10 BEST Things To Do In Chicago! (2024)

Out of EVERYTHING there is to see and do in Chicago, here are the TOP 10 BEST Things to do in the Windy City! Chicago, Illinois is a beautiful city that is positioned along the banks of Lake Erie. The city offers a ton of different things to see and do for any age group. So I wanted to make your life a little bit easier and showcase the top 10 best things to see and do in Chicago!

So when is your next Chicago vacation? Be sure to let me know in the comments!

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TOP 10 VIDEOS:

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[mitchellries]

I went to Chicago in 2013. I visited the Lincoln Park Zoo, the Shedd Aquarium, the Chicago History Museum, Navy Pier, took a segway tour, and went to the top of the Willis Tower. It was a fun few days.

[diggingmystyle]

Just visited the town and had a blast. We went to eat at Pequod's (a must) and went up to the 96th floor of 360 Chicago the first night (a must). Went to the Art Institute (rather boring), Millenium Park (ok), and ate at Harry Caray's Steakhouse (absolutely delicious) the 2nd night. Went to Navy Pier (fun), Soldier Field, ate at Go 4 Food in Chinatown (absolutely delicious), and the 90-minute architecture cruise on the 3rd day. Went to see Calder's Flamingo, walked to Macy's (beautiful store), Starbucks Reserve (meh), and joined the 3.5 kayak tour to see the fireworks (exhausting but photo galore) on the last day. Fun city and very, very clean.

[Referee]

One of the best and TRUTHFUL Chicago videos on YouTube.

[Crusader]

You forgot the Museum of Science and Industry. Also, go out and get Chicago-style deep dish pizza. It's something you can only really get in Chicago. I recommend My Pi, Lou Malnati's, and Pequod's.

[coastercat]

Brandon this video is perfect! We're going for SF Great Amercia, excited too see the city of chicago too 😊

[carminecdinoproductions]

Can you please do a travel guide for Pittsburgh, Pennsylvania?

[ScooterEver]

As a Chicago resident I have to add my 2 cents:
1. Navy Pier is a waste of time. The Children’s Museum isn’t bad but the rest is just chain restaurants and crappy gift stands
2. The 606, Northerly Island and Ping Tom Park are amazing parks and give you a different views of the city
3. Wendalla offers the best river tours and has the best guides
4. Second City is a great night out

[ianlyons]

I went to Chicago with Trips Inc. in September of 2014. The Democratic National Convention will be meeting in Chicago in August.