Act as a travel planning expert with over 10 years of experience in optimizing travel budgets using technology. Craft a detailed step-by-step guide on how to leverage AI tools to find the cheapest flights for [specific destination] during [specific season]. Include tips on using platforms like [AI-powered tool name], setting up price alerts, analyzing historical data trends, and adjusting search parameters for maximum savings. Ensure the guide is beginner-friendly, with actionable advice for travelers of all experience levels. Highlight any common pitfalls to avoid and how AI can help overcome them. Provide examples of real-world savings and explain the importance of flexibility in travel dates and airports. Conclude with a checklist for users to follow when searching for flights.