As for Chicago itself? I love it, it's my favourite city so far. A lot of the buildings are glassy and steel (not like New York's bricky art deco), and the Chicago River breaks the city up so that it's not such a continuous concrete jungle.
The skyline is dominated by Willis Tower (formerly known as Sears Tower, and formerly the tallest building in the world. Bit of a has-been, really lol). The building in the foreground on the right is Union Station.
And then there are the famous L-trains, which run above street level. Although I didn't get to ride one, they do look extremely cool and give the city another talking point.
The East side of the city is essentially the tourism & culture hub, with attractions like the Art Institute of Chicago and Orchestra Hall.
The absolute highlight though is Millennium Park. Originally intended to be ready for the turn of the millennium, it was eventually delivered in 2004, horrendously over budget, but I think the end result is worth every penny. There are numerous public spaces, including the Crown Fountain, which consists of two brick pillars, facing each other, which display continuously-changing images. It's also a popular spot for kids to play under the water.
A bit further up is Cloud Gate, colloquially known as 'The Bean', which is a massive, polished stainless steel structure. It reflects not only the people around it, but also the park and the city as well, which is incredibly cool. There are some awesome photo opportunities, and people pose in all sorts of crazy positions to get something new and different. I, of course was very restrained :)
This is a particularly crazy one, taken from underneath the hollow part in the middle, looking up.
Just further East is the Jay Pritzker Pavilion, which is an open-air venue for various concerts and screenings. During the Summer, the orchestra rehearses at lunchtimes, so I was able to stop by and enjoy some free classical music.
And just a little bit further around is the Lurie Garden, which seems to be a relatively well-kept secret, and would be a good place to sit out and read a book, if it hadn't been drizzling.
And after a day of sightseeing, where might be a good place to get a drink? For some reason, this place gives off some good vibes ;)
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