So, so, so close! We’re almost through January, folks! Celebrate this milestone by hanging with Husky Heroes at Morton Arboretum, celebrate the Chinese New Year with Navy Pier or mind-travel with some of your Disney favorites at Disney on Ice Presents Road Trip Adventure. Read on for our Editor’s best picks for wintry weekend adventuring.

photo: Disney on Ice


Hyde Park

New! Check Out MSI’s Black Creativity: 50 Years
Learn the story of significant moments and pioneering African-American Chicagoans whose work pushed boundaries. While you’re there, visit the longest-running exhibition of African-American Art in the nation. Fri.-Sun. Event details


Experience Gallagher Way’s Winter Wonderland
Gallagher Way is decked out with lighted flare bigger and brighter than ever before! You’ll find ice skating, curling and skating lessons and more! Make it extra special and go glamping at Hotel Zachary. Fri.-Sun. Event details

Giggle with Storytown Improv
From superheroes to undersea adventures, princesses to dinosaurs, Storytown takes you on an interactive, fully improvised adventure! Sat. Event details

Mag Mile

Act Like a Big Kid at Toys “R” Us Adventure Playland
This vast indoor wonderland celebrates all the whimsy, silly and FUN of toys and play! Explore over eight mind-blowing rooms featuring brands you know and love. Fri.-Sun. Event details.

Millennium Park

Figure 8 at Millennium Park’s Ice Skating Rink
Take a spin on the ice with a magnificent view. Once again this year, the rink will offer free ice skating lessons. Fri.-Sun. Event details.

Museum Campus

New: See Shedd’s Sensory-Friendly Aquatic Presentation
The last Sunday of every month, for the last presentation of the day, Shedd’s low sensory aquatic presentations have reduced volume, dimmed lighting and all flashing lights are removed to create a welcome, inclusive space for those that need it. Sun. Event details

Navy Pier

Get Cultured at Global Connections: Chinese New Year
Navy Pier’s free program features live dance, music and other cultural performances, plus traditional food, crafts and more! Sat. Event details

Portage Park

Build a Magnificent Fort with the Family
Enter a world of play and creation as Filament Theatre transforms into a playspace to build new worlds. Using cardboard boxes, sheets, clotheslines and more, families build adventures of their own devising. Sat. & Sun. Event details.

South Side

Geek Out at SoxFest 2020
The unofficial start of the Chicago White Sox season promises unforgettable player meet-and-greets, a Kids Zone that includes an activity with LEGOLAND Discovery Center, a Sox-themed escape room, giant bobbleheads and more. Fri. & Sat. Event details.



See a Family Concert with Little Miss Ann
Little Miss Ann is one of the best at creating a down-to-earth, fun, interactive show that’ll surely get your kids clapping and dancing along. Sun. Event details


Yell Mush and Hang with Husky Heroes
Your little mushers get to learn all about Siberian huskies and watch them give sled pulling, skijoring and speed demos. The kiddos can take a look at the equipment and strike a pose with a rig. Sat. & Sun. Event details

Marvel at Morton Arboretum’s Enchanted Railroad
Watch on as an intricate mini model railroad winds through magnificent scenery. This two-level interactive display is specially designed for the kiddos because it’s meant to be viewed from just two feet off the ground. Fri.-Sun. Event details


Take a Magical Getaway with Disney On Ice: Road Trip Adventures
Moana, Simba, Aladdin and Mickey invite you to journey to some of Disney’s most beloved, iconic destinations and enjoy a sensational production with dazzling skaters and close-up character encounters. Fri.-Sun. Event details

— Maria Chambers


Happy New Year! Ideas for an Epic 2020

Staycation Spotlight: Hotels with Amazing Kid Amenities

. . . and check out our Events calendar for even more suggestions.