Chicago Festivals Events

Reggaeton Fest 2025 on Oak Street Beach

Whispers at Oak Street Beach 31 Aug 2025

2025 Chicago Summer Whiskey Tasting Festival (August 23) AE

Galeria Chicago 23 Aug 2025

Taste of Black Chicago: Our Flavors. Our Culture. Our Chi

7655 S Ingleside Ave 16 Aug 2025

ARC Music Festival 2025 in Chicago

Union Park 30 Aug 2025

Great American Lobster Fest 2025

Navy Pier, Chicago 16 Aug 2025

Durango Fest 2025 - Plaza Garibaldi - Chicago, IL.

Plaza Garibaldi Chicago IL 17 Aug 2025

Canni Vibe Experience

3rd Lane Oasis 23 Aug 2025

2025 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 27) AE

Downtown Chicago 27 Sep 2025

All White Attire RnB Vs Hip Hop Yacht Cruise (Labor Day WKD) Chicago

Anita Dee Yacht Charters 30 Aug 2025

Friday Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo

Lincoln Park Zoo 19 Sep 2025

Riot Fest 2025 in Chicago

Douglass Park 20 Sep 2025

Parking The Firefighters at Savannah Bananas

Rate Field 16 Aug 2025

8th Annual Labor Day Jazz Festival 2025

Millennium Park 28 Aug 2025

Annual Back2 School Bash (FREE event)

4534 W 63rd St 18 Aug 2025

Bachata Fest with Bachata Legends Danny D Xtreme & Bachata Heighz!

Alhambra Palace Restaurant 31 Aug 2025

Labor Day Weekend Evening Lake Cruise on Saturday, August 30th

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 30 Aug 2025

Baila Habibi All White Yacht Party

Anita Dee Yacht Charters 29 Aug 2025

The Lumineers, St. Vincent, Lake Street Dive in Chicago

Soldier Field 30 Aug 2025

A Brand New Day House Music Day Party at Cerise Rooftop At Virgin Hotels.

Cerise Rooftop 30 Aug 2025

Labor Day Weekend Evening Lake Cruise on Sunday, August 31st

Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) 31 Aug 2025

Adults Night Out: Block Party

Lincoln Park Zoo 21 Aug 2025

CHICAGO’S #1 DESI PARTY, AUG 15, BROWNY @LORE NIGHTCLUB

Lore Chicago 15 Aug 2025

Jerk, Seafood & Vegan Fest (JSVFest)

Union Park (outside)- Chicago West Loop 20 Sep 2025

Taste of Africa 2025: Afro-Fusion on the Beach

Ohio Street Beach 16 Aug 2025

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

Spirit of Chicago Yacht 31 Oct 2025

2nd Annual Hyde Park Best Steppers Concert with DJ Eric "ET Taylor

Harper Court 4 Sep 2025

The Drive-In Massacre

Chicago's Downtown 3 Oct 2025

The Pilsen Cruise 2 (The Finale) Latin Beats Boat Party and Fireworks Show!

Summer of George - Chicago Lakefront Cruises 16 Aug 2025

The South Side Jazz Coalition Celebrates 10 Years!

Reva and David Logan Center for the Arts 17 Aug 2025

11th Annual Arts in the Dark Halloween Parade 2025

State Street 18 Oct 2025

102ND YEAR ANNIVERSARY COMMUNITY OUTREACH & BACK 2 SCHOOL RALLY

True Light Baptist Church 24 Aug 2025

Tune-Up and Turnout: A Back-to-School Bike Ride

Stone Temple Baptist Church 17 Aug 2025

35TH ANNUAL AFRICAN FESTIVAL OF THE ARTS

Washington Park 30 Aug 2025

JSVFest (Jerk, Seafood & Vegan Festival)

West Washington Boulevard 20 Sep 2025

Pizza City Fest

430 N Rush St 22 Aug 2025

Bike the Drive 2025

Grant Park Butler Field 31 Aug 2025

AVLI NIGHTS IN MYKONOS - WHITE ATTIRE PARTY

Avli on The Park (Chicago) 6 Sep 2025

Retro on Roscoe

2000 W Roscoe St, Chicago, IL 60618-6202, United States 5 Sep 2025

Wine Crawl Chicago - Be a Tourist In Your Own Town

TBD 13 Sep 2025

ARC Music Festival - Saturday

Union Park 29 Aug 2025

Pawlooza Chicago

1140 N Wells St 23 Aug 2025

Riot! at the Disco: Emo + Pop Punk Nite [Chicago]

Beat Kitchen 15 Aug 2025

Family Solutions Wellness Fest

Dvorak (Anton) Park 23 Aug 2025

El Grito Chicago 2025 – Back w/More Música, Cultura y Orgullo 🇲🇽

Grant Park, Butler Field 13 Sep 2025

The Office E.N.T & ClubMeet4More Presents Carnival Night Cabin Party

Chicago, IL 5 Sep 2025

Chicago Vintage Festival - Bucktown

Village Bucktown Dispensary 16 Aug 2025

Labor Day Weekend All White Yacht Party | Anita Dee Yacht | Chicago

Navy Pier Marina 30 Aug 2025

Le Dîner en Blanc Chicago

Chicago 21 Aug 2025

West Town Night Market

Midwest Coast Brewing Company 21 Aug 2025

Taste of Chicago Meet and Greet

Chicago, Illinois, U.S.A. 5 Sep 2025

A Brand New Day House Music Day Party at Cerise Rooftop At Virgin Hotels.

Cerise Rooftop 24 Aug 2025

Neon Paddle Presents: SOUNDWAVES In The Park

Ping Tom Memorial Park 16 Aug 2025

Slow & Low: Chicago Lowrider Festival

Navy Pier Chicago Ilinois 11 Oct 2025

Nightmare on Chicago Street 2025

E Chicago St, Elgin, IL 60120, United States 25 Oct 2025

Labor Day Sunday Funday Sunset Cruise!

Summer Of George 31 Aug 2025

Perreo En Exceso "Randy Nota Loca & DJ Adoni" Chicago

2501 S Kedzie Ave, Chicago, IL 60623-4008, United States 6 Sep 2025

Jamie ** in Chicago

Union Park 29 Aug 2025

Daft Disko Halloween: Chicago @ Navy Pier

Bar Sol Navy Pier 31 Oct 2025

2025 Chicago Top Shelf Tasting Festival: Tequila vs Whiskey (Sept 20)

Downtown Chicago 20 Sep 2025

Josh Ritter in Chicago

Thalia Hall 7 Nov 2025

Black & Bronze: A Bronzeville Music Fest

Armstrong (Lillian Hardin) Park 6 Sep 2025

Back To School Block Party

Rainbow PUSH Headquarters 23 Aug 2025

2025 Taylor St. Little Italy Festa (Xplosive Sounds & Guests DJ Stage)

1400 W Taylor St, Chicago, IL 60607-4624, United States 14 Aug 2025

DCASE Presents - Under The Dome - OCTOBER 2025

Chicago Cultural Center 23 Oct 2025

Beyond the Gate featuring Godspeed You! Black Emperor / Dry Cleaning @ Bohemian National Cemetery

Empty Bottle 27 Sep 2025

Grammy Award Winning Rebirth Brass Band at Martyrs'

3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613 23 Aug 2025

Feature Fridays | M (1930s Cinema Appreciation Week)

Parkway Ballroom 22 Aug 2025

Diwali Celebration Party

Alhambra Palace Restaurant 24 Oct 2025

ARC Music Festival - Friday

Union Park 28 Aug 2025

City Cruises Chicago Offers City's Best Seats For 2025 Chicago Air & Water Show

City Cruises 15 Aug 2025

Mana at United Center

United Center 26 Sep 2025

Above & Beyond

Huntington Bank Pavilion at Northerly Island 21 Aug 2025

Riot Fest 2025 in Chicago

Douglass Park 19 Sep 2025

TWRP at Thalia Hall

Thalia Hall 5 Sep 2025

Nora En Pure, Cheryl Deserée in Chicago

Recess 24 Aug 2025

Air & Water Show Yacht Cruise (Anita Dee 1) Chicago

Anita Dee Yacht Charters 17 Aug 2025

Sweetest Day in Chicago

Bughouse Theater 17 Oct 2025

East Lakeview Neighbors Oktoberfest 2025

Murphy's Bleachers 20 Sep 2025

BLISS The Ultimate Caribbean Rooftop Day Party

The Wild Hare & Singing Armadillo Frog Sanctuary 17 Aug 2025

New Moon Sound Bath

Bikram Yoga West Loop 23 Aug 2025

CLEOPATRA - Presented In 70MM - One Show Only!

Music Box Theatre 16 Aug 2025

Bottomless Margaritas & Fireworks on the Riverwalk

Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) 28 May 2025

Randolph Street Market September Show

Chicago Antique Market Randolph Street 27 Sep 2025

Sonido Fest

1852 W 19th St, Chicago, IL, United States, Illinois 60608 16 Aug 2025

FIESTAS DE SEPTIEMBRE- PLAZA GARIBALDI

Plaza Garibaldi Chicago IL 1 Sep 2025

Friday Night Live - Youth Edition

KLEO Community Family Life Center 22 Aug 2025

Singles Events Ages 32-44 | Chicago Speed Dating | Speed Chicago

Recess 17 Aug 2025

Air Show Sip & Sail Cruise (Anita Dee 1) FT: Djs, Bars, Best Seat & View!

Anita Dee Yacht Charters 17 Aug 2025

Learn Forró! Free Intro Dance Class

Chicago Capoeira Center 24 Aug 2025

Above and Beyond at Huntington Bank Pavilion at Northerly Island

Huntington Bank Pavilion at Northerly Island 22 Aug 2025

Green City Market's 2025 Chef BBQ

South End of Lincoln Park 4 Sep 2025

Howl at the Moon Chicago's Pop Weekend

Howl at the Moon Chicago 29 Aug 2025

Dahlia Fest

Salvage One 7 Sep 2025

Bassjackers in Chicago

Sound-Bar 20 Sep 2025

Henry Morris

Beat Kitchen 16 Aug 2025

TAYLOR STREET in CHICAGO: Taylor Street Little Italy Festa

Chicago's Taylor Street Neighborhood 16 Aug 2025

Super Spritz Social at Benchmark in Old Town Chicago

Benchmark 22 Aug 2025

Freedom From and Freedom To

Elastic Arts 23 Aug 2025

Blue Heaven at Black Ensemble Theater

Black Ensemble Theater 6 Sep 2025

SANGRIA FESTIVAL presents CECY SANTANA!

Humboldt Park, Chicago 23 Aug 2025