I can only assume that you're talking about Milwaukie, Oregon, seeing that your profile says you're from the area. It's spelled differently. And it only has like 20,000 people. Seriously, when people post about Milwaukee it's pretty obvious what city they're talking about. There's also an itsy-bitsy town called Milwaukee in the middle of nowhere in North Carolina. I had to look it up just to find that fact. This post is not about that city, either.
"Hey, we're headed to Chicago! you know, Chicago in Guatemala!"