Date Night Ideas in Chicago

Romantic date night ideas in Chicago. Restaurants, shows, concerts, and unique experiences for couples.

50 results found

Sketch Playlist

Starts in 32 min · Fri, Apr 10, 2:30 AM–3:30 AM UTC · iO Theater · 1501 N. Kingsbury St., Chicago, IL, 60642, Chicago, IL

Sketch Playlist is a weekly sketch show that will feature all-new sketches every single week… the ultimate sketch playlist. Come see these writers and performers at the legendary iO Theater on Thursdays at 9:30pm before Saturday Night Live casts them. To learn more and stay up to date, follow us on.

Free

Bingo and Loteria / Bingo y Lotería

Fri, Apr 10, 5:00 PM–6:00 PM UTC · Sherman Park · 5440 S. Racine Ave., Chicago, IL

Join us as we spend the afternoon playing Bingo and Loteria! ¡Únete a nosotras mientras pasamos la tarde jugando Bingo y Loteria! Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 747-8184 or email access@chipublib.org to...

Danny Polishchuk at The Comedy Bar

Sat, Apr 11, 12:00 AM–1:30 AM UTC · The Comedy Bar · 162 E Superior St, Chicago, IL 60611, Chicago, 60611, Chicago, IL

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Danny Polishchuk is a comedian, writer and actor who is known for hit viral sketches which have amassed over a billion views online. He co-hosts the Boyscast with comedian Ryan Long and..

Free

Comedy Hour at Annoyance Theatre

Starts in 3 hrs · Apr 10 – Apr 11 · Annoyance Theatre & Bar · 851 W. Belmont Ave., 2nd Fl., Chicago, IL, 60657, Chicago, IL

Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix of sketch, improv, stand-up and everywhere in-between—You never really know what you’re going to get. Regular players include, but are not limited...

Bat Out Of Hell – The Musical

Happening now · Fri, Apr 10, 12:30 AM–2:30 AM UTC · Auditorium Theatre · 50 East Ida B. Wells Drive, Chicago, 60605, Chicago, IL

Get ready for Bat Out Of Hell – The Musical — the electrifying, award-winning spectacle where the legendary music of Jim Steinman and Meat Loaf takes centre stage. Direct from London’s West End, this adrenaline-fueled production is a heart-pounding celebration of rock, rebellion, and epic love....

Free

No Preguntarme Nada Bilingual Poetry Workshop with Brighton Park Poets

Tomorrow · Sat, Apr 11, 7:00 PM–8:30 PM UTC · Archer Heights Branch · 5055 S. Archer Avenue, Chicago, IL

“No preguntarme nada” is a 90-minute bilingual (ENG/SP) poetry-writing workshop responding to the work of poet, playwright, and theater director Federico García Lorca. Participants will discuss source materials, respond to timed prompts, and share their work. Prompts will explore themes of...

Unsolicited Chick Pics: The KJ & Chloe Show

In 2 days · Sun, Apr 12, 3:00 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Did you ask for this show? No. Are you seeing it anyway? Yes. “Unsolicited Chick Pics” is a sketch comedy show that explores the realities of life in 2026 as an “outcast” in...

Giordano Dance Chicago: Ignite the Soul! Season 63

Starts in 11 hrs · Fri, Apr 10, 12:30 PM–2:30 PM UTC · Harris Theater for Music and Dance · 205 East Randolph Street, Chicago, 60601, Chicago, IL

Giordano Dance Chicago (GDC), America’s Original Jazz Dance company, returns to the Harris Theater for its 63rd season, radiating energy and boundless spirit with three world premieres: “Dumb Luck!” by GDC Resident Choreographer and Emmy Award-winner Al Blackstone, “numaH” by Broadway, commercial,..

Free

English Conversation Practice Group

Fri, Apr 10, 5:00 PM–7:00 PM UTC · Manning · 6 S. Hoyne Ave., Chicago, IL

Do you want to practice speaking and understanding English and improve your communications skills? Join our conversation group with Literacy Chicago and improve your ability to communicate. This group focuses on having lively discussions about current events, life in Chicago, and many other topics..

Free

Saturday Game Day

Tomorrow · Sat, Apr 11, 3:00 PM–8:00 PM UTC · Garfield Ridge Branch · 6348 S. Archer Avenue, Chicago, IL · Ages 18+

Join us every Saturday for Saturday Game Day. This is a drop-in program. Bring a game or play one of ours: UNO, Skip-bo, Mexican Train, Scrabble, Outburst, Upwards, Rummy 500, Canasta, Chess, Checkers, Sorry and more! Players gather on adult side of building as space allows. No registration is...

Free

Sandra Hansen | Our Exquisite Pollution Series: Under the Sea

Starts in 12 hrs · Fri, Apr 10, 2:00 PM–9:00 PM UTC · Evanston Art Center · 1717 Central St, Evanston, 60201, Evanston, IL

The Evanston Art Center (EAC) is excited to welcome the public to our upcoming exhibition, Sandra Hansen | Our Exquisite Pollution Series: Under the Sea. The exhibition will be on display from March 28 – April 26, 2026, with an opening reception on Sunday, March 29, from 1-4pm that will be free and.

UP’N COMING – CATCH CHICAGO’S RISING COMICS BEFORE TV DEBUT

Sat, Apr 11, 12:30 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Don’t miss Chicago’s rising comedy stars before they hit TV, plus surprise guests from Netflix and Comedy Central! Get your tickets now for an unforgettable night of laughter!

The Maine – I Love You But… I Chose The Maine 2026 Tour

Fri, Apr 10, 11:30 PM–3:00 AM UTC · The Salt Shed · 1357 N Elston Ave, Chicago, IL, Chicago, IL, 60642, Chicago, IL

Rock band The Maine will perform live at Chicago’s The Salt Shed Indoors on Apr. 10, 2026.

Free

World of Micro Poetry with Regina Harris Baiocchi

In 3 days · Mon, Apr 13, 11:00 PM–12:00 AM UTC · Little Italy · 1336 W. Taylor St., Chicago, IL

In this workshop, monoku, haiku, renga, and senryū will be explored. Poetry from the Americas, China, Ghana, Japan, Pakistan, and UK will be introduced. Regina Harris Baiocchi is a poet, author, and founder of Haiku Festival Chicago. Haiku Festival offers poetry readings, workshops, and...

Best of The Second City

Sat, Apr 11, 1:00 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the careers of Tina Fey, Stephen Colbert, Steve Carell and more comes...

Illinois Holocaust Museum presents Experience360

Fri, Apr 10, 3:00 PM–10:00 PM UTC · Illinois Holocaust Museum presents Experience360 · 360 N State St, Chicago, 60054, Chicago, IL

Illinois Holocaust Museum presents Experience360 provides a panoramic view through history and truth, inviting visitors of all backgrounds to witness stories of survival, ask questions, and reflect on the past in ways that inspire empathy, respect, and hope. Featuring cutting-edge technology and...

Free

Mario Kart Tournament

Tomorrow · Sat, Apr 11, 3:00 PM–4:00 PM UTC · Lisle Library District · 777 Front St, Lisle, IL

Think you've got what it takes to be Lisle's best Mario Kart Racer? Enter and compete for the title. This game is rated E. Ending times for this event may vary by up to 15 minutes. Registration required.

OhJay Lamont & Friends at The Comedy Bar

Happening now · Fri, Apr 10, 12:00 AM–2:00 AM UTC · The Comedy Bar · 162 E Superior St, Chicago, IL 60611, Chicago, 60611, Chicago, IL

OhJay Lamont, born and raised on the west side of Chicago, started doing stand-up comedy in 2015. He has worked in many different areas of the entertainment industry, including stand-up, improv, radio, hosting, producing, acting, voice-overs, and videography. OhJay started catching a buzz when his..

Free

Resume Clinic

In 4 days · Tue, Apr 14, 6:00 PM–7:00 PM UTC · Hall Branch · 4801 S. Michigan Avenue, Chicago, IL

Need to create a resume or a cover letter but not sure how? Do you need to freshen up your current resume? Join us as we show you how to create a resume and cover letters. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 747-8184 or.

Snow White and the Seven Dwarfs

Fri, Apr 10, 3:30 PM–4:30 PM UTC · Stahl Family Theatre · 5900 W Belmont Ave, Chicago, 60634, Chicago, IL

The Queen is jealous of Snow White’s Beauty! So she runs off into the woods to live with seven crazy Dwarfs. Will the Queen find her? Will Prince Charming save the day? You won’t want to miss this classic Fairy Tale presented by CKC. There is nothing scary in our version, just fun and silliness!

Goldilocks and the Three Bears

Fri, Apr 10, 3:30 PM–4:30 PM UTC · Beverly Arts Center of Chicago · 2407 W. 111th St. , Chicago, IL, 60655, Chicago, IL

This musical is JUST RIGHT! This show is based on the classic story of a young girl who ventures into the woods and stumbles on a cute house with 3 bowls of porridge, 3 chairs, and 3 beds.

Free

TEXAS ART NOW: Rhythms and Myths

Starts in 12 hrs · Fri, Apr 10, 2:00 PM–9:00 PM UTC · Evanston Art Center · 1717 Central St, Evanston, 60201, Evanston, IL

The Evanston Art Center (EAC) is excited to welcome the public to our upcoming exhibition, TEXAS ART NOW: Rhythms and Myths. The exhibition will be on display from March 28 – April 19, 2026, with an opening reception on Sunday, March 29, from 1-4pm that will be free and open to the public. All four.

Ruslan KD – Godly Ambition Tour

Sat, Apr 11, 12:00 AM–3:00 AM UTC · Park West · 322 W Armitage Ave, Chicago, 60614, Chicago, IL

Ruslan KD will bring his “Godly Ambition Tour” to Chicago on Friday, April 10, 2026.

Free

SMART Business: State vendor certification & procurement

Tomorrow · Sat, Apr 11, 3:00 PM–4:00 PM UTC · Harold Washington Library Center · 400 S. State St., Chicago, IL

The Illinois Comptroller's Office will provide step-by-step information on becoming a certified vendor with the State of Illinois, navigating procurement, and programs for small, minority, and women-owned businesses. Accessibility Need sign language interpretation or other accessibility assistance..

The Official Biography

Happening now · Fri, Apr 10, 12:30 AM–2:00 AM UTC · The Den Theatre · 1331 North Milwaukee Avenue, Chicago, 60622, Chicago, IL

When young black journalist Xan Smith is assigned to interview the once successful, now aging, white novelist, Henry Percival, her mission is clear. She is prepared to dismantle his career with a scathing expose that will cement her own reputation as a fearless cultural critic. But during their...

Clued In

Sat, Apr 11, 12:00 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of crime, secrets, and scandals right before your eyes....

Free

Genealogy 101

In 4 days · Tue, Apr 14, 9:00 PM–10:00 PM UTC · Legler Regional · 115 S. Pulaski Rd., Chicago, IL

Do you want to discover your roots but don't know where to start? Join Legler staff and learn how to gather your ancestors' information and how to start a basic genealogy search using the Ancestry.com database and more. Please bring your vital information (birth date/place, death date/place,...

Free

Epic Story Telling: Shaggy Dog Story

Tomorrow · Sat, Apr 11, 7:30 PM–9:00 PM UTC · Sulzer Regional · 4455 N. Lincoln Ave., Chicago, IL

A shaggy dog story is a meandering, gloriously digressive journey through a cascade of events that builds expectation with great care — only to land, deliberately and beautifully, on a disappointing anti-climax. It is storytelling for the sheer pleasure of storytelling. The great American...

Microwave – Much Love 10 Year Anniversary Tour

Happening now · Fri, Apr 10, 12:00 AM–3:00 AM UTC · The Salt Shed Indoors · 1357 N Elston Ave, Chicago, 60642, Chicago, IL

Atlanta alternative rock band Microwave will perform live at Chicago’s The Salt Shed Indoors on Apr. 9, 2026.

Free

Laser Cutter Workshop: Garden Markers

Fri, Apr 10, 4:00 PM–5:30 PM UTC · Oak Park Public Library - Main · 834 Lake St, Oak Park, IL

Join us in creating a customized garden marker to organize your vegetable or flower garden using a laser cutter! Attendees will design the shape and text of their garden marker, then sign up for a time to get the project cut out during Open Hours.. All materials will be provided. Patrons under the..

Free

Public Speaking Practice With the WAO Toastmasters Club

Tomorrow · Sat, Apr 11, 3:30 PM–5:30 PM UTC · Wrightwood-Ashburn · 8530 S. Kedzie Ave., Chicago, IL

Join us in person as we prepare to improve your public speaking skills, build your leadership skills, maximize your potential and more with the Wrightwood-Ashburn Overcomers (WAO) Toastmasters Club, in partnership with the Wrightwood-Ashburn Branch. Accessibility Need sign language...

Free

CHARGES (The Supplicants)

Happening now · Fri, Apr 10, 12:00 AM–2:00 AM UTC · Theatre Y · 3611 W Cermak Rd, Chicago, 60623, Chicago, IL

Theatre Y Presents CHARGES (The Supplicants) German title: Die Schutzbefohlenen “those entrusted to protection” Written by Elfriede Jelinek Translation by Gitta Honegger American Premiere by Theatre Y A powerful elegy for the plight of refugees, from ancient times to the present. Chicago, IL — Join.

The Cuttlefish, or the Hyrcanian Worldview

Happening now · Fri, Apr 10, 1:00 AM–2:30 AM UTC · Trap Door Theatre · 1655 W. Cortland St., IL, 60622, Chicago, IL

Trap Door Theatre Presents: The Cuttlefish, or the Hyrcanian Worldview Written by Stanisław I. Witkiewicz Translated by Daniel Gerould Directed by Nicole Wiesner Part philosophical farce, part surreal fever dream—Witkiewicz’s The Cuttlefish, or the Hyrcanian Worldview is a razor-sharp satire of art.

Free

Harmony From Inside: A Poetry Performance and Workshop with Tanae B

In 4 days · Tue, Apr 14, 11:00 PM–12:30 AM UTC · Logan Square · 3030 W. Fullerton Ave., Chicago, IL

In this poetry workshop and performance, we will all seek to find our inner artist, voice, and be grounded in the stories that made us (good, bad, or indifferent experiences). Participants across disciplines and generations—particularly students in young creatives and older adults are welcome to...

Free

Wicker Park Bucktown’s “First Fridays” Art Walk

Fri, Apr 10, 11:00 PM–1:00 AM UTC · Jackson Junge Gallery · 1389 N Milwaukee Ave, Chicago, 60622, Chicago, IL

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All galleries, pop-up galleries, artistic spaces, and more will open their doors for guests to explore the exhibits, admire unique...

Chill AF Presents

Tomorrow · Sun, Apr 12, 1:30 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Chill AF Presents the best comedians Chicago has to offer, plus special drop-ins from prominent name comedians you’ve seen on SNL, Comedy Central, and Netflix

Free

Film Screening: Conclave (2024)

In 2 days · Sun, Apr 12, 7:00 PM–9:00 PM UTC · Hall · 4801 S. Michigan Ave., Chicago, IL

Join us for a screening of Conclave . Conclave follows one of the world's most secretive and ancient events - selecting the new Pope. Cardinal Lawrence (Ralph Fiennes) is tasked with running this covert process after the unexpected death of the beloved Pope. Once the Catholic Church's most powerful.

FreeOutdoor

Crushed By Giants Brewing Company

Crushed By Giants Brewing Company · 600 N. Michigan Ave., Chicago, IL, 60611, Chicago, IL

Crushed By Giants Brewing Company is a craft brewery and restaurant in Chicago’s Streeterville neighborhood, located at the corner of Rush and Ohio. The beer...

August Wilson’s “Ma Rainey’s Black Bottom”

Happening now · Fri, Apr 10, 12:30 AM–3:00 AM UTC · Goodman Theatre · 170 N. Dearborn St., Chicago, IL, 60601, Chicago, IL

DIRECTED BY CHUCK SMITH ASSOCIATE DIRECTOR AND MUSIC DIRECTOR HARRY J. LENNIX “The more music you got in the world, the fuller it is.” Ma Rainey’s band is waiting. It’s 1927 Chicago, and “The Mother of the Blues” takes her time getting ready to record. Tensions and temperatures rise as the...

Free

"Poet-tea" Slam

In 1 week · Thu, Apr 23, 11:00 PM–12:00 AM UTC · Daley, Richard M. · 733 N. Kedzie Ave., Chicago, IL

Join us for "poet-tea!" Drink tea and write poetry to celebrate National Poetry Month . Make a "found poem" collage out of cut-out words or free write, then share what you wrote in an open mic-style "poetry slam." Or select a poem to read from our collection by a famous poet such as...

Free

Adult Craft: PomPom Garland

Sat, Apr 11, 12:00 AM–1:30 AM UTC · Lisle Library District · 777 Front St, Lisle, IL

Join us to learn how to create pompoms with yarn and turn them into a festive garland! *** Patrons registered for the craft who show up 15 minutes or more past the program start time may have their seat given to a waitlist registrant.

Comedy Night for Immigrant Rights

Happening now · Fri, Apr 10, 12:00 AM–2:00 AM UTC · The Lincoln Lodge Theater · 2040 N. Milwaukee Ave., Chicago, 60647, Chicago, IL

About: “Comedy Night for Immigrant Rights” is a stand-up show featuring a talented, diverse lineup of Chicago comedians. Every dollar from ticket sales goes directly to the Illinois Coalition for Immigrant and Refugee Rights (ICIRR), which works to advance the rights of immigrants and refugees so...

Expo Chicago 2026

Happening now · Thu, Apr 9, 5:00 AM–4:59 AM UTC · Navy Pier · Chicago, Chicago, IL · Ages 55+

EXPO CHICAGO Contemporary Art Fair returns to Navy Pier this April 9–12 for its 13th edition, featuring over 130 leading galleries from across the United States and the globe, alongside a dynamic program of talks, on-site installations and special events. Tickets start at $40 for single-day...

The Second City Mainstage 114th Revue

Fri, Apr 10, 1:00 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Come see The Second City Mainstage brand new 114th Revue. This is the most exciting time to see a show on our stages. The cast is fresh, new material is worked into the show every night, and your...