Low-Time Pilot Jobs in Wisconsin
Last updated July 3, 2026
A guide to low-time, hour-building pilot jobs in Wisconsin — the flight schools, drop zones, aerial survey, banner-tow and Part 135 cargo employers FlyTo1500 tracks, what they typically require, and how to find current openings.
Short answer
Wisconsin has 19 low-time pilot employers in the FlyTo1500 database across flight instructing, skydiving, aerial survey/pipeline patrol, banner towing, and Part 135 cargo. Hiring varies by employer and season, so this page groups potential employers by category and shows how to find current openings.
Wisconsin snapshot
- Low-time pilot employers tracked
- 19
- Major areas
- Milwaukee, Janesville, Oshkosh, Kenosha, Plymouth, Green Bay
- Job types
- CFI, jump pilot, survey/patrol, banner tow, cargo
- Typical entry
- Commercial certificate; CFI is the most common first job
- Hours to airlines
- 1,500 (ATP) — 1,000–1,250 with an R-ATP
- Best for
- Newly-certificated pilots building toward 1,500 hours
Counts reflect employers FlyTo1500 tracks. Requirements and hiring vary by employer, aircraft, and season.
Potential low-time pilot employers in Wisconsin
Below are employers FlyTo1500 tracks in Wisconsin. Requirements and current openings vary by employer, aircraft, and season — a listing here does not mean an employer is currently hiring.
Flight schools & CFI employers (7)
Elevation Air, LLC
Janesville, WI
Employer FlyTo1500 tracks
Fox Valley Technical College
Oshkosh, WI
Employer FlyTo1500 tracks
Gateway Technical College
Kenosha, WI
Employer FlyTo1500 tracks
Lakeland University INC
Plymouth, WI
Employer FlyTo1500 tracks
Pilotsmith INC
Milwaukee, WI
Employer FlyTo1500 tracks
Pilotsmith INC
Green Bay, WI
Employer FlyTo1500 tracks
Pilotsmith INC
Appleton, WI
Employer FlyTo1500 tracks
Skydiving drop zones (10)
Seven Hills Skydivers
Madison, WI
Employer FlyTo1500 tracks
Skydive Duluth
Superior, WI
Employer FlyTo1500 tracks
Skydive Freefall Adventure
WI
Employer FlyTo1500 tracks
Skydive Midwest
Sturtevant, WI
Employer FlyTo1500 tracks
Skydive Milwaukee / Sky Knights SPC
East Troy, WI
Employer FlyTo1500 tracks
Skydive The Rock
Beloit, WI
Employer FlyTo1500 tracks
Skydive Twin Cities
Baldwin, WI
Employer FlyTo1500 tracks
Skydive Wisconsin Dells
Reedsburg, WI
Employer FlyTo1500 tracks
Skydive Wissota
Chippewa Falls, WI
Employer FlyTo1500 tracks
Wisconsin Skydiving Center
Jefferson, WI
Employer FlyTo1500 tracks
Part 135 cargo operators (2)
Air Cargo Carriers
Milwaukee, WI
Employer FlyTo1500 tracks
Freight Runners Express
Milwaukee, WI
Employer FlyTo1500 tracks
Want current openings, not just employers?
FlyTo1500 tracks live listings and matches them to your logbook.
Unlock Current JobsWhat these jobs in Wisconsin typically require
- A Commercial Pilot Certificate (CFI/CFII for instructing)
- A current medical certificate
- Category/class and any type or tailwheel experience the role needs
- A clean, current logbook and professional resume
- Flexibility on schedule, location, and season
Most of these roles need a Commercial certificate per § 61.129 and a valid medical per § 61.23; airline hiring generally requires 1,500 hours for the ATP per § 61.159.
How to improve your chances in Wisconsin
- Add a CFII/MEI to widen your instructing options
- A tailwheel endorsement opens up jump and survey flying
- Any turbine or Caravan time makes you far more competitive
- Apply across categories — flexibility gets you flying sooner
- Set up job alerts so you catch new openings early
Focus on one job type in Wisconsin
Low-time pilot jobs in other states
Related FlyTo1500 resources
- All low-time pilot job types — CFI, cargo, survey, skydive, banner tow and more
- Flight instructor jobs by location — CFI employers by state and metro
- Best pilot jobs to build flight hours and how to get 1,500 hours
Official sources referenced
FAA rules set baseline certificate and eligibility requirements; individual employers add their own aircraft, insurance, and experience preferences. Always confirm current rules with the FAA and the specific employer.
Frequently asked questions
What low-time pilot jobs are available in Wisconsin?+
Wisconsin has 19 employers FlyTo1500 tracks across flight instructing, skydiving, aerial survey/pipeline patrol, banner towing, and Part 135 cargo. Flight instructing is usually the most common first job, but the mix depends on where you are.
How many pilot employers does FlyTo1500 track in Wisconsin?+
Currently 19 low-time-friendly employers in Wisconsin, grouped by category on this page. Whether any is hiring depends on the employer, aircraft, and season.
What's the fastest way to build hours in Wisconsin?+
For most pilots it's flight instructing (steady, year-round), but jump flying and survey/patrol can add turbine and PIC time fast. Compare options in our guide to the best jobs for building flight hours.
Do I need a commercial certificate for these jobs?+
Yes — nearly all paid low-time flying requires at least a Commercial Pilot Certificate, and instructing also needs a CFI. A current medical is required too.
Can FlyTo1500 help me find pilot jobs in Wisconsin?+
Yes. FlyTo1500 tracks these employers and current openings and matches them to your hours, certificates, and goals. FlyTo1500 helps you discover and compare jobs — it does not employ pilots.
Want to know which pilot jobs you actually qualify for?
FlyTo1500 helps you compare low-time pilot jobs based on your hours, certificates, ratings, and job goals — so you can focus on openings that actually match your logbook.
Find Jobs I Qualify ForCancel anytime · Apply directly with employers