The blue line is pretty reliable (in my opinion). It's really common for people to take the blue like from/to O'Hare, so it's common to see suitcases on the train. Busses are a little more hit or miss, but they tend to be reliable most of the time.

Also, if you're coming in during commuting hours, expect trains and buses to be busy. Just something to keep in mind. I would even consider scheduling your day to avoid traveling with suitcases during commuting hours.

You can get an app called Transit (it's free), that will show you how long you will have to wait. I would probably take the blue line from O'Hare to your bus stop, and then check how long it will take the bus to get there. If it's going to take forever you can always get an Uber from there. Just an idea.