#1
Oil Lamp TheaterFri, Nov 20, 2026 · 7:30pm$30 – $55
Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play”
Oil Lamp Theater
Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play” at Oil Lamp Theater.
One Weekend Only
Date night in Chicago Sunday Night, Nov 22
9 picks
The 9 best date night picks in Chicago on Sunday night, Nov 22
- Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play” — Fri, Nov 20 7:30pm · $30 – $55 · Oil Lamp Theater
- Porchlight Music Theatre’s Little Shop of Horrors — Fri, Nov 20 7:30pm · $28 · Victory Gardens Biograph Theater
- The Deep End — Sun, Nov 22 3:00pm · $12 · Logan Square
- Million Dollar Quartet — October 7 – January 3, 2027 · $87 in person · Aurora
- Feeding Beatrice — Fri, Nov 20 7:30pm · Hal & Martha Hyer Wallis Theater
- It’s a Wonderful Life: Live in Chicago! — Fri, Nov 20 7:30pm · American Blues Theater
- Jersey Boys — Runs through Nov 22 · CIBC Theatre
- for colored girls who considered suicide when the rainbow is enuf — Fri, Nov 20 7:30pm · eta Creative Arts Foundation
- Music of the Baroque: Bach's Mass in B Minor — Sun, Nov 22 7:30pm · 9501 Skokie Blvd
Oil Lamp Theater#1Fri, Nov 20, 2026 · 7:30pm · One Weekend Only
Oil Lamp TheaterOil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play”
Oil Lamp Theater Presents “It’s A Wonderful Life: A Live Radio Play” at Oil Lamp Theater.
Add to calendar#2
Victory Gardens Biograph TheaterFri, Nov 20, 2026 · 7:30pm$28
Porchlight Music Theatre’s Little Shop of Horrors
Victory Gardens Biograph Theater
Porchlight Music Theatre’s Little Shop of Horrors at Victory Gardens Biograph Theater.
One Weekend Only
#2Fri, Nov 20, 2026 · 7:30pm · One Weekend Only
Victory Gardens Biograph TheaterPorchlight Music Theatre’s Little Shop of Horrors
Porchlight Music Theatre’s Little Shop of Horrors at Victory Gardens Biograph Theater.
Add to calendar#3
The Den Theatre, Logan Square, Wicker Park & BucktownSun, Nov 22, 2026 · 3:00pm$12
The Deep End
Logan Square, Wicker Park & Bucktown
The Deep End follows a woman whose escape into a virtual-reality product makes her question what is real.
TheaterOne Day Only
#3Sun, Nov 22, 2026 · 3:00pm · One Day Only
The Den Theatre, Logan Square, Wicker Park & BucktownThe Deep End
The Deep End follows a woman whose escape into a virtual-reality product makes her question what is real.
Add to calendar#4
Stolp Island Theatre, Aurora, Far SuburbsOctober 7, 2026 – January 3, 2027$87 in person
Million Dollar Quartet
Aurora, Far Suburbs
Million Dollar Quartet is listed for Chicago this weekend.
Limited Run
#4October 7, 2026 – January 3, 2027 · Limited Run
Stolp Island Theatre, Aurora, Far Suburbs#5
Hal & Martha Hyer Wallis TheaterFri, Nov 20, 2026 · 7:30pm
Feeding Beatrice
Hal & Martha Hyer Wallis Theater
Feeding Beatrice at Hal & Martha Hyer Wallis Theater.
One Weekend Only
#5Fri, Nov 20, 2026 · 7:30pm · One Weekend Only
Hal & Martha Hyer Wallis Theater#6
American Blues TheaterFri, Nov 20, 2026 · 7:30pm
It’s a Wonderful Life: Live in Chicago!
American Blues Theater
It’s a Wonderful Life: Live in Chicago! at American Blues Theater.
One Weekend Only
#6Fri, Nov 20, 2026 · 7:30pm · One Weekend Only
American Blues TheaterIt’s a Wonderful Life: Live in Chicago!
It’s a Wonderful Life: Live in Chicago! at American Blues Theater.
Add to calendar#7
CIBC Theatre#7Runs through Nov 22, 2026 · One Weekend Only
CIBC Theatre#8
eta Creative Arts FoundationFri, Nov 20, 2026 · 7:30pm
for colored girls who considered suicide when the rainbow is enuf
eta Creative Arts Foundation
for colored girls who considered suicide when the rainbow is enuf at eta Creative Arts Foundation.
One Weekend Only
#8Fri, Nov 20, 2026 · 7:30pm · One Weekend Only
eta Creative Arts Foundationfor colored girls who considered suicide when the rainbow is enuf
for colored girls who considered suicide when the rainbow is enuf at eta Creative Arts Foundation.
Add to calendar#9
George Van Dusen Theatre at North Shore Center, 9501 Skokie Blvd, Evanston & Oak ParkSun, Nov 22, 2026 · 7:30pm
Music of the Baroque: Bach's Mass in B Minor
9501 Skokie Blvd, Evanston & Oak Park
Music of the Baroque: Bach's Mass in B Minor at George Van Dusen Theatre at North Shore Center.
Limited Run
#9Sun, Nov 22, 2026 · 7:30pm · Limited Run
George Van Dusen Theatre at North Shore Center, 9501 Skokie Blvd, Evanston & Oak ParkMusic of the Baroque: Bach's Mass in B Minor
Music of the Baroque: Bach's Mass in B Minor at George Van Dusen Theatre at North Shore Center.
Add to calendarAbout this list
Stumblday's hand-checked ranking of the best date night in Chicago on Sunday night, Nov 22: 9 picks, refreshed weekly.
