As a somewhat socially awkward guy, there is a technique I've found really helpful. The key is to get someone talking about themselves so you can quickly discover topics of conversation you are both interested in and can skip over small talk. To do this, have a few questions you can ask people that don't come off as invasive but get them to tell a story or just talk about themselves but don't come off as invasive. I like to ask people what they would take a class on or where in the world they would live if they had all their expenses paid.

My wife actually organizes events to help people practice this. If you are in San Francisco there is one happening Tuesday at 7pm: https://speedfriendingsanfrancisco.eventbrite.com/

If you email me I can answer any questions.