In a few short weeks, my family and I will be boarding a plane and heading to Chicago. We will spend 4 glorious days in the windy city, with an itinerary that screams, I LOVE CHI-CA-GO (we're such tourists).

We've matched up plans to some of Chicago's best eateries and restaurants, infamous landmarks, and we're even catching a Cubs game—hat in tow—among other things.

But before anything, I have to make sure I pack every detail needed for this trip. From snacks and more snacks (because I love to eat)... to headphones, electronics and chargers (because I cannot leave home without my chargers)... and a pillow (I think).

Stay tuned on TRAVEL DIARIES... as I will document this trip from the moment I get on the plane to the moment we head back. The good, the bad, and the ugly.