3 Entry Level Pilot Jobs in Milwaukee, WI - February 2026
Browse 3 entry level Pilot jobs in Milwaukee, WI. Entry level roles in bars, restaurants, hotels, and venues. Many employers hire first time workers and provide on the job training.
Hiring Demand for Entry Level Pilot Jobs in Milwaukee, WI
Employers in Milwaukee, WI are actively hiring entry level Pilot staff to cover daily service and peak hours.
Recent Entry Level Pilot Openings
There have been 2 new jobs for Pilot positions posted in the last 10 days. Listings update regularly so you see current openings.
Entry Level Pilot Salary in Milwaukee, WI
Entry level Pilot pay in Milwaukee, WI typically ranges from $32,800 per year to $65,000 per year, with average earnings near $56,500 per year or $27.2 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $32,800 per year
- Average wage: $56,500 per year or $27.2 per hour
- Highest wage: $65,000 per year
How To Apply for Entry Level job
Apply online for entry level Pilot roles in Milwaukee, WI using OysterLink. Use filters to narrow your search:
- Pay range
- Experience level - entry level only
- Work schedule - full time, part time, seasonal
- Shift timing
Many listings support quick apply with a simple application flow.
Why Entry Level Pilot Jobs Are Common in Milwaukee, WI
Local hospitality, tourism, and nightlife in Milwaukee, WI create steady demand for entry level Pilot positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.
Top Employers Hiring Entry Level Pilot Roles
Frequent employers hiring entry level Pilot roles in Milwaukee, WI include:
- Cargill
- Textron
Pilot Job Benefits and Perks in Milwaukee, WI
Many entry level Pilot jobs in Milwaukee, WI offer Digital learning library, tuition reimbursement programs, staff discounts, and flexible scheduling, making them strong starting points in hospitality.