November 14, 2025
Chicago Weekend Events Best Things to Do Nov. 14–16

Chicago Weekend Events: Best Things to Do Nov. 14–16

Chicago, IL — With unseasonably warm weather settling over the city this weekend, residents have a rare November opportunity to enjoy both outdoor light shows and indoor performances across the metro area.

From dazzling holiday displays to comedy tours, concerts, theater, and fitness competitions, the Chicago region is offering something for every type of weekend planner.

Illumination: Tree Lights at The Morton Arboretum

WHAT: The 13th annual Illumination: Tree Lights transforms the Arboretum with glowing pathways and four colorful animal sculptures from the new Vivid Creatures exhibition.
WHERE: 4100 Illinois Route 53, Lisle, IL
WHEN: Nov. 15 – Jan. 3

Chicago Botanic Garden Lightscape

WHAT: The iconic 1.3-mile Lightscape trail returns with brand-new artistic displays and thousands of twinkling lights.
WHERE: 1000 Lake Cook Road, Glencoe, IL
WHEN: Nov. 14 – Jan. 4

On Stage: Cavalleria Rusticana & Pagliacci

WHAT: The Lyric Opera presents two powerful one-act operas exploring heartbreak, betrayal, and raw emotion.
WHERE: Lyric Opera House, 20 N Wacker Dr, Chicago
WHEN: Running through Nov. 23

On Stage: Swan Lake

WHAT: A classic ballet following a prince’s quest to save a swan maiden from an evil spell.
WHERE:

  • Genesee Theatre, 203 N Genesee St, Waukegan
  • Rialto Square Theatre, 102 N Chicago St, Joliet
    WHEN: 7:30 p.m., Nov. 14; 2 p.m., Nov. 16

On Stage: Mutts Gone Nuts

WHAT: High-energy rescue dogs perform tricks, comedy, and heartwarming routines — a family favorite.
WHERE: Al Larson Prairie Center for the Arts, 201 Schaumburg Ct, Schaumburg
WHEN: 1 p.m. & 4 p.m., Nov. 15

HYROX Chicago

WHAT: A global fitness race designed for athletes of all levels looking to test endurance and strength.
WHERE: Navy Pier, 600 E Grand Ave, Chicago
WHEN: 8 a.m. – 8 p.m., Nov. 15 & 16

Comedy: Sal Vulcano

WHO: The Impractical Jokers star brings his Everything’s Fine Tour to Chicago.
WHERE: The Chicago Theatre, 175 N State St
WHEN: 7 p.m., Nov. 14

Comedy: Jiaoying Summers

WHO: Viral comedian known for her sharp humor on identity, empowerment, and cultural commentary.
WHERE: The Vic Theatre, 3145 N Sheffield Ave
WHEN: 7:30 p.m., Nov. 15

Comedy: Steve Cochran & Men of a Certain Rage

WHO: Chicago radio personality Steve Cochran joins Mike Toomey and Tim Benker for a night of comedy.
WHERE: Copley Theater, 8 E Galena Blvd, Aurora
WHEN: 5 p.m. & 8 p.m., Nov. 15

National Cuatro Festival

WHAT: The 27th annual celebration features salsa star Michael Stuart, cuatrista Fabiola “Fabi” Muñoz, and the Latin Music Project.
WHERE: Harris Theater, 205 E Randolph, Chicago
WHEN: 7 p.m., Nov. 15

Ensemble Español Spanish Dance Theater

WHAT: A vibrant performance marking 50 years of Spanish dance artistry in Chicago.
WHERE: The Auditorium, 50 E Ida B. Wells Drive, Chicago
WHEN: 7:30 p.m., Nov. 15

Read Also: This U.S. City is Losing Residents Faster Than Any Other, Study Finds

Frankie Knuckles Festival

WHAT: A full-day tribute honoring the legacy of House Music pioneer Frankie Knuckles.
WHERE: The Land School, 7200 S Dorchester Ave, Chicago
WHEN: 12 p.m. – 8 p.m., Nov. 15

Concert: Terry Hunter’s Not Just Another House Party

WHAT: A first-of-its-kind blend of House Music, Gospel, Hip Hop, and Soul Poetry at Wintrust Arena.
WHERE: 200 E Cermak Road, Chicago
WHEN: 7 p.m., Nov. 15

Concert: Will Downing

WHO: Smooth R&B vocalist often compared to Luther Vandross and Brian McKnight.
WHERE: North Shore Center for Performing Arts, 9501 Skokie Blvd, Skokie
WHEN: 8 p.m., Nov. 14

Which event are you planning to check out this weekend? Share your thoughts at mikeandjonpodcast.com.

Jon King

Jon King is an experienced journalist with 3 years of experience in the field. With a strong background in investigative reporting, Jon is known for his in-depth coverage of crime news, finance news, local news, and USA news. Currently working with Mikeandjonpodcast, Jon brings his sharp investigative skills, where he provides timely updates and analysis on a wide range of topics. His commitment to delivering accurate and impactful news has earned him a reputation for providing insightful and comprehensive stories that resonate with his audience.

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