Date Night Ideas in Chicago, IL

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

50 results found

Free

Bingo and Loteria / Bingo y Lotería

Starts in 51 min · 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

Starts in 8 hrs · 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..

Clued In

Starts in 8 hrs · 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

English Conversation Practice Group

Starts in 51 min · 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

CHARGES (The Supplicants)

Starts in 8 hrs · Sat, Apr 11, 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.

Free

Saturday Game Day

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...

The Infinite Wrench

Starts in 8 hrs · Sat, Apr 11, 12:00 AM–1:00 AM UTC · The Neo-Futurist Theater · 5153 N. Ashland Ave., Chicago, IL, 60640, Chicago, IL

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by The Neo-Futurist Ensemble. Each play offers something different, be it funny, profound, elegant, disgusting, topical, irreverent, terrifying, or a...

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

Starts in 7 hrs · 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.

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...

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

Starts in 8 hrs · 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!

Unsolicited Chick Pics: The KJ & Chloe Show

Tomorrow · 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...

Free

Wicker Park Bucktown’s “First Fridays” Art Walk

Starts in 7 hrs · 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...

Free

Mario Kart Tournament

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.

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...

Free

Our Streets & Our Stories

Starts in 6 hrs · Fri, Apr 10, 10:00 PM–12:00 AM UTC · National Public Housing Museum · 919 S. Ada St., Chicago, 60607, Chicago, IL

Enjoy a reception and explore new outdoor interactive audio stations that share Chicago voices from the National Public Housing Museum’s oral history archive. This after-hours event celebrates public art at the museum—including works by Amanda Williams and Olalekan Jeyifous, Andrea Carlson, Marisa..

FreeOutdoor

Industry Ales Brewpub

Industry Ales Brewpub · 230 S. Wabash Ave., Chicago, IL, 60604, Chicago, IL

Discover Industry Ales a chef-driven brewpub in the heart of the Chicago Loop, offering globally inspired American small plates, elevated bar food, and culinary-forward cocktails....

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...

Best of The Second City

Starts in 9 hrs · 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...

Ruslan KD – Godly Ambition Tour

Starts in 8 hrs · 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.

Outdoor

Chicago Symphony Orchestra/Symphony Center

Chicago Symphony Orchestra/Symphony Center · 220 S. Michigan Ave., Chicago, IL, 60604, Chicago, IL

Symphony Center, home of the Chicago Symphony Orchestra, presents over 200 concerts annually featuring the best of classical, jazz, world, chamber, and pop music.

Meet The Artist: Lynn Burke

Starts in 8 hrs · Sat, Apr 11, 12:00 AM–1:00 AM UTC · Orland Park Public Library · 14921 Ravinia Ave, Orland Park, IL

Memorable Threads Quilt Exhibit Come meet quilt artist, Lynn Burke, and learn about her artwork. Light refreshments will be served.

Free

Resume Clinic

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

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...

FreeOutdoor

Brandos Karaoke & Cocktail’s In The Loop

Brandos Karaoke & Cocktail’s In The Loop · 343 S. Dearborn St., Chicago, IL, 60604, Chicago, IL

We are Chicagos favorite Karaoke Lounge! Chicagos staple for karaoke and cocktails since 2007, we are perfect for any gathering where you are looking for...

Snow White and the Seven Dwarfs

Happening now · 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!

Free

Adult Craft: PomPom Garland

Starts in 8 hrs · 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.

Free

Computer Literacy Class

Starts in 2 hrs · Fri, Apr 10, 6:00 PM–7:00 PM UTC · Thurgood Marshall · 7506 S. Racine Ave., Chicago, IL

Want to learn how to use the computer? Thurgood Marshall Branch is offering basic computer classes to teach you how to use the mouse, keyboard, and learn how to create and edit documents. You can also learn how to do an internet search. There are two parts in this class namely: Beginners and...

Goldilocks and the Three Bears

Happening now · 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

Retro Game Day: Tabletop Game Play

In 5 days · Wed, Apr 15, 7:00 PM–9:00 PM UTC · Near North · 310 W. Division St., Chicago, IL

Rediscover the joy and leisure of old-school board games. Various board games, including Mahjong, Rummikub, and Chess will be provided. Or bring your own game and teach others how to play! Accessibility Need sign language interpretation or other accessibility assistance for this event? Please...

Outdoor

Wintrust Arena

Wintrust Arena · 200 E. Cermak Rd., Chicago, IL, 60616, Chicago, IL

The Wintrust Arena is a dynamic, multi-purpose venue that can be used for general sessions, business meetings, conventions, concerts, sporting events, and beyond. In the...

Free

Sandra Hansen | Our Exquisite Pollution Series: Under the Sea

Happening now · 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.

Illinois Holocaust Museum presents Experience360

Happening now · 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...

FreeOutdoor

Burger Bar Chicago South Loop

Burger Bar Chicago South Loop · 1150 S. Michigan Ave., Chicago, IL, 60605, Chicago, IL

BURGER BAR CHICAGO staple of Good Eats Group and the first Prime Burger Burger restaurant in America. Experience Chicagos premier destination for exceptional burgers and...

Free

Public Speaking Practice With the WAO Toastmasters Club

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...

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

Outdoor

Escape room "Duck and Cover Classroom" by Escape Artistry in Chicago

Escape room "Duck and Cover Classroom" by Escape Artistry in Chicago · Chicago, IL

Escape room Duck and Cover Classroom by Escape Artistry in Chicago on worldofescapes.com. Description, photos, reviews, contacts, schedule and online booking.

Expo Chicago 2026

Happening now · Fri, Apr 10, 4:00 PM–12:00 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...