Festivals & Special Events in Chicago

AUG 23 – DEC 6

Festivals & Special Events Loop

Chicago Parades

Various Dates · Downtown & Neighborhoods

SEP 12 – SEP 13

Festivals & Special Events Grant Park

El Grito Chicago

· Grant Park

SEP 12 – SEP 14

Festivals & Special Events Millenium Park

Sonic Pavilion Festival 2026

September 12-14 · Millennium Park's Great Lawn

SEP 16 – SEP 17

Festivals & Special Events Jackson Park

CAC Designing Futures Gala 2026

11:00 PM - 2:00 AM · Obama Presidential Center

SEP 16 – SEP 20

Festivals & Special Events River North

Chicago Exhibition Week

· Driehaus Museum

SEP 18 – SEP 20

Festivals & Special Events North Center

Retro on Roscoe presented by Wells Fargo

17:00 – 20:00 · On Roscoe from Damen to Leavitt

SEP 18 – SEP 20

Festivals & Special Events Old Town

Old Town Oktoberfest

17:00 – 20:00 · On Wells Street at Schiller

SEP 19

Festivals & Special Events River North

Murphy After Hours | Dance Party Curated by Brendan Fernandes

· Driehaus Museum

SEP 19

Festivals & Special Events Gage Park

Hispanic Heritage Month Celebration at Gage

12:00 PM - 4:00 PM · Gage (George) Park

SEP 19 – SEP 20

Festivals & Special Events Lincoln Park

World Dumpling Fest

11:00 – 20:00 · Wrightwood Park

SEP 24

Festivals & Special Events Loop

Tortillas & Tradition: Tortillas y Tradición

1:00 PM - 2:00 PM · Harold Washington Library Center

SEP 25 – SEP 27

Festivals & Special Events Lake View

Oktoberfest Chicago

· Southport/Wellington/Lincoln Ave.

SEP 27

Festivals & Special Events Loop

Asian Pop-Up Festival Mid-Autumn Festival Screening: DEAR YOU

Sunday, September 27 · Chicago Cultural Center, Claudia Cassidy Theater

OCT 3

Festivals & Special Events Irving Park

Fall Fest at Athletic Field

10:00 AM - 3:00 PM · Athletic Field Park

OCT 9 – OCT 11

Festivals & Special Events Sheffield & DePaul

Lincoln Park Wine Fest

· Jonquil Park

OCT 10

Festivals & Special Events Lower West Side

Indigenous Peoples' Day Celebration at Harrison

11:00 AM - 4:00 PM · Harrison (Carter) Park

OCT 10

Festivals & Special Events Lake View

Lincoln Brunch Fest

10:00 – 14:00 · On Lincoln Avenue from Diversey to Wellington

OCT 17 – OCT 18

Festivals & Special Events Loop

Open House Chicago

3:00 PM - 10:00 PM · Chicago

OCT 18

Festivals & Special Events North Center

Roscoe Village Halloween Block Party

12:00 – 18:00 · On Roscoe from Damen to Leavitt

OCT 20

Festivals & Special Events Loop

Get Lit: Witch Please

· American Writers Museum

OCT 24

Festivals & Special Events Oakland

Mitote Día De Los Muertos in La Ronda Parakata at Burnham

10:00 AM - 2:00 PM · Burnham (Daniel) Park

OCT 29

Festivals & Special Events Morgan Park

Halloween Bash at Kennedy

4:00 PM - 7:00 PM · Kennedy (Dennis) Park

NOV 7

Festivals & Special Events Logan Square

Turkey Shoot at Kosciuszko

12:00 PM - 2:00 PM · Kosciuszko (Thadeuz) Park

NOV 10

Festivals & Special Events Avondale

Nature Oasis: Community Bonfire at Brands

5:00 PM - 7:00 PM · Brands Park

NOV 10

Festivals & Special Events Loop

Get Lit: Weird Science

· American Writers Museum

NOV 20 – NOV 22

Festivals & Special Events Millenium Park

Millennium Park Holiday Market

November 20-22 · Millennium Park, Chase Promenade North

DEC 9

Festivals & Special Events Loop

Get Lit: Santa’s Book Fair

· American Writers Museum