Yes, you can reliably get an Uber at 5 am in Boston, as the service operates 24/7 throughout the city. Boston is a high-demand market with a large pool of drivers, many of whom specifically target early morning shifts to handle the "airport run" to Logan International (BOS). In 2026, Uber has further integrated with local taxi fleets, meaning your UberX request might sometimes be fulfilled by a licensed Boston taxi driver at the same upfront price. For absolute peace of mind for a 5 am pickup, you can use the "Reserve" feature in the Uber app, which allows you to book your ride up to 90 days in advance. This ensures a driver is assigned to your trip ahead of time, providing a narrowed pickup window and a confirmed price. While on-demand availability is generally excellent, reserving is recommended during major events or graduation seasons when early morning demand for transport to South Station or Logan can spike significantly.