Chicago Visit – Day 2 – Fun things to do with kids in Chicago!

Privacy policy

Today was full of fun things to do with kids in Chicago!

The second day of our Chicago trip started early for me.  Everyone was sleeping so I slipped out to the Starbucks across the street to get a little work done.  It was relaxing and fun to people watch in a different city.

Live theater to start the day

Once we got going, we hopped onto the Big Bus and took it over to Navy Pier

👉 The best way to get a feel for a new city is the Big Bus (and it can double as easy transportation too!). Check rates and locations for Chicago HERE.

We had just enough time at Navy Pier to enjoy a smoothie and green juice before walking over to the Shakespeare Theater to see the opening performance of Peter Pan

What a treat! 

The theater itself is beautiful and worth a visit – there isn’t a bad seat in the house.  The show was well done and so enjoyable. 

Chicago Shakespeare Theater

Don’t miss Navy Pier for a yummy, easy lunch

After the show, we walked around the Pier and enjoyed the beautiful views.  Since it was lunchtime we decided to eat right there in the Food Court. 

There was definitely something for everyone, so it was quick and easy.  Navy Pier is a terrific addition to your list of fun things to do with kids in Chicago. We also indulged in a little sample of Garrett’s Popcorn courtesy of our Big Bus Tour – yum!

Garrett's popcorn

Check out the planetarium

Since time was getting short, we called an Uber and had the driver take us to the Adler Planetarium.  If you have any interest in space (my son is currently all about astronomy), then this is a must-see. 

There was a lot of information, multiple exhibits, and some fun interactive areas.  We spent quite a bit of time making a hovercraft and testing it to see if it would work – I love these types of hands-on projects.

👉Looking for a great deal on fun things to do with kids in Chicago like Adler Planetarium? Check out GoCity and save a ton of money!

Dinner in Little Italy

Hard to believe but by now it was time to eat again.  My daughter loves Italian food, so we searched out the Italian part of town and headed in that direction.  We enjoyed walking the cute little streets and checking out all the options.

PIazza DiMaggio

We finally decided to try Davanti’s and I am glad that we did.  It was one of the best meals I have ever enjoyed.  All of the food was amazing and as it was served family style we shared everything. 

We ordered several kinds of pasta along with some appetizers and a bottle of wine (50% off on Wednesdays).  So delicious.  They even brought us ice-cold glasses of limoncello before dessert.  I will definitely return next time we visit Chicago.

Delicious dinner in Chicago

After dinner we went back to our hotel, chilled, and went to bed early as tomorrow was going to be another full day.

Do you have a favorite restaurant in Chicago?  Share in the comments and I’ll add it to my list for our next visit.

👉 Need a great place to stay in Chicago? We almost always stay at Hotel Blake – we love the rooms and the convenience of the location! Get great rates at

Similar Posts


  1. Chicago is full of amazing places to eat. You can never go wrong with trying out a new random place you see on the street. I have yet to come across bad food in Chicago. I’ve been living here for 3 years and I have yet to visit the Adler Planetarium and I’m dying to go.

    1. The Adler was very cool – my son is especially interested in astronomy so he loved it. There are lots of special events there too that I think could be fun.

  2. Starbucks is a great way to start the day when you need some wifi! It’s been over 30 years since I visited Chicago….maybe it’s time to go back!

  3. There’s just so much to do in Chicago! Sometimes I forget that because I feel like I’ve only been there for a weekend or a few days while my husband was on a business trip. And coming from NYC, sometimes I’m a bit citied-out, but I think I need to get to Chicago and spend a bit more time really being there. Thanks for the reminder.

  4. The best food I ate in Chicago was a pecan butter, homemade jam breakfast panini on some amazing bread. I still think about it sometimes…

  5. I was in Jr High School and visited Chicago for a Band Conference, many years ago. I do not recall the name of the restaurant, however, it served pizza and we were allowed to write on the walls with a sharpie marker.

    1. Missy, that sounds so fun – anytime you get to do something a little out of the ordinary (like writing on the walls) makes a normal event special!

Leave a Reply

Your email address will not be published. Required fields are marked *