Chicago, Illinois For Family Travel With Young Kids 

“Eventually, I think Chicago will be the most beautiful great city left in the world.” – Frank Lloyd Wright

We were welcomed by a 100% probability of rain on our first hour in the city! Actually, strong  rain welcomed our train from Pittsburgh, Pennsylvania we were scared to get out the Station Union. 

Rain. Chilly and windy rain. Okay, that surprised us. A lot. Well, it’s Chicago is not called “The Windy City” for fun or pun. Windy the city really is.  

Nothing can stop our family from enjoying the beauty and architecture of Chicago. Not even 100% certainty of bad weather. 

Our first stop, to get equipped. We don’t like to shopping (window shopping specially nor shopping for fun — any kind if shopping for that matter. On the side note, this is actually obvious in all our family photos, we are always wearing the same clothes over and over and over and over….), but for necessity, we do what we need to.  Off we went to get our traveling feet warm while we explore. Although we make sure we know the weather for days and weeks of the place we will explore, we were caught off guard by the winds of Chicago! 

Bloomingdales Darlings Getting Equipped to Explore, by Galoshes, not by Tutus 🤗



Armed with a lot of umbrellas and water proof shoes, we went to visit Cloud Gate Park and checked out “The Bean.” Oh boy, was it still crowded, amidst the rain. 

The Bean at The Cloud Gate, Millennium Park

We had a blast taking photos in this architectural wonder. Oh yeah, it seems that the phrase  “architectural wonder” goes together with Chicago! The skyscrapers are extraodinaire when it comes to architecture design. Or it our visual description – fabulous and looks functional. 

In addition to the Chicago skyscrapers, we visited the Chicago Cultural Center and checked out their extraordinaire biennial exhibition on Architecture! Arxhitects, designers and students everywhere socializing with our three traveling kids talking about design, construction and mine crafts. Minecrafts mainly  from our Turknoys, of course. That counts. 

MAKE GREAT PLANS, in Skyscrapers and in Life! Designs Come True Only After BluePrints and Models – Turknoy Travels 100

Then comes the bronze cow in The Windy City.

Hear Ye Bronze Cow! A lot of statues worth talking a picture around this city!

The next day, we didn’t want to be overwhelmed with all the “must-sees” in Chicago, so we decided to visit the Chicago Children’s Museum. We didn’t realize we will be there for hours and hours of adult and kids fun! 

Chicago Children’s Museum

There are also lots of things to see and enjoy at the Navy Pier! 

Skyline from the Navy Pier

Top of our list, Chicago’s famous deep dish pizza! A pizza which takes more than an hour wait to bake. Our verdic -calorific! 

Chicago Raise Pizza is Deep Dish

If you think that’s loaded, try the glazed and infused donuts, another Chicago born and raised idea of culinary speciality! 

Chicago Donut Fun is Glazed and Infused ❤️

We went to Grant Park and enjoyed a nice sunny and cloudy (and windy!) stroll along the Buckingham Fountain, one of the largest in the world and one that resembles Versailles Fountain. That sounds familiar, yes, the one in France. 

CAN YOU SEE THE HAPPINESS ? We can almost touch it here! 😋

We spent our last day in the Water Tower Place – Dr. Seuss and Lego. Two things that these kids would want not to leave any place. 

The Art of Dr. Seuss, small gallery, great ideas!
We are counting this one as enjoying Chicago’s skyline !

We’ve seen a little of the city but the kids did a whole lot of Chicago loving their way! 
Someday, we’ll return and for sure we’ll enjoy this city more, especially the must-sees. 





Have you been to Chicago? What did you love most? Do tell. 

19 thoughts on “Chicago, Illinois For Family Travel With Young Kids 

  1. To be honest, I have never had a desire to go near Chicago. They only report bad things on the news about the city. You showed a totally different side and I may actually need to reconsider. We are only about 7 hours away. Sorry about the rain/wind but it looks like you all took it in stride and had a great time. Thanks for sharing. Chicago should thank you for showing some of their good qualities!!

    1. We really liked Chicago. For the architecture alone, new and old, it’s all worth the visit. Thanks for dropping by our website. Do let us know if you do visit Chicago and enjoyed it. 😍

  2. Your kids are wonderful. ❤ I admire how you can tot three kids! I only have one for now (and one on the way) and it feels so tiring to go round and about.

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