Chicago’s Best Weekend Events for All Ages: From Street Fests to Rooftop Movies

Looking for fun things to do with kids this weekend in Chicago? Whether you’re planning a family outing or seeking adult-friendly events, the city offers a plethora of activities to make your weekend memorable. Here are some top picks for both adults and kids happening this weekend, May 30–June 1, 2025. 🎉 Family-Friendly Events 1.…

🎉 Things to Do in Chicago This May: Fun for Adults & Kids Alike

As the city blooms into Spring, Chicago offers a plethora of activities for both adults and children. Whether you’re planning a date night or a family outing, here are some top picks to make the most of May this weekend! 1. Titanique: A Musical Parody Experience a hilarious twist on the classic Titanic tale with “Titanique,” a…

Chicago’s Weekend Wonders: Gear Up for Fun and Inspiration

 Juliana Yeager  Chicago Cubs Opening Weekend Nothing says “Spring is Here” like the return of baseball! The Chicago Cubs kick off their first home series of 2025 at Wrigley Field as they face off against the San Diego Padres in a three-game showdown from Friday, April 4, through Sunday, April 6. Get ready for an…

Your Weekend in Chicago: September 13-15 Events and Activities

 Juliana Yeager  Lakeview East Festival of the Arts Explore artwork from over 150 juried artists at this annual event in Lakeview East, where live music adds to the atmosphere. When hunger strikes, check out the many food and drink booths, or bring the kids to the Kidzone for origami demonstrations, circus acts, live music, and…

a dog sitting near the pumpkins

Welcome October! Fall In Chicago:

Things to do this weekend, October 6th – the 8th in Chicago! Nightmare on Clark Street Taking place at the Bamboo Club, a tropical bar, this yearly Halloween-themed event offers a multi-level haunted house experience alongside an upper-level bar serving eerie cocktails. Admission to the haunted house, available to those aged 16 and up, is…

woman standing near paintings holding white hammock

Mid-September Chicago Fun

I know…I know…I thought the same thing as I began typing it, but it is true; SEPTEMBER IS HALFWAY GONE! I am not quite sure where it went either, but that being said…mid September brings a lot of fun activities to the city as we head into SPOOKY SEASON! Here are some fun things to…

pierogi on white table

Fall In Chicago | September Favorites To Kick Off The Fall In Chicago

How was your Labor Day? It seems to have came and gone so quick but now we can officially say fall season is here 🙂 It’s that time again to redecorate your entire home to emulate the fall aesthetic. Pull out those pumpkins, plaid blankets, and endless yankee candles; before you know it there will…

Things To Do In Chicago This Weekend: August 25th – 27th

School is back in session and finding something to do with the kids for a mental break over the weekend shouldn’t be a stress! Look at the activities below to schedule your family outing in Chicago. Pizza City Fest August 26th The Chicago Pizza City Fest returns for its second year, led by renowned food…

Barbie: Chicago Edition

Things to do this weekend in Chicago! Enjoy some family time with your kids and furry friends 🙂 Mercury Canine Cruise Mercury Cruises’ beloved Canine Cruise is back for another season. Bring your four-legged best friend for a 90-minute ride, featuring lively narration on Chicago’s rich history and architectural marvels with dog-friendly highlights, such as dog…

5 Date Night Ideas | Chicago Edition

Looking for some fun things to do this summer? Here are 5 date night ideas that you should try! A little mix of simple dinner outings and interesting adventures to enjoy with your partner. 1. Cuddle at The Point This man-made peninsula located within the Hyde Park stretch of Burnham Park is absolutely perfect for…