Yes, you can check bags when traveling standby on Southwest Airlines in 2026, but the process requires careful management. When you list for standby—which is now a free feature for all "Wanna Get Away" fares as of the 2024 policy updates—your checked bags will typically be tagged for your originally scheduled flight. If you successfully clear the standby list and board an earlier flight, your bags may stay on the original aircraft and arrive later than you. In this scenario, you would need to visit the Southwest Baggage Office at your destination to arrange for pickup or delivery. Alternatively, if you are at the airport early, you can ask the gate agent if it is possible to "short-check" or expedite your bags, though this is not guaranteed. In 2026, Southwest's digital bag tracking via their mobile app makes this much less stressful, as you can see exactly which plane your luggage is on in real-time, allowing you to decide if the convenience of an earlier flight is worth the temporary separation from your bags.