Date Night Ideas in Chicago, IL

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

49 results found

Dr. Show

Starts in 52 min · Sun, Apr 12, 11:00 PM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Dr. Show guarantees you a one-night fix-up. They say laughter is the best medicine so we’re gonna shove it down your throats. Select members of Off-Off Campus from the University of Chicago...

Wheel of Improv

Starts in 2 hrs · Mon, Apr 13, 12:30 AM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!) Performers go head to head in a series of...

Free

Resume Clinic

Tomorrow · 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.

Extra Extra

Starts in 52 min · Sun, Apr 12, 11:00 PM UTC · The Second City Chicago · 1616 N Wells St, Chicago, IL

Improvised news room. Come join the cast of Extra Extra as we twist today’s headlines and make you laugh at today’s greatest stories through the lens of a news room, interviews, and...

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...

Free

World of Micro Poetry with Regina Harris Baiocchi

Tomorrow · 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...

Free

Craft Lab: Bag Charm

Tomorrow · Mon, Apr 13, 11:00 PM–12:00 AM UTC · Archer Heights · 5055 S. Archer Ave., Chicago, IL

Come out to try a new craft, socialize, and have fun. Make a beaded bag charm. All materials provided. *Limited availability. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 747-8184 or email access@chipublib.org to...

Outdoor

Brando’s Karaoke & Cocktail’s In The Loop

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

Brandos Speakeasy is open seven days with on demand karaoke every day. Have your after work get together at Brandos. We have the best packages...

Free

Come Play Chess with Us

Tomorrow · Tue, Apr 14, 7:00 PM–8:00 PM UTC · Chicago Bee Branch · 3647 S. State Street, Chicago, IL

Image courtesy of: teachbesideme.com Come and join us at the Chicago Bee Library with facilitator eMadeline Morgan starting on Tuesday, April 7, 2026, from 2pm to 3pm! Every Tuesday! Whether you’ve never touched a chess piece or you’ve loved the game for years, this hour is for you! We’ll learn...

Free

Genealogy 101

Tomorrow · 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

Retro Game Day: Tabletop Game Play

In 2 days · Wed, Apr 15, 7:00 PM–9:00 PM UTC · Near North Branch · 310 W. Division Street, 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 call..

Free

Rock Your Rhymes! Poets United

In 5 days · Sat, Apr 18, 7:30 PM–9:30 PM UTC · West Pullman · 830 W. 119th St., Chicago, IL

Join Poets United for an unforgettable evening of expression, and celebration. Whether you’re a poet, musician, spoken word artist, or just someone who loves to listen, this open mic is the perfect space for you! What to Expect: Powerful performances by local talent Inspiring stories, poetry,...

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

"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...

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

Robo de Identidad, Fraude y Estafas

Tomorrow · Tue, Apr 14, 5:00 PM–6:00 PM UTC · Toman Branch · 2708 S. Pulaski Road, Chicago, IL

Aprende a identificar estafas, protegerte contra el robo de identidad y qué hacer si te conviertes en víctima. Presentado por la Oficina de la Contralora de Illinois. Accesibilidad ¿Necesitas interpretación en lenguaje de señas u otra asistencia de accesibilidad para este evento? Llama al (312)...

Outdoor

The Platform Conference Center and The Green at 320

The Platform Conference Center and The Green at 320 · 320 S. Canal St., Chicago, IL, 60606, Chicago, IL

The Platform Conference Center is a world class, state-of-the-art conference center located directly next to Union Station at 320 S. Canal. Boasting four impressive spaces,...

Unsolicited Chick Pics: The KJ & Chloe Show

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...

Outdoor

Epiphany Center for the Arts

Epiphany Center for the Arts · 201 S. Ashland Ave., Chicago, IL, 60607, Chicago, IL

Epiphany Center for the Arts is Chicago's premier venue for Art, Entertainment, and Events. With a collection of rentable spaces including a dramatic, architecturally significant...

Outdoor

Saint Mary’s of Perpetual Help

Saint Mary’s of Perpetual Help · 1039 W. 32nd St., Chicago, IL, 60608, Chicago, IL

The history of St. Mary of Perpetual Help Parish began circa 1880 as Polish immigrants began settling in the Bridgeport area and established this newly...

Outdoor

Radius Chicago

Radius Chicago · 640 W. Cermak Rd., Chicago, IL, 60616, Chicago, IL

Radius Chicago is a versatile, 55,000-square-foot event space designed to host corporate gatherings, large-scale events, productions, and private concerts for 400 to 5,000 attendees. Housed...

Library Board of Trustees BGPP Meeting

Mon, Apr 13, 10:00 PM–10:30 PM UTC · Elmwood Park Public Library · 1 Conti Pkwy, Elmwood Park, IL

Monthly meeting of the Library Board of Trustees. Committee Meetings for the Library Board of Trustees. May include the Building, Finance, or BGPP committees. For more information, please contact the director or the board.

Free

I-Cash: Unclaimed Property Assistance with the Illinois State Treasurer's Office

Tomorrow · Tue, Apr 14, 4:00 PM–6:00 PM UTC · Bucktown-Wicker Park · 1701 N. Milwaukee Ave., Chicago, IL

Come find what’s yours! Get assistance searching for missing money and help filling out the initial claim form. I-Cash is a searchable database where Illinois residents can search for unclaimed funds. Property is returned at no cost with the proper identification. Accessibility Need sign language...

Outdoor

SPF Pickleball

SPF Pickleball · 2121 N. Clybourn Ave., Chicago, IL, 60614, Chicago, IL

SPF launched its flagship facility in January 2024 as Chicagos largest indoor pickleball facility, providing a tropical getaway in the heart of the citys Lincoln...

Outdoor

Altitude Trampoline Park Chicago

Altitude Trampoline Park Chicago · 404 N Armour St, Chicago, IL

Altitude Trampoline Park is an indoor trampoline and adventure park with wall-to-wall trampolines, foam pits, dodgeball, rock climbing, and birthday parties.

Outdoor

Bridgeport Art Center

Bridgeport Art Center · 1200 W. 35th St., Chicago, IL, 60609, Chicago, IL

Bridgeport Art Center is a multi-disciplinary creative home for artists, designers, and professionals working across various art forms, media and vocations. An inspirational place to...

Free

SMART Business: State vendor certification & procurement

In 4 days · Thu, Apr 16, 11:00 PM–12:00 AM UTC · Lincoln Belmont Branch · 1659 W. Melrose Street, 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..