Charter Flight Attendant
Posted on March 20, 2026
Opportunity in Winter Haven
Key Information
- Based in: Winter Haven, FL (our growing Winter Haven office)
- Company: Southwest Airlines
- Job Title: Charter Flight Attendant
- This Winter Haven-based role is an excellent opportunity for professionals skilled in relevant skills.
- Our Southwest Airlines team in Winter Haven, FL is growing.
- Benefit from working in Winter Haven, a key hub for the Aviation industry.
What You Get
- Pay: $37-$48/Hour (approx. $89.9k/Year)
- Benefits: Eligible team members receive standard benefits.
- Stable workload with modern tooling and processes.
Core Focus
- This role centers on your professional skills within the Aviation space in Winter Haven.
The Vibe
Dynamic, highly specialized, and distinctly unique. Step into our charter operations division. If you want to escape the monotony of scheduled airport jobs and traditional airlines jobs, this is the ultimate adventure. You will be flying collegiate and professional sports teams, specialized corporate groups, and executing unique military missions across the hemisphere.
Your Mission
- Adaptable Logistics: Adjust catering, service flows, and security measures instantly depending on the exact nature of the charter client (e.g., sports nutrition vs. VIPs).
- Absolute Discretion: Protect the privacy of high-profile teams and guests, operating with extreme tact and strict confidentiality at all times.
- Safety Command: Execute flawless safety procedures while operating into specialized or off-network airstrips not typically served by commercial flights.
The Payoff
Enjoy highly specialized override pay, a wildly varied roster that keeps every month exciting, and the legendary travel benefits associated with one of the world's most profitable airlines.