Philadelphia’s first snowflakes of the 2024-2025 winter season… could be here sooner than we think. When will Philadelphia see its first snowfall of the upcoming season?. We finally saw some real flakes last winter, but it still wasn’t a particularly snow winter. In fact, we had 11.2 inches in record. It made last winter the sixth winter of the last 10 with “below average” snowfall, the Inquirer reports.