We are so lucky to live and play in a world class city like Chicago. Believe it or not unofficially #summertimechi kicks off this Memorial Day Weekend and its just the best! Whether you’ve called Chicago home your whole life, transplanted here or visiting we hope something in the 9 curated Fun Things To Do This Weekend in Chicago tickles your fancy and gets you out of the house into some fun and people meeting.
EVENT: Sueños Music Festival 2026
Where: Grant Park Chicago | 337 E. Randolph
When: Saturday May 23 & Sunday May 24
Time: Varies
Cost: 2-Day & 1-Day passes
What: The 2026 edition of Sueños Music Festival will take place in Chicago over the Memorial Day weekend on Saturday and Sunday. Rooted in cultura. Built Pa’ la comunidad. J. Balvin, Kali Uchis, Pedro Sampaio, Fuerza Regida, Yandel and so much more. CLICK HERE FOR DETAILS
EVENT: Adults Night Out: Block Party
Where: Lincoln Park Zoo |2400 N. Cannon Drive
When: Friday, May 22
Time: 6:30–10 p.m
Cost: $20+ Members / $25+ Nonmembers
What: Adults Night Out: Block Party at Lincoln Park Zoo! Exclusively for the 21+ crowd to enjoy the zoo with games, music, and good times with no kids around. Presented by Grey Goose Vodka, Patrón Tequila, and St-Germain. CLICK HERE FOR DETAILS
EVENT: Cécred Take The Heat Tour
Where: Ulta Beauty Evergreen Park| 164 N. State Street
When: Friday May 22
Time: 10am-6pm
Cost: Gifts with purchase
What: To continue educating around its latest release, Styling Collection, a suite of six high-performance products and a new Edge Brush tool Cécred is popping up at Ulta Beauty in Evergreen. CLICK HERE FOR DETAILS
EVENT: Forever Mine Music Fest
Where: Union Park | 1501 West Randolph Street
When: Saturday May 23 – Sunday May 224,
Time: 12pm-10pm
Cost: $226+
What: Union Park will land a new super fun music festival this Memorial day Weekend with Keyshia Cole, Monica, Shaggy, and Kaytranda?! CLICK HERE FOR DETAILS
EVENT: BRESH-“The Most Beautiful Party in the World”
Where: Cermak Hall | 640 West Cermak Road
When: Saturday May 23
Time: 10pm
Cost: $36
What: “The Most Beautiful Party in the World,” BRESH is making its way to Chicago this Saturday at Cermak Hall. This edition of BRESH brings its signature blend of strong Latino roots and mainstream crossover – spanning music, fashion, and pop culture. CLICK HERE FOR DETAILS
EVENT: Summer Fireworks
Where: Navy Pier |
When: Saturday May 23
Time: 10pm
Cost: FREE
What: Experience Navy Pier’s free, award-winning fireworks with dazzling displays over the lake and iconic skyline views. Enjoy the spectacular display every Wednesday at 9 PM and Saturday at 10 PM, from May 23rd to September 5th. CLICK HERE FOR DETAILS
EVENT: Afro Fusion Yacht Cruise
Where: DuSable Harbor – 200 N Breakwater Access
When: Sunday May 24th
Time: 11am-5pm
Cost: $55
What: Get ready for a beautiful day filled with: Afrobeats • Amapiano • Dancehall • Soca • Kompa & more. Chicago skyline views, amazing vibes, nonstop energy, and unforgettable memories with the Afro Fusion family! 
CLICK HERE FOR DETAILS
EVENT:Fleurs de Villes FLORA Afternoon Tea
Where: The Ritz-Carlton, Chicago | 160 E Pearson Street
When: Friday May 22 – Sunday May 24
Time: Beginning at 11:00am, with the final seating at 2:30pm.
Cost: $125 per guest, exclusive of tax, gratuity & fees.
What: Step into a world of springtime beauty with Afternoon Tea in celebration of the Fleurs de Villes FLORA showcase. CLICK HERE FOR DETAILS
EVENT: 41st Belmont Sheffield Music Fest
Where: Sheffield Avenue from Belmont to Roscoe
When: Friday May 22 – Sunday May 24
Time: 5 pm to 10 pm | 11am-10pm
Cost: Optional $10 donation
What: The Belmont Sheffield Music Festival returns for its 41st anniversary as the official kickoff to summer! Join us at Belmont and Sheffield for three days of dancing, drinks, bites, and sing-along summer hits. Taking over Memorial Day Weekend. CLICK HERE FOR DETAILS
For our weekly listings of curated events and experiences in the Chicagoland area, check out or newly launched Substack HERE!
