Chicago: Must See Places & Things To Do

Chicago: Must See Places & Things To Do

Hi there! I’m Kelly from Typically Simple and I’m excited to share with you all a few of my favorite must-see, must-eat, must-do places in Chicago!

When you explore Chicago, there is just so much art and culture to be seen, not to mention the amazing restaurants on every corner. You could spend days exploring the museum campus (the Field Museum is my favorite) or head over to Navy Pier, which is the perfect place to spend a summer afternoon! 

Chicago: Must See Places & Things To Do

Not to mention all the things going on around Wrigley Field when the Cubbies are in town…especially now that they are the 2016 World Series Champions!!

Chicago: Must See Places & Things To Do

And don’t get me started on the deep dish pizza…depending on who you talk to, the best pizza might be at Giordano’s, Gino’s East, or Lou Malnati’s. 

I absolutely love going to all of these places, but there are so many other sights and sounds of the city that I highly recommend you try to squeeze in between the major touristy places on your next trip to Chicago!

Architectural Tour – If there is only time to do one thing while you are in Chicago, this is definitely it! Spend a few hours floating down the infamous green Chicago River learning about the history of the city. Take in all the sights and sounds of the city while getting amazing views (and photo opportunities) of the buildings!

Chicago: Must See Places & Things To Do

Chicago History Museum –  Located in Old Town, this museum is little farther north of the museum campus where you can see the larger, big named museums, but it doesn’t disappoint! With a lot of hands-on activities and interactive features, this museum is perfect for both adults and children. My favorite exhibit in this museum includes “L” car No. 1 and a full-size locomotive.

Dinotto Ristorante   After visiting the Chicago History Museum, head a few blocks east on North Avenue to eat at this amazing neighborhood Italian restaurant. With red and white striped awning, white tablecloths, and great wine, Dinotto is a perfect place to grab dinner after doing some sight-seeing. I highly recommend the Pollo Balsamico.

 Second City  – If you are an SNL fan, especially from back in the day, this needs to be on your itinerary! 

Garrett Popcorn Shop – If you love popcorn, this is a must stop shop! Delicious!

Theatre District – Chicago has amazing historic theatres with Broadway shows. Wicked was here for a few years and I saw it twice. There is always something going on, but you will need to buy tickets in advance. So plan ahead!

And if you want to see one of the best views of the city, head over to the Hancock Building and visit the Signature Lounge on the 96th floor. I hear the view from the bathroom (yes, the bathroom!) is absolutely amazing!

Chicago: Must See Places & Things To Do

I highly recommend mixing the big name tourist spots with a few ofthese locally known places to make your trip to Chicago one to remember! 


About Kelly

A teacher turned stay at home mom, blogging about crafts, recipes, and life’s adventures. I enjoy the great outdoors, eat too much chocolate, and get through my day on a strong cup of coffee!

One thought on “Chicago: Must See Places & Things To Do

  1. Hi Kelly, If you readers are into architecture and liked the boat tour they would love our Free Chicago Walking Tour Loop Architecture Tour! Hope you can make it out one day!

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