THIS WEEKEND IN CHICAGO – Time to Bring On the TRI!

It’s finally here! Yep, it’s the last summer holiday weekend for Chicago’s kids as they head back to school on Monday. So, take advantage of our pleasant, gorgeous weather and enjoy a weekend filled with events for all to enjoy, especially this weekend’s headliner – the TRI!
Headlining this weekend’s events is the Chicago Triathlon which is the world’s largest and most accessible triathlon. This year, however, supertri is bringing both pro and participation events together with Saturday’s races being held at Foster Beach and Sunday’s races being held at Monroe Harbor and finishing in Grant Park. There are different courses for all levels of athletes ranging from 32 to 18.5 to 8 miles, as well as races for kids 14 and under, plus relay and first timer heat options for adults. Whether you’re a first timer, a seasoned veteran, a grandparent, a kid, or a Para triathlete, the Chi Tri has an experience for you on the shores of Lake Michigan. Are you ready to give it a TRI?
Bid farewell to summer in style at the Summer Wine Down this Saturday (1 p.m.-8 p.m.) at Gallagher Way (3637 N. Clark St.) in the Wrigleyville neighborhood. This event is free and open to the public with wine tasting passes available for purchase which includes nine 2-ounce pours of wine from a host of varietals and a charcuterie pack. Plus, live music, photo ops, lawn games, and more will be on hand to help you celebrate the end of summer!
Usher in the new opera season with Sunday in the Park with Lyric this Sunday (7 p.m.-9 p.m.) at Millennium Park (55 N. Michigan Ave.) in The Loop. This free performance features the Lyric Opera Orchestra and a variety of vocalists performing excerpts from the 2024/25 season along with Puccini, Beethoven, and Mozart. So, bring a blanket or folding chair, your favorite snacks, and your fellow music lovers to snag a spot on the lawn for this one-night-only concert under the stars and not to be missed!
Howard Street between Paulina Street and Ashland Avenue in the Rogers Park neighborhood will be transformed into a creative canvas featuring 3D and 2D chalk art and live demonstrations at this year’s Chalk Howard Street on Saturday (11 a.m.-8 p.m.). Besides the amazing chalk art designed by internationally renowned and local artists, this family-friendly festival also highlights the neighborhood’s shops, restaurants, and global cuisine including live music. In addition, 4×4 street squares are available for purchase at $25 if you wish to get in on the action to showcase your artistic chalk talent!
It all started one hot summer in the ‘80’s with four artists and has now blossomed into a full-fledged fest! The Bucktown Arts Fest is being held this Saturday and Sunday (11 a.m.-7 p.m.) at Holstein Park (2200 N. Oakley Ave.) in the Bucktown neighborhood. This year’s fest features over 200 artists showcasing works across various mediums and offers a dedicated Kids’ Tent with Make & Take art activities. Plus, attendees can enjoy live music on two stages featuring a wide range of musical genres as well as food vendors who will be providing a variety of treats to keep you fueled as you explore the art!
Sue Moss and Dean’s Team Chicago