Things To Do in Chicago this Weekend: Pride, Porchfest and a Real Estate Win

Things to do in Chicago this weekend cover almost every corner of this city. The 55th annual Chicago Pride Parade marches through Northalsted on Sunday and is expected to draw more than a million spectators. Logan Square Arts Festival fills the neighborhood with artists, food and live music all weekend. Roscoe Village turns its front…

Things To Do in Chicago this Weekend: Obama Center Opens, Pride Fest turns 25, and We Made the WSJ/RealTrends List

Things to do in Chicago this weekend include one of the most historic moments our city has seen in years. The Obama Presidential Center officially opens to the public on Juneteenth weekend with free community celebrations across the South Side. Chicago Pride Fest celebrates its 25th anniversary in Northalsted. Taste of Randolph takes over the…

June in Chicago: Blues Fest, Pokémon GO Fest and a Real Estate Market Update

This weekend in Chicago, June 5-7, various festivals kick off the season, including Pokémon GO Fest at Grant Park, the free Chicago Blues Festival at Millennium Park, Ribfest in North Center, and the 57th Street Art Fair in Hyde Park. A real estate market update indicates changing buyer dynamics.

Magic, Art and the Lakefront: Best Things To Do in Chicago April 10-12

Things to do in Chicago this weekend are plentiful, and it feels genuinely good to be back. Life pulled me away from the blog for the past two weeks in the best possible way. Our youngest turned 10, which meant birthday celebrations took full priority. Also, public and private school spring breaks do not always…

photos with santa

🎄 Things to Do in Chicago 🎅 Holiday Edition! Where to See Santa in Chicago

Find the best places to see Santa in Chicago. Discover four festive locations with photos, hours, what to expect and nearby holiday activities.

Family Fun in Chicago This Weekend (Nov 15-16, 2025)

Chicago families can enjoy four events this weekend, November 15-16, 2025. Highlights include the Lycée French Market for artisanal shopping, the Illumination tree walk at Morton Arboretum, the Frankie Knuckles Festival for music and arts, and ZooLights at Lincoln Park Zoo, featuring festive lights and activities for all ages.

✨ Make the Most of Your Weekend: 4 Amazing Chicago Events (July 18–20)

Looking for fun things to do in Chicago this weekend, July 18–20, 2025? Whether you’re planning a night out or a family day with the kids, the city has something exciting for everyone. From lively street festivals and live music to free outdoor workouts in Millennium Park, this list highlights four top events you can…

✨Can’t-Miss Things to Do in Chicago This Weekend (July 11–13)

Looking for exciting things to do in Chicago this weekend July 11–13, 2025? Whether you’re spending time with the kids or planning a fun night out, Chicago has something for everyone. From cultural festivals to candlelit concerts and food trucks galore, this list has your perfect weekend covered. Keep reading for four top events you…

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…

Neighborhood Spotlight: Lakeview

To tag onto my ‘where to raise your family in Chicago’ post, this week we are featuring Lakeview. Lakeview encompasses so many amazing neighborhoods including West Lakeview, Southport Corridor, East Lakeview, Boystown, Wrigleyvile and even bits of Buena Park are all considered to be Lakeview as a whole. The medium price point for single family…