Ice skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with sparkling lights and pine trees. The rink is open through January 28, 2024. Ride up to … [Read more...] about Skate in the Clouds at Peninsula Sky Rink
Kids' Activities
Ride the CTA Holiday Train
One of the things that make the holidays in Chicago extra special is the CTA Holiday Train. For 31 years, a festive train carrying Santa and his reindeer runs through all of the CTA lines carrying joy and food baskets to Chicago community organizations. The train runs … [Read more...] about Ride the CTA Holiday Train
Winterland at Gallagher Way
Dive into a quintessential Chicago holiday experience by skating around the iconic Wrigley Field as well as enjoying live music, holiday decor, classic holiday movies and more at Winterland at Gallagher Way, November 21, 2023, through January 7, 2024. Head to the … [Read more...] about Winterland at Gallagher Way
Light up the Lake at Navy Pier
Chicago's largest indoor light experience is a family fun tradition. Light Up The Lake returns to Navy Pier from November 24 to December 31, 2023, for lots of interactive activities. Dive into twinkling holiday magic with Light Up The Lakes light displays, games, visits with Santa and more. This … [Read more...] about Light up the Lake at Navy Pier
Maggie Daley Park Skating Ribbon
Whirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 17, 2023, through March 10, 2024. Roll around the whimsical ice skating ribbon for a more … [Read more...] about Maggie Daley Park Skating Ribbon
Origami Open House at Garfield Park Conservatory
Enjoy the creative art of origami during a free Origami Open House at Garfield Park Conservatory on Saturday afternoons on November 11 and December 9, 2023. Children and adults will discover how to transform flat sheets of paper into three-dimensional art forms during these interactive sessions. … [Read more...] about Origami Open House at Garfield Park Conservatory
Field Museum Chicago Free Every Tuesday for the Rest of the Year
Chicago museum free days are a very popular time to explore world-class museums without an admission charge. Typically, only a few days are free every month but the Field Museum has just announced free admission for Illinois residents every Tuesday through the end of 2023. Discover exciting new … [Read more...] about Field Museum Chicago Free Every Tuesday for the Rest of the Year
Kids Bowl Free All Summer
Keep the kids active every day of the summer with the free Kids Bowl Free program. Roll on out to Chicago's Lawn Lanes and Waveland Bowl for free kids bowling all Summer. The Kids Bowl Free program supplies two free games for each kid every day of the Summer. The first step is to register … [Read more...] about Kids Bowl Free All Summer
View $2 Kid Flicks All Summer at Regal Cinema’s Summer Movie Express
Entertain the kiddies all summer long with budget-priced, family-friendly movies at Regal Summer Movie Express promotion, which offers $2 tickets from June 13-August 16 2023. Every Tuesday and Wednesday during the promotion, the first movie of the day will cost $2 and when you join the free Regal … [Read more...] about View $2 Kid Flicks All Summer at Regal Cinema’s Summer Movie Express
Free Lincoln Roscoe Art & Craft Fair
It's that time of year again! Chicago jumps to life with outdoor events during the spring season and one of the first events is the Lincoln Roscoe Art & Craft Fair on May 13-14, 2023 in the Lakeview neighborhood. Browse dozens of vendors selling paintings, sculptures, fiber art, … [Read more...] about Free Lincoln Roscoe Art & Craft Fair
Chicago Children’s Theatre Spring Pop Up
Welcome the fun and creativity of spring at the Chicago Children's Theatre's free Spring Pop-Up event on April 1, 2023. Families can enjoy story time, crafts and more at the West Loop space. Chicago author Vanessa Rodriquez will read from her book, Chicago Loves Me, activities with … [Read more...] about Chicago Children’s Theatre Spring Pop Up
Chicago Children’s Museum Free Family Days
Enjoy fun-filled days of free family activities at the Chicago Children's Museum on the last Thursday of every month, January through May, as well as September and October in 2023. Bring kids under 10 years old to Navy Pier for engaging events at the Chicago Children's Museum during free … [Read more...] about Chicago Children’s Museum Free Family Days