The Ultimate Chicago Bucket List!

I fell in love with Chicago and I’m sure you will too, so I’ve decided to share some of my favorite sights!

Let me know if I’m missing anything critical, enjoy!

Cloud Gate (The Bean)

You can’t go to Chicago and NOT see the infamous ‘Bean’ also known as Cloud Gate. Cloud Gate is a sculpture in Millennium Park that was constructed in 2006. It’s really shiny, looks cool and throughout the year you can see different variations of the Chicago skyline. Fun fact, the bean is famous and can be seen in the The Break Up, The Vow and other movies!

Lincoln Park Zoo

The Lincoln Park Zoo is what every zoo should aim to be (#zoogoals). It’s so big, there are so many animals, and it’s such a nice stroll even in the super chilly weather. I loved it and totally recommend it, plus it’s free on Sundays!

Second City Comedy Show

Were you all aware that a lot of the ‘rules’ of comedic improv originated in Chicago? I wasn’t but once I found out this fun fact, I knew I had to check out an improv comedy show before I left this beautiful city! And of course I chose The Second City Theatre because this is where Steve Carrell, Stephen Colbert, Jane Lynch, Amy Poehler and TINA FREAKING FEY got their start! How epic is that?

Michigan Avenue Bridge

When in Chicago, you have to make a point to at least stop and see the Michigan Avenue Bridge…it’s your typical bridge but what makes it a must stop, is what surrounds it! There’s so much hustle and bustle and really tall buildings that you can’t help but feel like you’re truly living that city life!

Oz Park

If you are a Wizard of Oz fan, then you absolutely need to check out Oz Park! Not only is it beautiful to walk through, but there are so many amazing statues that seriously bring back a lot of nostalgic memories. I loved walking through this park even though it was a little chilly just because now I can say that I’ve been to the Emerald City Gardens! I’ll have to create a blog post just for Oz Park because I got so many cute photos, stay tuned 😉

Willis Tower SkyDeck

The Willis Tower SkyDeck formerly known as the Sears Tower is a building we’ve all heard of. But to go up and see the beautiful Chicago skyline is an out of this world feeling. So much so, that I’ve written another blog post entirely dedicated to this experience. Check it out here!

Architecture Boat Tour

If you are into architecture and history, then this is a bucket list item for you, according to my friend. Again, I’m really sad to have missed out on this, but it just means I have to come back! How awesome to be on a boat with a fully stocked bar, snacks and professionally trained architectural guides? I’m definitely doing this next time!

Check Out A Museum

My friend who currently lives in Chicago told me that I had to stop at any of the museums in downtown Chicago, and if I didn’t have much time to at least stop at the Mexican Art Museum in Pilsen. Not only are the museums full of interesting art and history, but you also get the best views of the downtown skyline! Can’t beat that 😉

Adler Planetarium by Lake Michigan

I may be a little biased as an aerospace engineer, but I absolutely love planetariums. I love learning about space and seeing all of the interactive exhibits…but when you add a beautiful view of Lake Michigan, then this is definitely a stop while in Chicago! I’ll have to come back but Adler Planeterium’s website has convinced me to check them out. Their mission is to inspire exploration and the understanding of our Universe. They value an engaging, user-friendly museum serving diverse audiences and encourage the excitement and curiosity about space science and space exploration.

Buckingham Fountain


I hope you all enjoyed the list! Thank you for reading, and stay enthusiastic!

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Maira