Outdoors in Chicago

Meet Me on Milwaukee (MMoM) is a pilot series of “pedestrianization” events between Alderman La Spata, the Wicker Park Bucktown Chamber of Commerce (WPBCC), and the Chicago Department of Transportation.

Free

BOO-seum Bash

Sun, Oct 25 · 10 AM–1 PM · Peggy Notebaert Nature Museum, 2430 N. Cannon Dr., Chicago, IL

Trick or Treat! It’s time to have some merry mischief at the museum!

Price: see link

Spooktacular: Clark Street

Sun, Oct 25 · 1 PM–4 PM · Clark Street, Clark Street, between Armitage and Diversey and Diversey from Orchard to Lakeview, Chicago

Get ready for two days of trick-or-treating fun in Lincoln Park!

Price: see link

City Cruises Chicago Seadog Haunted River Tour

Sun, Oct 25 · 3 PM–7 PM · City Cruises Chicago – Navy Pier, 600 E Grand Ave, Chicago, IL

$37 – $60

Monday, October 26

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Mon, Oct 26 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Mon, Oct 26 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Mon, Oct 26 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Flyway City: Architecture for a Flourishing Ecosystem

Mon, Oct 26 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Tuesday, October 27

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Tue, Oct 27 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Tue, Oct 27 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Tue, Oct 27 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Flyway City: Architecture for a Flourishing Ecosystem

Tue, Oct 27 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Haunted History Tours at Lincoln Park Zoo

Tue, Oct 27 · 7 PM–9:30 PM · Lincoln Park Zoo, Chicago, Chicago

$35

Wednesday, October 28

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Wed, Oct 28 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Wed, Oct 28 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Wed, Oct 28 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Flyway City: Architecture for a Flourishing Ecosystem

Wed, Oct 28 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Haunted History Tours at Lincoln Park Zoo

Wed, Oct 28 · 7 PM–9:30 PM · Lincoln Park Zoo, Chicago, Chicago

$35

Thursday, October 29

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Thu, Oct 29 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Thu, Oct 29 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Thu, Oct 29 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Flyway City: Architecture for a Flourishing Ecosystem

Thu, Oct 29 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Nature Night Out

Thu, Oct 29 · 6 PM–8:30 PM · Peggy Notebaert Nature Museum, 2430 N. Cannon Dr., Chicago, IL

Join us on Thursday, October 29, from 6:00 to 8:30 PM for an adults-only evening at the Peggy Notebaert Nature Museum.

$30

Friday, October 30

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Fri, Oct 30 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Fri, Oct 30 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Fri, Oct 30 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Fall Fest at Lincoln Park Zoo

Fri, Oct 30 · 8 AM–5 PM · Lincoln Park Zoo, Chicago, Chicago

Free

Flyway City: Architecture for a Flourishing Ecosystem

Fri, Oct 30 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

City Cruises Chicago Seadog Haunted River Tour

Fri, Oct 30 · 3 PM–7 PM · City Cruises Chicago – Navy Pier, 600 E Grand Ave, Chicago, IL

$37 – $60

Wicker Park Bucktown’s “First Fridays” Art Walk

Fri, Oct 30 · 6 PM–8 PM · Jackson Junge Gallery, 1389 N Milwaukee Ave, Chicago

Free

Saturday, October 31

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Sat, Oct 31 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Sat, Oct 31 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Sat, Oct 31 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Fall Fest at Lincoln Park Zoo

Sat, Oct 31 · 8 AM–5 PM · Lincoln Park Zoo, Chicago, Chicago

Free

Flyway City: Architecture for a Flourishing Ecosystem

Sat, Oct 31 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

City Cruises Chicago Seadog Haunted River Tour

Sat, Oct 31 · 3 PM–7 PM · City Cruises Chicago – Navy Pier, 600 E Grand Ave, Chicago, IL

$37 – $60

Sunday, November 1

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Sun, Nov 1 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Sun, Nov 1 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Creepy Cruise

Sun, Nov 1 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$46

Fall Fest at Lincoln Park Zoo

Sun, Nov 1 · 8 AM–5 PM · Lincoln Park Zoo, Chicago, Chicago

Free

Flyway City: Architecture for a Flourishing Ecosystem

Sun, Nov 1 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Monday, November 2

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Mon, Nov 2 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Mon, Nov 2 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Mon, Nov 2 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Tuesday, November 3

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Tue, Nov 3 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Tue, Nov 3 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Tue, Nov 3 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

The Blasting Company – Over the Garden Wall Tour

Tue, Nov 3 · 7:30 PM–10:30 PM · The Vic Theatre, 3145 N. Sheffield, Chicago, IL

Los Angeles-based nouveau-folk group The Blasting Company is bringing its third annual autumn tour to Chicago, Illinois, on Tuesday, November 3, 2026, at The Vic Theatre.

Price: see link

Wednesday, November 4

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Wed, Nov 4 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Wed, Nov 4 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Wed, Nov 4 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Thursday, November 5

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Thu, Nov 5 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Thu, Nov 5 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Thu, Nov 5 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Friday, November 6

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Fri, Nov 6 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Fri, Nov 6 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Fri, Nov 6 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Wicker Park Bucktown’s “First Fridays” Art Walk

Fri, Nov 6 · 6 PM–8 PM · Jackson Junge Gallery, 1389 N Milwaukee Ave, Chicago

Free

Saturday, November 7

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Sat, Nov 7 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Sat, Nov 7 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Sat, Nov 7 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Sunday, November 8

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Sun, Nov 8 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Sun, Nov 8 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Sun, Nov 8 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Monday, November 9

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Mon, Nov 9 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Mon, Nov 9 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Mon, Nov 9 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Tuesday, November 10

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Tue, Nov 10 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Tue, Nov 10 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Tue, Nov 10 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Wednesday, November 11

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Wed, Nov 11 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Wed, Nov 11 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Wed, Nov 11 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Thursday, November 12

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Thu, Nov 12 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Thu, Nov 12 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Thu, Nov 12 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Friday, November 13

We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago

Fri, Nov 13 · Greektown Chicago, 300 S. Halsted, Chicago

Free

Chicago By Night River & Lake

Fri, Nov 13 · Chicago’s First Lady Cruises, 112 E Wacker Drive, Chicago, IL

$50

Flyway City: Architecture for a Flourishing Ecosystem

Fri, Nov 13 · 10 AM–5 PM · Chicago Architecture Center, 111 E. Wacker Dr., Chicago

Price: see link

Wicker Park Bucktown’s “First Fridays” Art Walk

Fri, Nov 13 · 6 PM–8 PM · Jackson Junge Gallery, 1389 N Milwaukee Ave, Chicago

Free

Andrew Bird & the CSO

Fri, Nov 13 · 7:30 PM–9:30 PM · Orchestra Hall, Symphony Center, 220 S. Michigan Ave., Chicago, IL

Grammy-nominated violinist, songwriter and multi-instrumentalist Andrew Bird makes his CSO debut celebrating the 20-year anniversary of his acclaimed record The Mysterious Production of Eggs .

Price: see link