I finally made it to the windy city, the city of bridges, Chi-City in the summer 2017 with my family on the way back to Toronto after a cross-continent road trip. (I recommend this trip but do not recommend doing one-way in three days – take your time for sure!) We did the architecture boat tour, which was great to see all the major architectural highlights without all the walking. Plus, it provides such a nice perspective of the city from the water!