sleep patterns and overall well-being. Managing fatigue is crucial, so most airlines provide guidance on rest requirements and encourage pilots to prioritize sleep and healthy habits. Building resilience to schedule changes, maintaining good communication with scheduling teams, and leveraging support from colleagues can help pilots adapt more smoothly to these challenges.
What are the most commonly searched types of Pilot jobs in Wisconsin? The most popular types of Pilot jobs in Wisconsin are:
What are popular job titles related to Pilot jobs in Wisconsin? For Pilot jobs in Wisconsin, the most frequently searched job titles are:
What cities in Wisconsin are hiring for Pilot jobs? Cities in Wisconsin with the most Pilot job openings:
What are popular job titles related to Pilot jobs in WI? For Pilot jobs in WI, the most frequently searched job titles are:
Infographic showing various Pilot job openings in Wisconsin as of August 2026, with employment types broken down into 90% Full Time, and 10% Contract. Highlights an 100% In-person 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 27 days ago


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

What SkyWest Airlines employees say

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