#1
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleFri, Oct 9, 2026 · 7:30pm
Topdog/Underdog
Topdog/Underdog follows brothers Lincoln and Booth, getting by in America, at Steppenwolf.
Limited Run
Things to Do in Lakeview, Chicago Sunday Night, Oct 11
Stumblday's hand-checked ranking of the best things to do in Lakeview, Chicago on Sunday night, Oct 11: 14 picks, refreshed weekly.
14 picks · checked Sep 21
14 picks
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & Wrigleyville#1Fri, Oct 9, 2026 · 7:30pm · Limited Run
Steppenwolf Downstairs Theater, Lincoln Park, Lakeview & WrigleyvilleTopdog/Underdog
Topdog/Underdog follows brothers Lincoln and Booth, getting by in America, at Steppenwolf.
Add to calendar#2
Jonquil Park, Lincoln Park, Lakeview & WrigleyvilleWarren LeMay from Chicago, IL, United States · CC BY-SA 4.0 · Wikimedia CommonsOctober 9–11, 2026; Friday 5–10pm, Saturday 11am–10pm, Sunday 11am–7pmGeneral admission from $30
Lincoln Park Wine Fest
The 10th Lincoln Park Wine Fest pours in two-hour sessions in a small neighborhood park; 21+.
One Weekend Only
#2October 9–11, 2026; Friday 5–10pm, Saturday 11am–10pm, Sunday 11am–7pm · One Weekend Only
Jonquil Park, Lincoln Park, Lakeview & WrigleyvilleWarren LeMay from Chicago, IL, United States · CC BY-SA 4.0 · Wikimedia CommonsLincoln Park Wine Fest
The 10th Lincoln Park Wine Fest pours in two-hour sessions in a small neighborhood park; 21+.
Add to calendar#3
Music Box Theatre, Southport Corridor, Lakeview, Lincoln Park, Lakeview & WrigleyvilleSunday–Monday, October 11–12, 2026 · Sun 7–10 PM; Mon 5–11 PM$20 individual programs
Cinema Femme Short Film Festival 2026
The festival opens Sunday, then pairs a panel with two shorts programs.
One Weekend Only
#3Sunday–Monday, October 11–12, 2026 · Sun 7–10 PM; Mon 5–11 PM · One Weekend Only
Music Box Theatre, Southport Corridor, Lakeview, Lincoln Park, Lakeview & WrigleyvilleCinema Femme Short Film Festival 2026
The festival opens Sunday, then pairs a panel with two shorts programs.
Add to calendar#4
Park West, Lincoln Park, Lakeview & WrigleyvilleSun, Oct 11, 2026 · 7:00pm
Kanan Gill: Not This Again
Comedian Kanan Gill brings a brand-new stand-up show to Park West.
One Day Only
#4Sun, Oct 11, 2026 · 7:00pm · One Day Only
Park West, Lincoln Park, Lakeview & WrigleyvilleKanan Gill: Not This Again
Comedian Kanan Gill brings a brand-new stand-up show to Park West.
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#5
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSunday 7:30pm
Hustler White
Hustler White has enough weekend energy to earn a spot on the board.
One Day Only
#5Sunday 7:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#6
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSunday 5:30pm
Gerontophilia
Gerontophilia has enough weekend energy to earn a spot on the board.
One Day Only
#6Sunday 5:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#7
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSunday 3:30pm
The Visitor
The Visitor has enough weekend energy to earn a spot on the board.
One Day Only
#7Sunday 3:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#8
Greenhouse Theater Center, Lincoln Park, Lakeview & WrigleyvilleSat, Oct 10, 2026 · 11:00am
If You Give a Mouse a Cookie
If You Give a Mouse a Cookie has enough weekend energy to earn a spot on the board.
One Weekend Only
#8Sat, Oct 10, 2026 · 11:00am · One Weekend Only
Greenhouse Theater Center, Lincoln Park, Lakeview & WrigleyvilleIf You Give a Mouse a Cookie
If You Give a Mouse a Cookie has enough weekend energy to earn a spot on the board.
Add to calendar#9
The Second City, Lincoln Park, Lakeview & WrigleyvilleOpen run
Best of the Second City
A greatest-hits revue from the comedy theater that launched Tina Fey and Steve Carell.
Limited Run
#9Open run · Limited Run
The Second City, Lincoln Park, Lakeview & WrigleyvilleBest of the Second City
A greatest-hits revue from the comedy theater that launched Tina Fey and Steve Carell.
Add to calendar#10
iO Theater, Lincoln Park, Lakeview & WrigleyvilleSun, Oct 11, 2026 · 7:30pm$15
Harold Night
Harold Night has enough weekend energy to earn a spot on the board.
One Day Only
#10Sun, Oct 11, 2026 · 7:30pm · One Day Only
iO Theater, Lincoln Park, Lakeview & Wrigleyville#11
iO Theater, Lincoln Park, Lakeview & WrigleyvilleSun, Oct 11, 2026 · 8:00pm$15
Deep Schwa
Deep Schwa has enough weekend energy to earn a spot on the board.
One Day Only
#11Sun, Oct 11, 2026 · 8:00pm · One Day Only
iO Theater, Lincoln Park, Lakeview & Wrigleyville#12
iO Theater, Lincoln Park, Lakeview & WrigleyvilleSun, Oct 11, 2026 · 6:00pm$15
Marquee: Musical Improv
Marquee improvises an hour of musical comedy, songs and all, from audience suggestions.
One Day Only
#12Sun, Oct 11, 2026 · 6:00pm · One Day Only
iO Theater, Lincoln Park, Lakeview & WrigleyvilleMarquee: Musical Improv
Marquee improvises an hour of musical comedy, songs and all, from audience suggestions.
Add to calendar#13
Apollo Theater, Lincoln Park, Lakeview & WrigleyvilleAugust 20, 2026–January 3, 2027$45
Vape! The Grease Parody
Vape! The Grease Parody has enough weekend energy to earn a spot on the board.
Limited Run
#13August 20, 2026–January 3, 2027 · Limited Run
Apollo Theater, Lincoln Park, Lakeview & WrigleyvilleVape! The Grease Parody
Vape! The Grease Parody has enough weekend energy to earn a spot on the board.
Add to calendar#14
Judy’s Beat Lounge at the Second City Training Center, Lincoln Park, Lakeview & WrigleyvilleSun, Oct 11, 2026 · 7:00pm$15
Legs Will Be Broken: A Play, Improvised
Legs Will Be Broken: A Play, Improvised has enough weekend energy to earn a spot on the board.
One Day Only
#14Sun, Oct 11, 2026 · 7:00pm · One Day Only
Judy’s Beat Lounge at the Second City Training Center, Lincoln Park, Lakeview & WrigleyvilleLegs Will Be Broken: A Play, Improvised
Legs Will Be Broken: A Play, Improvised has enough weekend energy to earn a spot on the board.
Add to calendar