#1
Lincoln Park Zoo, Lincoln ParkFri, Oct 23, 2026 · 8:00amFree
Fall Fest at Lincoln Park Zoo
Lincoln Park Zoo, Lincoln Park
Fall Fest at Lincoln Park Zoo at Lincoln Park Zoo.
FreeLimited Run
Outdoors in Chicago the Weekend of Oct 23–25, 2026
23 picks
The 10 best outdoor picks in Chicago the weekend of Oct 23–25
- Fall Fest at Lincoln Park Zoo — Fri, Oct 23 8:00am · Free · Lincoln Park
- Wicker Park Farmers Market — Sun, Oct 25 8:00am · Free · Wicker Park
- Taan — Open this weekend — recently opened · Pilsen
- Night of 1,000 Jack-o'-Lanterns — Final weekend through Sun, Oct 25 6:30–10:30pm · Adults from $24 for nonmember… · Glencoe
- teamLab: Everything Exists in Infinite Continuity — September 22 – February 21, 2027 · Free · Hyde Park
- Threads of a Nation: Preserving Presidential Clothing — Opens Saturday, October 24 · Lincoln Park
- Walking Tour — Sun, Oct 25 12:00pm · Lincoln Park
- Antepli Mediterranean Grill — Open this weekend — recently opened · Andersonville
- Walking Tour — Sat, Oct 24 10:00am · Lincoln Park
- Soul of the Stone — September 5 – November 29 · Pilsen
Lincoln Park Zoo, Lincoln Park#1Fri, Oct 23, 2026 · 8:00am · Limited Run
Lincoln Park Zoo, Lincoln Park#2
Wicker ParkSun, Oct 25, 2026 · 8:00amFree
Wicker Park Farmers Market
Wicker Park
Wicker Park Farmers Market at Wicker Park.
FreeLimited Run
#2Sun, Oct 25, 2026 · 8:00am · Limited Run
Wicker Park#3
Taan, Humboldt Park, Pilsen, West Town & the West Side#3Open this weekend — recently opened · Limited Run
Taan, Humboldt Park, Pilsen, West Town & the West Side#4
Chicago Botanic Garden, Glencoe, Far Suburbscultivar413 · CC BY 2.0 · Wikimedia CommonsFinal weekend through Sun, Oct 25, 2026 · 6:30–10:30pmAdults from $24 for nonmember…
Night of 1,000 Jack-o'-Lanterns
Glencoe, Far Suburbs
Seventy-five giant pumpkins, live carving and performers light a three-night garden walk.
Limited Run
#4Final weekend through Sun, Oct 25, 2026 · 6:30–10:30pm · Limited Run
Chicago Botanic Garden, Glencoe, Far Suburbscultivar413 · CC BY 2.0 · Wikimedia CommonsNight of 1,000 Jack-o'-Lanterns
Seventy-five giant pumpkins, live carving and performers light a three-night garden walk.
Add to calendar#5
Smart Museum of Art, Hyde ParkAdam Jones, Ph.D. · CC BY-SA 3.0 · Wikimedia CommonsSeptember 22, 2026 – February 21, 2027; Tuesday–Sunday 10 a.m.–4:30 p.m.Free
teamLab: Everything Exists in Infinite Continuity
Smart Museum of Art, Hyde Park
The Tokyo art collective teamLab's immersive show at the Smart Museum, with free admission.
FreeArt
#5September 22, 2026 – February 21, 2027; Tuesday–Sunday 10 a.m.–4:30 p.m. · Limited Run
Smart Museum of Art, Hyde ParkAdam Jones, Ph.D. · CC BY-SA 3.0 · Wikimedia CommonsteamLab: Everything Exists in Infinite Continuity
The Tokyo art collective teamLab's immersive show at the Smart Museum, with free admission.
Add to calendar#6
Chicago History Museum, Lincoln ParkOpens Saturday, October 24
Threads of a Nation: Preserving Presidential Clothing
Chicago History Museum, Lincoln Park
Presidential garments and accessories reveal how museum conservators protect clothing tied to the nation's early leaders.
ArtOne Day Only
#6Opens Saturday, October 24 · One Day Only
Chicago History Museum, Lincoln ParkThreads of a Nation: Preserving Presidential Clothing
Presidential garments and accessories reveal how museum conservators protect clothing tied to the nation's early leaders.
Add to calendar#7
Glessner House, Lincoln ParkSun, Oct 25, 2026 · 12:00pm
Walking Tour
Glessner House, Lincoln Park
Walking Tour | Historic Prairie Avenue at Glessner House.
One Day Only
#7Sun, Oct 25, 2026 · 12:00pm · One Day Only
Glessner House, Lincoln Park#8
Antepli Mediterranean Grill, Albany Park, Andersonville, Uptown & Lincoln SquareOpen this weekend — recently opened
Antepli Mediterranean Grill
Andersonville, Uptown & Lincoln Square
Antepli Mediterranean Grill at Antepli Mediterranean Grill.
Limited Run
#8Open this weekend — recently opened · Limited Run
Antepli Mediterranean Grill, Albany Park, Andersonville, Uptown & Lincoln SquareAntepli Mediterranean Grill
Antepli Mediterranean Grill at Antepli Mediterranean Grill.
Add to calendar#9
Chicago History Museum, Lincoln ParkSat, Oct 24, 2026 · 10:00am
Walking Tour
Chicago History Museum, Lincoln Park
Walking Tour | Glitterati on the Gold Coast at Chicago History Museum.
Limited Run
#9Sat, Oct 24, 2026 · 10:00am · Limited Run
Chicago History Museum, Lincoln Park#10
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideSeptember 5 – November 29, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and TuesdayFree for Chicago residents wi…
Soul of the Stone
Pilsen, West Town & the West Side
Soul of the Stone is listed for Chicago this weekend.
ArtLimited Run
#10September 5 – November 29, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and Tuesday · Limited Run
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideMore picks for Oct 23–25, 2026
#11
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideSeptember 23 – November 15, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and TuesdayFree for Chicago residents wi…
The Oracle of Evergreen: A Black Plant IT Exhibition 2026
Pilsen, West Town & the West Side
The Oracle of Evergreen: A Black Plant IT Exhibition 2026 is listed for Chicago this weekend.
ArtLimited Run
#11September 23 – November 15, 2026; Wednesday 10 a.m.–8 p.m., Thursday–Sunday 10 a.m.–5 p.m., closed Monday and Tuesday · Limited Run
Garfield Park Conservatory, East Garfield Park, Pilsen, West Town & the West SideThe Oracle of Evergreen: A Black Plant IT Exhibition 2026
The Oracle of Evergreen: A Black Plant IT Exhibition 2026 is listed for Chicago this weekend.
Add to calendar#12
Wrightwood 659, Lincoln ParkSeptember 25–December 19, 2026; open Fridays and Saturdays with timed-entry tickets$20 general admission
Inner Worlds: Visions from the Hirshhorn Collection
Wrightwood 659, Lincoln Park
Kusama joins Bauermeister and de Saint Phalle in a Hirshhorn Collection exhibition.
ArtLimited Run
#12September 25–December 19, 2026; open Fridays and Saturdays with timed-entry tickets · Limited Run
Wrightwood 659, Lincoln ParkInner Worlds: Visions from the Hirshhorn Collection
Kusama joins Bauermeister and de Saint Phalle in a Hirshhorn Collection exhibition.
Add to calendar#13
Park WestSat, Oct 24, 2026 · 7:30pm
Halloweensteen 2026 – Chicago, IL
Park West
Halloweensteen 2026 – Chicago, IL at Park West.
One Day Only
#13Sat, Oct 24, 2026 · 7:30pm · One Day Only
Park West#14
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West LoopFri, Oct 23, 2026 · 7:00pm
The Winter's Tale
Downtown, the Loop & West Loop
The Winter's Tale at Chicago Shakespeare Theater.
One Weekend Only
#14Fri, Oct 23, 2026 · 7:00pm · One Weekend Only
Chicago Shakespeare Theater, 800 East Grand Avenue on Navy Pier, Downtown, the Loop & West LoopPlanning ahead for Oct 23–25, 2026?
It lands the Friday before, plus every Friday until then. Unsubscribe anytime.
#15
Baer Theater at Morgan Park AcademyFri, Oct 23, 2026 · 7:30pm$28
Beverly Theatre Guild presents “Rodgers & Hammerstein’s Cinderella”
Baer Theater at Morgan Park Academy
Beverly Theatre Guild presents “Rodgers & Hammerstein’s Cinderella” at Baer Theater at Morgan Park.
One Weekend Only
#15Fri, Oct 23, 2026 · 7:30pm · One Weekend Only
Baer Theater at Morgan Park AcademyBeverly Theatre Guild presents “Rodgers & Hammerstein’s Cinderella”
Beverly Theatre Guild presents “Rodgers & Hammerstein’s Cinderella” at Baer Theater at Morgan Park.
Add to calendar#16
City Cruises Chicago – Navy Pier, Downtown, the Loop & West LoopFri, Oct 23, 2026 · 3:00pm$37 – $60
City Cruises Chicago Seadog Haunted River Tour
Downtown, the Loop & West Loop
City Cruises Chicago Seadog Haunted River Tour at City Cruises Chicago – Navy Pier.
One Weekend Only
#16Fri, Oct 23, 2026 · 3:00pm · One Weekend Only
City Cruises Chicago – Navy Pier, Downtown, the Loop & West LoopCity Cruises Chicago Seadog Haunted River Tour
City Cruises Chicago Seadog Haunted River Tour at City Cruises Chicago – Navy Pier.
Add to calendar#17
Chicago History Museum, Lincoln ParkSat, Oct 24, 2026 · 12:00pm
Film Screening
Chicago History Museum, Lincoln Park
Film Screening | “City & State Shorts: Journey Within” at Chicago History Museum.
One Day Only
#17Sat, Oct 24, 2026 · 12:00pm · One Day Only
Chicago History Museum, Lincoln ParkFilm Screening
Film Screening | “City & State Shorts: Journey Within” at Chicago History Museum.
Add to calendar#18
Chicago History Museum, Lincoln ParkSun, Oct 25, 2026 · 3:00pm
Film Screening
Chicago History Museum, Lincoln Park
Film Screening | “No Hands: The Wild Ride of the Schwinn Bicycle Company” at Chicago History Museum.
One Day Only
#18Sun, Oct 25, 2026 · 3:00pm · One Day Only
Chicago History Museum, Lincoln ParkFilm Screening
Film Screening | “No Hands: The Wild Ride of the Schwinn Bicycle Company” at Chicago History Museum.
Add to calendar#19
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United StatesFri, Oct 23, 2026 · 10:00am$17.50
Incredible Insects: Interactive Live Bug Exhibit
IL 60611, United States
INCREDIBLE INSECTS: Interactive Live Bug Exhibit at Navy Pier, 600 E Grand Ave, Chicago, IL 60611.
ArtLimited Run
#19Fri, Oct 23, 2026 · 10:00am · Limited Run
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United StatesIncredible Insects: Interactive Live Bug Exhibit
INCREDIBLE INSECTS: Interactive Live Bug Exhibit at Navy Pier, 600 E Grand Ave, Chicago, IL 60611.
Add to calendar#20
CTA Belmont Red/Brown/Purple, Lincoln ParkSat, Oct 24, 2026 · 10:00am
OUT at CHM
CTA Belmont Red/Brown/Purple, Lincoln Park
OUT at CHM | North Side LGBTQIA+ Stories Walking Tour at CTA Belmont Red/Brown/Purple.
One Day Only
#20Sat, Oct 24, 2026 · 10:00am · One Day Only
CTA Belmont Red/Brown/Purple, Lincoln ParkOUT at CHM
OUT at CHM | North Side LGBTQIA+ Stories Walking Tour at CTA Belmont Red/Brown/Purple.
Add to calendar#21
Park WestFri, Oct 23, 2026 · 7:30pm
Patrick Droney – The Made You Look Tour
Park West
Patrick Droney – The Made You Look Tour at Park West.
One Day Only
#21Fri, Oct 23, 2026 · 7:30pm · One Day Only
Park WestPatrick Droney – The Made You Look Tour
Patrick Droney – The Made You Look Tour at Park West.
Add to calendar#22
Jackson Junge GalleryFri, Oct 23, 2026 · 6:00pmFree
Wicker Park Bucktown’s “First Fridays” Art Walk
Jackson Junge Gallery
Wicker Park Bucktown’s “First Fridays” Art Walk at Jackson Junge Gallery.
FreeLimited Run
#22Fri, Oct 23, 2026 · 6:00pm · Limited Run
Jackson Junge GalleryWicker Park Bucktown’s “First Fridays” Art Walk
Wicker Park Bucktown’s “First Fridays” Art Walk at Jackson Junge Gallery.
Add to calendar#23
Lincoln Park Zoo, Lincoln ParkFri, Oct 23, 2026 · 6:30pm
Zoo Brews: Howls and Growls
Lincoln Park Zoo, Lincoln Park
Zoo Brews: Howls and Growls at Lincoln Park Zoo.
One Weekend Only
#23Fri, Oct 23, 2026 · 6:30pm · One Weekend Only
Lincoln Park Zoo, Lincoln ParkAbout this list
Stumblday's hand-checked ranking of the best outdoors in Chicago the weekend of Oct 23–25, 2026: 23 picks, refreshed weekly.
