Date Night Ideas in Chicago

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

50 results found

Free

ESL Practice; Clases de Inglés Como Segunda Idioma; 므와 英语训练 英语会话小组活动; هل ترغب في ممارسة التحدث وفهم اللغة الإنجليزية

Thu, Apr 9, 10:30 PM–12:30 AM UTC · Daley, Richard J. · 3400 S. Halsted St., Chicago, IL

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

Hooch & Holler Comedy Show

Starts in 1 hr · Thu, Apr 9, 2:00 AM–4:00 AM UTC · Bordel Cocktail & Cabaret · 1721 W Division, Chicago, IL, 60622, Chicago, IL

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An Evening Of Hilarity With Our Resident Comics, Christian Royce & Kathryn Gongaware! Sounds Are Delivered By Our Amazing DJ, J. Copes! Show Starts At 9..

The Fizz Show

Starts in 2 hrs · Thu, Apr 9, 3:00 AM–4:00 AM UTC · iO Theater · 1501 N. Kingsbury St., Chicago, IL, 60642, Chicago, IL

Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes, characters and stories with a special guest opener. Plus: Each week one resident Fizzicist must complete their assigned task or be...

Danny Polishchuk at The Comedy Bar

Tomorrow · 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

Knitting Circle

Thu, Apr 9, 11:00 PM–12:30 AM UTC · Logan Square · 3030 W. Fullerton Ave., Chicago, IL

Do you knit, crochet, embroider or do another needlecraft? Join Logan Square's Thursday Knitting Circle. Show us your work and learn from others in the group. No experience required. Accessibility Need sign language interpretation or other accessibility assistance for this event?...

Bat Out Of Hell – The Musical

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....

Unsolicited Chick Pics: The KJ & Chloe Show

In 3 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...

Comedy Night for Immigrant Rights

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...

Sky Zone Evanston: Spring Play 4 Pack

Happening now · Mar 13 – Jun 10 · Sky Zone Evanston · 1711 Maple Avenue, Evanston, IL · Ages 1+

Get 4 visits of 120-minute jump sessions for one guest. Includes 20% off Fuel Zone, access to Members Only Events, and party discounts. Sessions must be used within 60 days of purchase. SkySocks sold separately.

Giordano Dance Chicago: Ignite the Soul! Season 63

Tomorrow · 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,..

Crowd Work Wednesday

Happening now · Thu, Apr 9, 12:00 AM–2:00 AM UTC · The Comedy Bar · 162 E Superior St, Chicago, IL 60611, Chicago, 60611, Chicago, IL

Crowd Work Wednesday is a weekly interactive comedy show where anything can happen—and the audience is part of the act. Hosted by Chicago comedians Pat Bolduc and John Gasper, this show features a rotating lineup of stand-up talent sharpening their crowd work skills live on stage. No two nights are.

The Second City’s Improv Supernova: e.t.c. 50th Revue

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

The Second City’s Improv Supernova blasts open e.t.c.’s 50th Revue with the art form that started it all. No two performances are ever the same – every night is different, delightfully chaotic, and...

Free

Resume Clinic

In 5 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.

OhJay Lamont & Friends at The Comedy Bar

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

CHARGES (The Supplicants)

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.

Free

Mindful Yoga

In 5 days · Tue, Apr 14, 3:30 PM–4:15 PM UTC · Near North · 310 W. Division St., Chicago, IL · Ages 55+

This series will combine mindfulness practices with yogic movement. Each session will begin with a pranayama breathing technique, followed by 30 minutes of gentle movement, and conclude with a brief body scan meditation. All bodies and experience levels are welcome! This series is sponsored...

Free

Find Your Third Place: Lounging at Lozano

Thu, Apr 9, 10:30 PM–12:30 AM UTC · Lozano · 1805 S. Loomis St., Chicago, IL

Struggling to get work done at home? Can’t find a seat at your local café? Need a printer? Lozano will host a space for you to get your work done, charge up (yourself and electronics!), meet up with a group, discuss books, movies, liberation , and listen to some music to help you focus. Find your...

Microwave – Much Love 10 Year Anniversary Tour

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.

Expo Chicago 2026

Starts in 4 hrs · 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...

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

Tomorrow · 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 Official Biography

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...

Free

English Conversation Practice Group

Tomorrow · 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..

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

Tomorrow · 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

Get Your Blood Pressure Checked for Free with CDPH

Thu, Apr 9, 5:30 PM–8:00 PM UTC · Daley, Richard M. · 733 N. Kedzie Ave., Chicago, IL

The Chicago Department of Public Health will be at the library for free blood pressure screenings. No registration required. Just drop in on the 2nd Tuesday of the month between 12:30-3:00 p.m. Accessibility Need sign language interpretation or other accessibility assistance for this event?...

Early Stage Memory Loss Support Group, Care Partners

Thu, Apr 9, 3:30 PM–4:30 PM UTC · Orland Park Public Library · 14921 Ravinia Ave, Orland Park, IL

The library, in partnership with the Alzheimer's Association and Pathlights, is hosting an eight-week support group for those living with early stage dementia or MCI (mild cognitive impairment), and their care partners. "Early Stage" refers to people, irrespective of age, who are diagnosed with...

Main Event Hoffman Estates: Happy Hours!

Happening now · Mar 15 – Jun 12 · Main Event Hoffman Estates · 2575 Pratum Ave, Hoffman Estates, IL

It's cheers o'clock! Raise a glass to drink specials and snacks to match. Afternoon Happy Hour is available Monday-Friday during designated timeframes. Late Night Happy Hour is available Sunday-Thursday during designated timeframes. Please drink responsibly. Must be 21 to consume alcoholic beverages

Free

Comedy Hour at Annoyance Theatre

Tomorrow · 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...

Free

DIY Adult Crafts: Canvas Tote Bag Painting

In 5 days · Tue, Apr 14, 11:00 PM–12:00 AM UTC · Chicago Lawn · 6120 S. Kedzie Ave., Chicago, IL · Ages 18+

Get eco-friendly and decorate a reusable canvas tote bag to take home! Tote bags, paints and stencils will be provided. Light refreshments will be served. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312)...

The Cuttlefish, or the Hyrcanian Worldview

Tomorrow · 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.

Urban Air Chicago: Save Big. Play All Year

Happening now · Mar 14 – Jun 12 · Urban Air Chicago · 1801 W Fullerton Ave, Chicago, IL

Get 12 months of unlimited visits and full access - plus discounts on food, drinks, and merch, free socks, member events, and birthday perks. The best value of the year is waiting - hit Buy Now and kick start a full year of adventure. Offer valid for a limited time and ends 3/31/26. Promotion provid

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

Thu, Apr 9, 7:00 PM–9:30 PM 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

Adult Basic Computer Skills Help

Thu, Apr 9, 5:00 PM–9:00 PM UTC · Chicago Bee · 3647 S. State St., Chicago, IL · Ages 18+

Interested in learning more about how to use the computer or need a refresher? We are now offering one-on-one basic computer skills development through the online resource Chicago Digital Learn. If you prefer to use your own laptop, feel free to bring it. Book a 1-on-1 appointment, or just drop by..

Clued In

Tomorrow · 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....

TopGolf: $2 St. Pat’s Day Drafts

Happening now · Mar 12 – Jun 10 · TopGolf Chicago - Schaumburg · 2050 Progress Pkwy, Schaumburg, IL

Make your way to our bays for your choice of $2 green Bud Light, Coors Light or Miller Lite. Only on 03/17!

Tropical Wednesdays

Happening now · Wed, Apr 8, 11:00 PM–1:00 AM UTC · Vintage Bar Chicago · 1449 W. Taylor St., Chicago, 60607, Chicago, IL

Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!

The Ally at Theater Wit

Fri, Apr 10, 12:00 AM–2:00 AM UTC · Theater Wit · Chicago, IL

The Ally Written by Itamar Moses Directed by Jeremy Wechsler When Asaf’s student asks him to sign a manifesto condemning police brutality, he wants to help — until he realizes the petition says more than he’s ready to stand behind. As the debate roars through his Midwestern campus and his...

Free

Senior Bingo

In 6 days · Wed, Apr 15, 7:00 PM–8:30 PM UTC · Wrightwood-Ashburn · 8530 S. Kedzie Ave., Chicago, IL · Ages 55+

Join us for a fun day of Bingo for Seniors! Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 747-8184 or email access@chipublib.org to request accommodations. Requests must be made at least 14 business days before the event.

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...

Sky Zone Elmhurst: Spring Play 4 Pack

Happening now · Mar 13 – Jun 10 · Sky Zone Elmhurst · 325 W Lake St, Ste A, Elmhurst, IL · Ages 1+

Get 4 visits of 120-minute jump sessions for one guest. Includes 20% off Fuel Zone, access to Members Only Events, and party discounts. Sessions must be used within 60 days of purchase. SkySocks sold separately.

Free

Computer Basics Class

Thu, Apr 9, 5:00 PM–6:00 PM UTC · Avalon · 8148 S. Stony Island Ave., Chicago, IL

Are you interested in learning how to use a computer? Join us at Avalon Branch for a basic computer skills class. We will select classes from the online resource Chicago Digital Learn to build our digital literacy. Feel free to bring your own laptop or tablet. A limited supply of laptops will...

Sky Zone Deerfield: Spring Play 4 Pack

Happening now · Mar 13 – Jun 10 · Sky Zone Deerfield · 120 S Waukegan Rd, Deerfield, IL · Ages 1+

Get 4 visits of 120-minute jump sessions for one guest. Includes 20% off Fuel Zone, access to Members Only Events, and party discounts. Sessions must be used within 60 days of purchase. SkySocks sold separately.

Stars & Garters Presents “Stars & Garters After Dark”

Fri, Apr 10, 12:00 AM–2:30 AM UTC · Stars and Garters Club · 3914 N Clark St, Chicago, IL, 60613, Chicago, IL

Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Stars & Garters After Dark, every Thursday at 7 p.m. in the Rouge Room. Audiences are invited to enjoy a wonderful evening of live Jazz with the Steve Knight Duo and a magical interlude by John Sturk, David Jeselski or friends. The...

English Conversation Cafe

Thu, Apr 9, 5:30 PM–7:00 PM UTC · Orland Park Public Library · 14921 Ravinia Ave, Orland Park, IL

This conversation cafe provides a safe and supportive space for English Language Learners to practice and develop their language proficiency through informal dialogue, interactive activities, and community engagement. Offered in partnership with the Moraine Valley ESL program.

ComedySportz Chicago

Tomorrow · Sat, Apr 11, 12:00 AM–1:30 AM UTC · Malarkey Comedy Company · 1501 N Kingsbury St, Chicago, 60642, Chicago, IL · Ages 2–20

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games – it’s got everything real sports has – PLUS VOTING! Imagine just getting to vote your favorite team into the playoffs....

Free

Rough Drafts: Teen Craft Club

In 4 days · Mon, Apr 13, 11:00 PM–12:00 AM UTC · Beverly Branch · 1962 W. 95th Street, Chicago, IL · Ages 10–17

Check out the new DIY group led by Beverly teens for teens! Hang out, explore maker tech, and work on a different arts and crafts project each month. All materials and snacks will be provided. For teens in grades 9 to 12. How to Attend Register to receive an email reminder. As a reminder, school...

Idle Muse Theatre Company Presents “The Three Musketeers”

Tomorrow · Fri, Apr 10, 1:00 AM–3:00 AM UTC · The Edge Off Broadway Theatre · 1133 W Catalpa Ave., Chicago, IL, 60640, Chicago, IL

Idle Muse Theatre Company launches its 20th anniversary season with The Three Musketeers, March 26 – April 25, written by Robert Kauzlaric, directed by Idle Muse Artistic Director Evan Jackson adapted from the novel by Alexandre Dumas and originally commissioned for the 2010 Illinois Shakespeare...