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15 Must-See Events Happening in Chicago This May 2025

May 2, 2025

1. Green City Market Opening Day

Date: May 7, 2025

Location: Lincoln Park, 1817 N Clark St, Chicago, IL

Description: Kick off the farmers market season with fresh produce, local goods, and sustainable food options.

2. Machine Head & In Flames Tour 

Date: May 3, 2025

Location: Radius Chicago, 640 W Cermak Rd, Chicago, IL

Description:Experience a night of heavy metal as Machine Head and In Flames co-headline this explosive concert.

3. Mereba Live at Metro

Date: May 6, 2025

Location: Metro Chicago, 3730 N Clark St, Chicago, IL

Description: Experience the soulful blend of R&B and folk as Mereba performs live in an intimate venue. ​

4. Augmented Chicago: Inaugural Realities

Dates: Ongoing through November 2025

Location: Millennium Park, 201 E Randolph St, Chicago, IL

Description: Explore groundbreaking virtual artworks by Chicago-based artists through augmented reality installations.  ​

5. Eliane Elias at Chicago Symphony Center

Date: May 9, 2025

Location: Symphony Center, 220 S Michigan Ave, Chicago, IL

Description: Grammy-winning jazz pianist Eliane Elias showcases her Brazilian jazz fusion in a captivating performance. ​

6. Azteca Lucha Wrestling Event

Date: May 10, 2025

Location: Cicero Stadium, 1909 S Laramie Ave, Cicero, IL

Description: Major League Wrestling presents Azteca Lucha, featuring wrestlers from CMLL in a high-energy event. ​

7. George Clanton Concert

Date: May 10, 2025

Location: House of Blues Chicago, 329 N Dearborn St, Chicago, IL

Description: Enjoy an evening of electronic and vaporwave music with George Clanton's unique sound. ​

8. Spring Flower Show: Rooted in History

Dates: Through May 11, 2025

Location: Garfield Park Conservatory, 300 N Central Park Ave, Chicago, IL

Description: Explore vibrant floral displays celebrating the roots and history of plant life. ​

9. Hadestown (Broadway in Chicago) 

Dates: May 6–18, 2025

Location: CIBC Theatre, 18 W Monroe St, Chicago, IL

Description: The Tony Award-winning musical intertwines mythic tales in a haunting and hopeful theatrical experience. ​

10. Chicago Craft Beer Week

Dates: May 9-16, 2025

Location: Various venues citywide

Description: Celebrate Chicago's craft beer scene with tastings, new releases, and special events across the city.

11. Millennium Park Summer Workouts

Start Date:  May 18, 2025

Location: Millennium Park, 201 E Randolph St, Chicago, IL

Description: Join free outdoor fitness classes every Saturday on the Great Lawn, including yoga, Pilates, and Zumba.

12. Division Street Farmers Market Opening

Date: May 17, 2025

Location: Division Street between State and Clark Streets, Chicago, IL

Description: Explore fresh produce and local goods as the Division Street Farmers Market kicks off its season. 

13. Post Malone: The BIG ASS Stadium Tour

Date: May 22, 2025

Location: Wrigley Field, 1060 W Addison St, Chicago, IL

Description: Post Malone brings his genre-blending hits to Chicago, joined by Jelly Roll and Sierra Ferrell for a night of diverse musical styles.

14. AC/DC – Power Up Tour

Date: May 24, 2025

Location: Soldier Field, 1410 Museum Campus Dr, Chicago, IL

Description: Legendary rock band AC/DC electrifies the stage with their iconic high-voltage performance.

15. Memorial Day Wreath-Laying Ceremony and Parade

Date: May 24, 2025

Location: Daley Plaza and State Street, Chicago, IL

Description: Honor fallen heroes with a wreath-laying ceremony at Daley Plaza followed by a parade down State Street.

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