Pilot jobs by state / Wisconsin

Pilot jobs in Wisconsin

Wisconsin hosts one of the world's largest aviation gatherings each summer at Oshkosh, and flying runs deep across the state.

Our directory lists 27 employers here: 11 flight schools, 10 skydiving drop zones, 4 charter operators and 2 cargo operators, in Milwaukee, Appleton, Beloit, Burlington and Chippewa Falls.

Wisconsin has 29 verified flying clubs.

Current pilot openings in Wisconsin

7 active listings on USA Pilot Jobs are based in Wisconsin. Here's what they ask for. Members see each job's employer, location, full requirements and a link to apply on the employer's own site.

Minimum flight hours

Total flight time required. 6 of 7 listings state one.

  • Under 2500
  • 250–4991
  • 500–9992
  • 1,000–1,4991
  • 1,500 or more2
  • Not stated1

Type of flying

Listings by category.

  • Cargo6
  • Skydive1

The most recent listings

  • CargoLow-timeFull-time

    First Officer - Embraer 120

    Minimum hours
    750+ hours
    Pay
    $57k – $80k/yr
    • Commercial
    • Instrument
    • Multi-engine

    Employer, location and apply link for members

  • CargoLow-timeFull-time

    Cargo Pilot

    Minimum hours
    750+ hours
    Pay
    $57k – $80k/yr
    • Commercial
    • Instrument
    • Multi-engine

    Employer, location and apply link for members

  • SkydiveLow-timeSeasonal

    Skydive Pilot

    Minimum hours
    Hours not stated
    Pay
    Pay not listed

    Employer, location and apply link for members

  • CargoFull-time

    Cargo Pilot

    Minimum hours
    2,500+ hours
    Pay
    $163k – $182k/yr
    • Commercial
    • Instrument
    • Multi-engine

    Employer, location and apply link for members

  • CargoLow-timeFull-time

    Beech 99 First Officer

    Minimum hours
    250+ hours
    Pay
    $47k/yr
    • Commercial
    • Instrument
    • Multi-engine

    Employer, location and apply link for members

  • CargoFull-time

    Beech 99 Captain

    Minimum hours
    1,200+ hours
    Pay
    $97k – $107k/yr
    • Commercial
    • Instrument
    • Multi-engine

    Employer, location and apply link for members

See all 7 Wisconsin listingsPlans from $9.99 a month.

Aviation employers in Wisconsin

27 flight schools, operators and other aviation businesses in Wisconsin, grouped by town. This is a directory, not a list of openings: being listed doesn't mean an organization is hiring right now.

  • Flight schools 11
  • Skydiving drop zones 10
  • Charter operators 4
  • Cargo operators 2

Appleton

  • Pilotsmith IncFlight school

Baldwin

  • Skydive Twin CitiesSkydiving

Beloit

  • Skydive The RockSkydiving

Burlington

  • Flight for LifeCharter

Chippewa Falls

  • Skydive WissotaSkydiving

Eagle River

  • Travel Care InternationalCharter

East Troy

  • Skydive Milwaukee / Sky Knights SPCSkydiving

Green Bay

  • Pilotsmith IncFlight school

Hartford

  • Flight for LifeCharter

Janesville

  • Elevation Air, LLCFlight school

Jefferson

  • Wisconsin Skydiving CenterSkydiving

Juneau

  • Wisconsin Aviation-Dodge CountyFlight school

Kenosha

  • Gateway Technical CollegeFlight school

La Crosse

  • Colgan Air ServicesFlight school

Madison

  • Seven Hills SkydiversSkydiving

Marshfield

  • Duffys Aircraft Sales & Leasing, Inc.Flight school

Milwaukee

  • Air Cargo CarriersCargo
  • Freight Runners ExpressCargo
  • Pilotsmith IncFlight school

Oshkosh

  • Fox Valley Technical CollegeFlight school

Plymouth

  • Lakeland University IncFlight school

Reedsburg

  • Skydive Wisconsin DellsSkydiving

Sturtevant

  • Skydive MidwestSkydiving

Superior

  • Skydive DuluthSkydiving

Waukesha

  • Flight for LifeCharter

Wausau

  • Wausau Flying Service, Inc.Flight school

Other locations

  • Skydive Freefall AdventureSkydiving

Flying clubs across Wisconsin

29 verified flying clubs in Wisconsin. Members share the cost of the aircraft, so an hour usually costs less than renting — a practical way to keep logging time between jobs.

See all 29 Wisconsin clubs in the national directory

Pilot jobs in other states

Frequently asked questions

How many pilot jobs are there in Wisconsin?+

7 active listings are based in Wisconsin at the moment. The count is refreshed daily as listings are added and expire.

How many flight hours do Wisconsin pilot jobs require?+

Of the 6 Wisconsin listings that state a minimum, 1 ask for fewer than 500 hours and 2 ask for 1,500 hours or more. The chart above shows the full spread.

Which aviation employers are in Wisconsin?+

Our directory lists 27 organizations in Wisconsin, including 11 flight schools, 10 skydiving drop zones and 4 charter operators. The most are in Milwaukee, Appleton and Baldwin. A listing means the organization employs pilots, not that it is hiring right now.

Why doesn't this page show the employer or an apply link?+

Job listings are for members. On the board, every listing shows the employer, the location, the full requirements and a link to apply on the employer's own site. Membership costs $9.99 a month or $99 a year.

Where can I build flight time in Wisconsin?+

A flying club is often one of the cheapest ways to log hours between jobs. We list 29 verified clubs in Wisconsin.

See every pilot job in Wisconsin

Members see the employer, location and full requirements for every listing, with the ones their hours and ratings already meet marked.

Browse pilot jobs

No contracts · You apply on the employer's own site