Skydeck Chicago

Welcome to the Windy City, located along the shores of beautiful Lake Michigan. Chicago is a hustling and bustling city full of over 70 unique & charming neighborhoods, amazing food and iconic landmarks. Chicago has so much to offer, there is something for everyone to enjoy. Fun fact: Chicago is NOT the capital of Illinois, even though it is the most well known city in Illinois (We see you Springfield). This guide includes everything from popular tourist destinations to local stops by neighborhood and tons of restaurants to try. While this is not an all inclusive list of what to do in Chicago, but its a pretty good way to start with over 150 options and tons of personal favorites! Get ready to plan your weekend of fun in Chicago depending on what neighborhood you're located in. Get ready to put on your walking shoes, as you are sure to get plenty of steps in walking around the city. Immerse yourself in the melting pot of cultures. If you're searching for a specific day-to-day itinerary for Chicago, set up a call and I will help craft the perfect trip based on your needs. Even if you only have a day (which only would begin to scratch the surface) it is absolutely worth it to make a trip to downtown Chicago.

Chicago is a great city with awe-inspiring architecture, delicious food, and famous attractions to fill any trip. This first-timer's guide is here to help you navigate the city's must-see sights, ensuring you make the most of your Windy City adventure.

Welcome to my completely unorganized but oh-so-helpful map of Chicago! An absolute smorgasbord of my own travels and research, suggestions from friends and strangers, and many treasures found along the way, this is where I compile all things Chicago for my future trips and yours. Things I particularly love that you’ll find a lot of: ☕️ Coffee shops & bakeries 🌮 Local cuisine 🏛️ Museums of all kinds 🌳 Gardens & parks 🛏️ Boutique hotels 🍕 Small regional chains with good reputations All my guides in this category are $5 per 100 places included, but since I add to these constantly, you can lock down the lowest price today and gain a lifetime access!