Sisko loved the sport and from the sound of it, it was a pretty rare thing by that time. He was willing to travel with Kassidy halfway across the quadrant to see her brother's league. Probably more of an event you would attend in person than catch on TV in the future (it's no water polo). So I would find it very likely that he would be a fan of a southern team as well as any team nearby where he spent a lot of time, like SF. I don't remember getting the impression the games were all on the holodeck, but by Take Me Out to the Holosuite, baseball seemed to have disappeared from the mainstream consciousness. With high-power benches it's a lot about the W, but when you're watching the Home team every week, that's something too. And going in person on a warm summer's evening is always better than seeing it on TV. So his favorite team must have been none other than the minor league New Orleans Baby Cakes. Like sonak mentioned, actually being able to see the Cubs and Braves play on a regular basis back in the day made a lot of us fans. Back then in the early days of cable, you still didn't have a lot of options. Plus - when you go to Chicago, you go to Wrigley Field! Boom, there's your itinerary. That's pure American awesomeness. Dang it I'm going to get a Cubbies hat next time I'm in O'Hare. And a deep dish pizza too!