Okay, let’s talk about diving into the world of elite travel baseball here in Chicago. It wasn’t something we just woke up and decided to do one morning. It started pretty simply: my kid was doing well in park district ball, really loving it, and honestly, starting to get a bit bored. You could see he needed more.

So, I started asking around. You hear whispers, you know? “Travel ball,” “elite teams.” Sounded serious. First step was just figuring out what was even out there. Chicago’s a big place, and turns out, there are a ton of baseball programs calling themselves “elite.” It’s kind of confusing at first.
Figuring Out the Landscape
I spent some time just gathering names. Talked to other parents at games, cornered a couple of local high school coaches I knew. You get a feel for which programs have been around, which ones people respect. Didn’t rely on fancy websites, more just word-of-mouth and seeing who consistently had solid teams.
Then came understanding what “elite” really meant for us. It wasn’t just better baseball. It meant a huge time commitment. Practices multiple times a week, often indoors during the winter at some facility. And weekends? Forget about casual Saturdays. From spring through summer, weekends basically belonged to baseball tournaments. That was a big conversation for our family.
The Tryout Process
Alright, so we picked a few programs that seemed legit and matched what we were looking for – good coaching, seemed organized, maybe not too far of a drive for practices. Then came the tryouts. Man, that’s a whole scene in itself.
- Showed up early, always.
- Lots of kids. Some looked like they’d been playing travel ball for years, decked out in gear.
- Coaches running drills – fielding, throwing, hitting, running. They watch everything.
- It’s nerve-wracking. For the kids, obviously, but for parents too. You just stand there, hoping your kid has a good day, doesn’t make that one error while the coach is looking.
We went through a couple. Didn’t make the first one we tried out for. That was tough, but a good lesson too. Competition is stiff. You gotta have the skills, but also maybe catch a break on the day.

Making a Team and the Grind
Eventually, he landed a spot on a team we felt good about. Relief! Then excitement. Then, the reality of the schedule hit.
Practices: Way more intense. Faster pace, higher expectations. Lots of repetition, but also learning the finer points of the game you don’t get in rec league.
Tournaments: This is the core of it. Driving. Lots of driving. Sometimes just across Chicagoland suburbs, sometimes further out to places like Rockford, Peoria, or even Wisconsin or Indiana. You spend a lot of time in the car. Packing snacks, chairs, coolers becomes second nature. Early mornings, checking schedules, figuring out fields.
Hot days, rainy days, long waits between games. You see all sorts of baseball. Some amazing plays, some tough losses. You spend whole weekends at baseball complexes. It really becomes a lifestyle, not just a hobby.
Was It Worth It?
Yeah, it’s a massive commitment. Time, money (fees, uniforms, equipment, travel add up fast!), energy. It definitely impacts the whole family. You sacrifice other things.

But, the development? Noticeable. Playing against better competition pushes kids to get better. The coaching is usually more focused. He learned a lot about handling pressure, being a good teammate, dealing with failure – because there’s plenty of that in baseball.
So, for us, wading into this elite travel baseball scene in Chicago has been a journey. It’s demanding, no doubt. But seeing the growth, the experiences he’s had, the friendships made on the field… it feels like the right path for him right now. It’s a serious slice of youth sports, that’s for sure. You just gotta go into it with your eyes open.