Never been on a train is it hard? or will i get lost?

The train is GREAT and it's a fun experience!! You will have plenty of room for your suitcase; you will be able to see the city, not get lost, not have to pay for gas or for parking and get to where you are going quicker than if you were driving!! Relax and enjoy the ride...it sounds as if you know the routes, so don't worry. They call out each stop beforehand and there's a map on the train you can view as you travel to see how far along you're traveling...it's a piece of cake...don't worry!! I love Chicago and it's the best way to travel while you're there!!!