#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
Date night in Lincoln Park, Chicago the Weekend of Oct 9–12, 2026
Stumblday's hand-checked ranking of the best date night in Lincoln Park, Chicago, Lincoln Park, Lakeview & Wrigleyville the weekend of Oct 9–12, 2026: 49 picks.
49 picks · checked Sep 21
49 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, Lakeview, Lincoln Park, Lakeview & WrigleyvilleBrandon Olafsson · CC BY 2.0 · Wikimedia CommonsSaturday, October 10, 2026, 6:45 PM$13 for most screenings
Music Box of Horrors: Possession, In the Mouth of Madness & Event Horizon
One ticket covers a horror triple bill, two films on 35mm, running late into the night.
Limited Run
#3Saturday, October 10, 2026, 6:45 PM · Limited Run
Music Box Theatre, Lakeview, Lincoln Park, Lakeview & WrigleyvilleBrandon Olafsson · CC BY 2.0 · Wikimedia CommonsMusic Box of Horrors: Possession, In the Mouth of Madness & Event Horizon
One ticket covers a horror triple bill, two films on 35mm, running late into the night.
Add to calendar#4
Historic Main Stage at Athenaeum Center, Lincoln Park, Lakeview & WrigleyvilleKeiko Oikawa · Public domain · Wikimedia CommonsMon, Oct 12, 2026 · 7:30pm
Simple TOO Live: An Evening with Yotam Ottolenghi
Chef Yotam Ottolenghi talks through his new cookbook, the follow-up to Ottolenghi Simple, live.
One Day Only
#4Mon, Oct 12, 2026 · 7:30pm · One Day Only
Historic Main Stage at Athenaeum Center, Lincoln Park, Lakeview & WrigleyvilleKeiko Oikawa · Public domain · Wikimedia CommonsSimple TOO Live: An Evening with Yotam Ottolenghi
Chef Yotam Ottolenghi talks through his new cookbook, the follow-up to Ottolenghi Simple, live.
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#5
Theater Wit, Lincoln Park, Lakeview & WrigleyvilleSat, Oct 10, 2026 · 7:30pm$20–$60
Vladimir
Erika Sheffer's Vladimir follows an independent journalist under a new Russian regime.
One Day Only
#5Sat, Oct 10, 2026 · 7:30pm · One Day Only
Theater Wit, Lincoln Park, Lakeview & WrigleyvilleVladimir
Erika Sheffer's Vladimir follows an independent journalist under a new Russian regime.
Add to calendar#6
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
#6Sunday–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#7
The Second City, Lincoln Park, Lakeview & WrigleyvilleOpen runTickets starting at $45
Pandemonium, Please Hold
The Second City's 114th Mainstage revue is a loud, fast six-person comedy show.
Limited Run
#7Open run · Limited Run
The Second City, Lincoln Park, Lakeview & WrigleyvillePandemonium, Please Hold
The Second City's 114th Mainstage revue is a loud, fast six-person comedy show.
#8
Music Box Theatre, Southport Corridor, Lakeview, Lincoln Park, Lakeview & WrigleyvilleMonday, October 12, 2026 · 7 PM; post-film director Q&A$15 general admission
Begotten: New Restoration with E. Elias Merhige
A new 4K restoration screens with director E. Elias Merhige in person for a Q&A.
Limited Run
#8Monday, October 12, 2026 · 7 PM; post-film director Q&A · Limited Run
Music Box Theatre, Southport Corridor, Lakeview, Lincoln Park, Lakeview & WrigleyvilleBegotten: New Restoration with E. Elias Merhige
A new 4K restoration screens with director E. Elias Merhige in person for a Q&A.
Add to calendar#9
The Vic Theatre, Lincoln Park, Lakeview & WrigleyvilleFri, Oct 9, 2026 · 7:00pm
Robby Hoffman – Live on Tour
Comedian Robby Hoffman brings a headlining stand-up tour to the Vic Theatre.
One Day Only
#9Fri, Oct 9, 2026 · 7:00pm · One Day Only
The Vic Theatre, Lincoln Park, Lakeview & WrigleyvilleRobby Hoffman – Live on Tour
Comedian Robby Hoffman brings a headlining stand-up tour to the Vic Theatre.
Add to calendar#10
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
#10Sun, 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.
Add to calendar#11
The Second City, Lincoln Park, Lakeview & WrigleyvilleSat, Oct 10, 2026 · 7:30pm$25
Baby Wants Candy! The Original Completely Improvised Musical
Baby Wants Candy! The Original Completely Improvised Musical has enough weekend energy to earn a spot on the board.
One Day Only
#11Sat, Oct 10, 2026 · 7:30pm · One Day Only
The Second City, Lincoln Park, Lakeview & WrigleyvilleBaby Wants Candy! The Original Completely Improvised Musical
Baby Wants Candy! The Original Completely Improvised Musical has enough weekend energy to earn a spot on the board.
Add to calendar#12
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
#12Sunday 7:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#13
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSaturday 3pm
Saint-Narcisse
Saint-Narcisse has enough weekend energy to earn a spot on the board.
One Day Only
#13Saturday 3pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#14
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSaturday 7pm
The Raspberry Reich
The Raspberry Reich has enough weekend energy to earn a spot on the board.
One Day Only
#14Saturday 7pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleThe Raspberry Reich
The Raspberry Reich has enough weekend energy to earn a spot on the board.
Add to calendar#15
Stars and Garters Theater, Lincoln Park, Lakeview & WrigleyvilleSat, Oct 10, 2026 · 7:00pm$40
The Séance: Live (and dead) in Chicago
A theatrical séance recreating 19th-century spirit circles at Stars and Garters.
One Day Only
#15Sat, Oct 10, 2026 · 7:00pm · One Day Only
Stars and Garters Theater, Lincoln Park, Lakeview & WrigleyvilleThe Séance: Live (and dead) in Chicago
A theatrical séance recreating 19th-century spirit circles at Stars and Garters.
Add to calendar#16
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
#16Sunday 5:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#17
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#17Sunday 2pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#18
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleFriday 9:30pm
No Skin Off My Ass
No Skin Off My Ass has enough weekend energy to earn a spot on the board.
One Day Only
#18Friday 9:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleNo Skin Off My Ass
No Skin Off My Ass has enough weekend energy to earn a spot on the board.
Add to calendar#19
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#19Friday 7pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#20
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSaturday 5pm
The Misandrists
The Misandrists has enough weekend energy to earn a spot on the board.
One Day Only
#20Saturday 5pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleThe Misandrists
The Misandrists has enough weekend energy to earn a spot on the board.
Add to calendar#21
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
#21Sunday 3:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & Wrigleyville#22
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvilleSaturday 9:30pm
Pierrot Lunaire
Pierrot Lunaire has enough weekend energy to earn a spot on the board.
One Day Only
#22Saturday 9:30pm · One Day Only
FACETS Film Forum, Lincoln Park, Lakeview & WrigleyvillePierrot Lunaire
Pierrot Lunaire has enough weekend energy to earn a spot on the board.
Add to calendar#23
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
#23Sat, 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#24
de Maat Theatre at Second City, Lincoln Park, Lakeview & WrigleyvilleSat, Oct 10, 2026 · 6:00pm$32
420 Frankenstein
Four actors perform Shelley's Frankenstein with a cannabis twist at Second City.
One Day Only
#24Sat, Oct 10, 2026 · 6:00pm · One Day Only
de Maat Theatre at Second City, Lincoln Park, Lakeview & Wrigleyville420 Frankenstein
Four actors perform Shelley's Frankenstein with a cannabis twist at Second City.
Add to calendar