Head to any baseball game, hockey game or football game, or even to sports bars to watch the game. And they'll definitely be game for a distraction between periods.
If you're both cheering for the same team, you'll already have common ground to start a conversation.
Sometimes, only certain tables have an outlet to plug in your laptop, which is a great excuse to ask to share the table (since you need that plug).
Once you're sharing a table with him, you can make conversation by asking him what he's working on.
If you spot an empty seat next to a cutie, sit down and ask him what book he's reading, introduce yourself and make small talk.