Chicago

Chicago to Florida Drive- We help you map out the best stops, activities, and hotels on your Chicago to Florida road trip with family.

Are you ready for the most epic road trip from Chicago to Yellowstone? We have a full itinerary for you, including great stops along the way.

Chicago goes all out spreading the holiday cheer! Whether you need to pay a visit to Santa, enjoy a peaceful ride or fun-filled walk through a lights display, or catch a holiday performance, one thing is for sure-any of these will surely invoke the holiday spirit.

Whether your agenda includes seeking cultural attractions, visiting iconic treasures, sampling delicious eats, or simply relaxing, Chicago has it all! Read on for the top 10 family things to do in Chicago.

The best things in life are free. Don’t think so? Make your way to the Windy City and you’ll immediately change your mind.

Fields of corn, soybeans, small towns, and water towers line the 300-mile stretch of land, and short detours off of the main highway take families through cities with small populations and plenty of local charm.

Family-friendly art museums abound in the Windy City. Chicago is home to a variety of kid-friendly art museums & we’ve got the best tips to explore them.