Your A-Z Fall in Chicago Guide

September 8, 2025

Fall in Chicago is my favorite season here in the city. I always recommend it to out of towners. The weather has cooled off, the summer crowds are gone, but there is still so much to do! We put together a fun list of things in alphabetical order with events, the best fall activities, fall themed cafes and more!

A 

Apple Picking at All Seasons Orchard

Arts in the Dark parade

Adults Night Out at Lincoln Park Zoo

Andersonville Arts Weekend

B

Brewery Hopping in Ravenswood

Boo at the Zoo at Brookfield Zoo

The Brewed in Avondale

Bookstore Crawl in Wicker Park 

C

D

Day of the Dead Celebration at the National Mexican Art Museum 

Donuts and Cider at Stade’s Farm and Market

The DuSable Black History Museum

Decorate pumpkins from a farmer’s market 

E

Eat in a new-to-you neighborhood

Explore Eco-Friendly shops

Escape Exhibit the Museum at Griffin MSI 

Edgebrook Coffee Shop + Diner

F

Fall Fest at LP Zoo

Ferris Bueller Movie Tour at Art Institute

Finding Nemo at Marriott Theatre

Flutter into Fall at Peggy Notebaert Nature Museum

G 

Gethsemane Garden and Gift Shop 

Ghost Tours at LP Zoo

Game Day at your fave sports bar

Goodman Theatre – See Ashland Avenue

H

I

J

Jackson Park Picnic

Jibarito Sandwich at Jibaritos y Más

Jekyll & Hyde by Kokandy Productions at Chopin Theatre 

Jane Addams Hull-House Museum

K

L

M

N

Nature Boardwalk at Lincoln Park Zoo

North Park Village trail 

Night of 1000 Jack-o-Lanterns at Chicago Botanic

Nature Night Out at Peggy Notebaert

O

P

Pumpkin Patch

Patios

Picnic at Promontory Point

Ping Tom Memorial Park

Q

Quarter mile strolls on the 606

Quiet stroll along the lakefront

Quick getaway to Galena

Quiet corners at the Newberry Library 

R

Rooftop Yoga at 360 Chicago

Ravenswood Art Walk

Reeling Film Festival 

Rivers and Roads Cafe

S

See a show at the Salt Shed

Sundays on State

Second City

Sip cider at Eris Cidery 

T 

Trick-or-Treating on Southport Date TBD

Take a local brewery tour (like Barrel Bus)

Teatro Zinzanni

Thanksgiving Day Parade 

U

Upick Sunflowers or Pumpkins

University of Chicago stroll

Uptown exploring 

Understudy Coffee

V

Volunteer 

Visit Vintage Shops

Vinyl Record Store

Vegan tacos at Bloom

W

Walking Tour like Underground Donut Tour

Water Taxi to Chinatown

Walk Through Welles Park

West Loop Music and Art Fest 

X

XOchimilco Mexican Restaurant

XOCO Happy Hour 

Xurro

El Xangarrioto Mex Restaurant

Y

Yard Games at Park and Field

Yoga in the park

Yoko Ono’s Skylanding in the Garden of the Phoenix in Jackson Park

Yarn shops like Bloomin’ Spindle

Z

Zoo After Dark: Boos & Brews at Brookfield

Z Bar for views 

Zazas Pizzeria

Zanies Comedy Night Club

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