Vacations in Chicago
Celebrating Black History Month Around the U.S.
Indoor Family Fun During Winter in Chicago
7 Favorite Family Activities in Chicago in Winter
Hilton O’Hare Review – You Can’t Beat the Location
Hotel Review: A Great Pool at the Hilton Chicago/Oak Brook Hills
Thrilling Things to Do in Chicago – Fly Around the Lakefront
Best Things to Do with Kids at Chicago’s Water Tower Place
Not-so-Scary Halloween Fun in Chicago and Suburbs
Water Taxi: A Cheap Way to Get Around Chicago
Chicago family vacation reviews, guides and resources
Everyone should visit the Windy City at one point or another. Chicago has the best of New York at a more affordable price, all delivered with that famous Midwest friendliness.
With the lovely lakefront, world-class museums, gorgeous green spaces, great food and innovative architecture, Chicago can deliver whatever type of family vacation you want it to be. Whether you’re looking for culture, theater, food, or nature — in the form of Lincoln Park and Millennium Park — Chicago has it.
Even better, there are plenty of free things to do in Chicago with kids!
Conversely, with so many options, visiting and planning for your family’s trip to Chicago can be daunting. There are so many details to plan — from where to stay, what to do and what to eat and which play to see!
What you need to know about visiting Chicago with kids
SheBuysTravels are no strangers to hitting the pavement in Chicago; we have the worn-out shoes to prove it. Our writers include native Chicagoans who raised their kids in the city. No one knows better where to find the best deals and the best things to do in Chicago with kids.
Here you’ll find everything you need to know to plan a fun, safe, and unforgettable trip to the Windy City. From reviews of some of the best restaurants in the country to hotels, the inside scoop on some of the best museums, packing lists, and tips for creating a custom trip that suits your family’s need. If you think that’s too overwhelming, just follow our 1-, 2- and 3-day itineraries to help you experience the best of Chicago, just like a local.
We’ve been there!
Our writers know the ins and outs of family vacations at Disney, New York City, the Caribbean, Hawaii, London, Los Angeles, Washington DC, Orlando, and San Francisco. Get all of our tips and insights here.