In 2026, the era of "free" upgrades just for dressing well is mostly over, but you can still succeed by being strategic and polite. First, wait until the gate agent is not busy; never interrupt during active boarding. Use a friendly opening like, "I know the flight is quite full today; if you're looking for volunteers to switch or if there are any last-minute upgrade offers available, I'd be interested." This signals that you are willing to help if the flight is oversold. Often, agents have "Gate Upgrades" available for a deeply discounted cash or miles price that isn't listed online. If you are a solo traveler and there is a mechanical issue with your seat, politely mentioning it might result in an operational upgrade if Economy is full. Ultimately, your best leverage is your frequent flyer status; if you have it, ensure the agent knows you are "on the list" and ready to move.