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📍 CHICAGO · DATE IDEAS

Date Ideas in Chicago

638 verified date ideas in Chicago, from free gardens and views to paid activities. Want a full evening? Use the date planner to line up stops close together.

Updated · every listing links to its official source.

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MuseumFREE

We the People: Life\, Liberty and the Pursuit of Beauty in Greektown Chicago

📍 Chicago · Chicago Central · Greektown Chicago

📅 Fri, Nov 6, 12:00 PM

The new public art exhibit We the People: Life, Liberty and the Pursuit of Beauty in Greektown Chicago celebrates the 250th anniversary of the Declaration of Independence with 40 vibrant outdoor and indoor artworks along South Halsted Street in from Madison Street to Van Buren Street in Chicago’s Greektown neighborhood. The original works by 27 professional and emerging artists and 13 Chicagoland

✓ Checked on the official page Nov 7, 2026

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LibraryFREE

“Pulitzer on the Road: Prize-Winning Works That Inform\, Empower & Inspire”

📍 Chicago · Chicago Central · Harold Washington Library Center

📅 Sat, Nov 7, 8:00 AM

The Pulitzer Prizes and American Library Association are bringing Pulitzer on the Road to the Harold Washington Library Center this fall. Opening October 14, the traveling exhibition will highlight the history and significance of the Pulitzer Prizes, the highest honor in American journalism, and one of the most prestigious in books, drama and music.   The exhibit is open to the public and free to

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LibraryFREE

ESL Conversation Cafe With Aquinas Literacy Center

📍 Chicago · Chicago Central · McKinley Park

📅 Sat, Nov 7, 9:00 AM

Practice English in a friendly relaxed space! Improve speaking and listening skills. Make new friends through real conversations and fun activities. The program is offered in partnership with Aquinas Literacy Center (773-927-0512). One-on-one tutoring is also available - ask Aquinas staff for more information or to register. Group conversation session: 9:30 - 10:30 a.m. One-On-One tutoring (option

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LibraryFREE

Color Relationships: 101 & 102

📍 Chicago · Chicago Central · Sulzer Regional

📅 Sat, Nov 7, 10:00 AM

Join Chicago base Artist April Behnke for a two part session of this hands-on workshop exploring color and the ways colors interact with one another. Through simple collage exercises, participants will experiment with color relationships and create their own compositions while learning from Behnke's artistic practice. No previous are experience is needed. Please note Color Relationships: 102 is on

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LibraryFREE

Field Adventures

📍 Chicago · Chicago Central · West Lawn

📅 Sat, Nov 7, 10:00 AM

Join the Field Museum at the branch as we explore nature together! Look at specimens from the Field Museum, make crafts and eat snacks. For families with kids 3 to 13. ¡Únete al Museo Field en la sucursal para explorar juntos la naturaleza! Veremos especímenes del Museo Field, hacemos manualidades y comer bocadillos. Para familias con niños de 3 a 13 años. How to Attend Register by the start of th

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LibraryFREE

The Art of Paper Magic: Origami for Everyone

📍 Chicago · Chicago Central · Near North

📅 Sat, Nov 7, 10:00 AM

Get ready to unleash your creativity with the magical art of origami! If you’ve ever wanted to fold up a cute animal, a mighty dinosaur, beautiful blooms or decorative boxes, this is your chance to dive in. Whether you're an adult or a child (7+), this fun and fascinating activity lets you transform a simple sheet of paper into amazing 3D creations-think swans, boats, flowers, hats, even jumping f

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LibraryFREE

WTTW Kids Learn & Play

📍 Chicago · Chicago Central · Albany Park

📅 Sat, Nov 7, 10:00 AM

Calling all preschoolers! Catch WTTW Kids Learn & Play featuring your favorite WTTW Kids characters. Participate in fun, guided learning while developing school readiness skills. Presented in partnership with WTTW. For kids 3 to 5 with an adult. ¡Llamando a todos los preescolares! Disfruta de WTTW Kids Learn & Play con tus personajes favoritos de PBS Kids. Participa en un aprendizaje divertido y g

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LibraryFREE

Cozy or Cluttered?

📍 Chicago · Chicago North Side · Edgewater

📅 Sat, Nov 7, 10:30 AM

‘Tis the season when our thoughts turn inward to home and comfort. The time is ripe for rest, peace and the pleasure of an absorbing book, a great movie, warm drinks and that special throw wrapped around your legs. Hygge , the Danish art of Living Cozy, has captured our hearts with visions of warmth, friendships, nourishing food, and candlelight. But WAIT! As you settle in for a relaxing afternoon

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LibraryFREE

Medicare 101

📍 Chicago · Chicago Central · Clearing

📅 Sat, Nov 7, 10:30 AM

Learn about the parts of Medicare: What does part A, B, C, & D mean? When should I enroll? If I am working, do I need to enroll in Part B? Are all supplemental plans the same? Find unbiased answers to these and other questions you may have. Presented by MA3 Healthcare Solutions. For more information, call (708) 484-9545. Accessibility Need sign language interpretation or other accessibility assist

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LibraryFREE

Spanish Study Group

📍 Chicago · Chicago Central · Avalon

📅 Sat, Nov 7, 10:30 AM

The motto of the Avalon Spanish Study Group is, “We teach each other.” We welcome people who are at the basic beginner and advanced beginner level in learning the Spanish language. We teach each other grammar and pronunciation. We also learn how to read, write, listen and speak Spanish. We all work from one book; however, you can start in the book at the level you are comfortable with. We meet for

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LibraryFREE

CAPOEIRA: An Afro-Brazilian Martial Art

📍 Chicago · Chicago Central · Sulzer Regional

📅 Sat, Nov 7, 11:00 AM

Join us for a unique dance and martial arts experience! Capoeira (pronounced kaa-puh-weh-ruh) is an Afro-Brazilian art form that blends dance, music, acrobatics, and tradition. To the sounds of the berimbau, atabaque, pandeiro, and more, we will learn the ginga, traditional rhythms, and clever techniques rooted in resistance and cultural expression. All levels are welcome - come move, play, and co

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LibraryFREE

Create Space / Espacio para Crear

📍 Chicago · Chicago Central · Back of the Yards

📅 Sat, Nov 7, 11:00 AM

Stop by during our create space to: Learn how to our 3D printers, vinyl cutter, and more Use our various art supplies Have a friendly low pressure space to create Check out what people are making Pásate por nuestro espacio creativo para: Aprender a utilizar nuestras impresoras 3D, la cortadora de vinilo y mucho más Utilizar nuestros diversos materiales artísticos Disfrutar de un espacio acogedor y

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LibraryFREE

Film Screening: The Fifth Element (1997)

📍 Chicago · Chicago Central · Albany Park

📅 Sat, Nov 7, 11:00 AM

Join us and watch The Fifth Element as part of our celebration of space and this year's One Book, One Chicago selection Orbital. When a supreme being crashes into his taxi, a former commando turned 23rd-century cabbie must help her retrieve four elemental stones to destroy an ancient evil—before a ruthless industrialist and human nature undo them all. © Columbia Pictures | 126 minutes | Rated PG-1

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LibraryFREE

First Saturdays Stitch-a-Palooza

📍 Chicago · Chicago North Side · Uptown

📅 Sat, Nov 7, 11:00 AM

Are you interested in crafting? Join your neighbors for stitching time, working on fiber arts, knitting, crochet, weaving, spinning, embroidery and meeting fellow crafters. Make progress on your projects in this BYOP (bring your own project) gathering. Open to all adults, from beginners to experts. Accessibility Need sign language interpretation or other accessibility assistance for this event? Pl

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LibraryFREE

Jazz Institute of Chicago presents: Lost in Space with Kevin King

📍 Chicago · Chicago Central · Manning

📅 Sat, Nov 7, 11:00 AM

Lost In Space is a series inspired by astronomy and musicians who embody the idea of space. Chicago woodwindist and composer Kevin King presents a series of compositions that represent different aspects of space and how we as human beings are reflected in that. Alumnus of the Jazz Institute of Chicago (JIC) Jazz Links program, King will be performing this limited series of concerts across the city

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LibraryFREE

Mad Hatters Story Time

📍 Chicago · Chicago North Side · Rogers Park

📅 Sat, Nov 7, 11:00 AM

The Mad Hatters are coming! Join us for a fun-filled program of books, poems and songs by the Mad Hatters of Chicago. Hear some all-time favorite books performed using hats and props. Drop in and join the fun with your whole family! For kids 3 to 12 and their families. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 747-8184 or em

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LibraryFREE

Meet Calvin B. Jones: Make a Mini-Mural

📍 Chicago · Chicago Northwest Side · Jefferson Park

📅 Sat, Nov 7, 11:00 AM

From 1976 to 1987 artist Calvin B. Jones along with fellow artist Mitchell Canton painted six murals on the South and West sides of Chicago. Jones was active in the Black Arts Movement of the 1960s and 1970s and aesthetically influenced by Chicago's AfriCOBRA collective (African Commune of Bad Relevant Artists), known for painting with bold dues they called Cool-Ade colors. Learn more in our archi

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LibraryFREE

Read to Rover

📍 Chicago · Chicago Central · Beverly

📅 Sat, Nov 7, 11:00 AM

Join Ms. Izabel and Love on a Leash for an hour of reading fun! Build reading fluency and confidence by reading aloud to certified therapy dogs. This program is part of Chicago Public Library's Jump Into Reading initiative. For kids in grades K and up and their caregivers. How to Attend Register to receive an email reminder. Chicago Public Library cannot collect personal information online from ki

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LibraryFREE

Medicare 101 on Saturday

📍 Chicago · Chicago Central · Roden

📅 Sat, Nov 7, 1:00 PM

Annual Enrollment Period begins: Oct 15 – Dec 7, 2026 If you: Are almost 65 years old and want to learn how Medicare works Have been on Medicare for a while, but you don't know much about your options Are helping your senior parents with Medicare Join Medicare Teacher and Norwood Park resident Nancy De Lira for a presentation on Medicare. After the presentation you will be able to: Understand the

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LibraryFREE

Pulitzer On The Road: Future Pulitzer Prize Winner, Chicago Style

📍 Chicago · Chicago Central · Harold Washington Library Center

📅 Sat, Nov 7, 1:00 PM

This program invites teens to explore Pulitzer Prize-winning poetry and music through a creative, hands-on art workshop led by artist and musician Antonia Lucas-Ruppert. Teen participants will reflect on powerful works of music utilizing a playlist curated by Ruppert. Using these works as inspiration, participants will create their own original music translating ideas, emotions, and their own stor

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LibraryFREE

Science Club

📍 Chicago · Chicago Central · Blackstone

📅 Sat, Nov 7, 1:00 PM

Calling all elementary schoolers! Join us for fun science activities. Sessions are led by University of Chicago pre-med students as a part of Med-ucate . For ages 6 to 13. 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 day

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LibraryFREE

Film Screening: We Shall Remain (2009)

📍 Chicago · Chicago Central · Jeffery Manor

📅 Sat, Nov 7, 1:30 PM

In honor of Native American Heritage Month (NAHM) Jeffery Manor will screen an episode of We Shall Remain. WE SHALL REMAIN establishes Native history as an essential part of American history and showcases five heartbreaking, yet inspiring stories. Together they highlight Native ingenuity and resilience over the course of 300 years, while upending two-dimensional stereotypes of American Indians as

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LibraryFREE

Can You Imagine?: The Musical Career of Tania León

📍 Chicago · Chicago Central · Harold Washington Library Center

📅 Sat, Nov 7, 2:00 PM

In conjunction with the exhibit "Pulitzer On the Road" CPL presents Pulitzer Prize winner Tania León who will give a presentation "Can You Imagine?" about her extensive work in the field of music. Cuban-born American composer, conductor and educator Tania León is one of the most acclaimed and influential musicians of her, or any other, generation. She was the first Latin American woman to win the

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LibraryFREE

ESL Practice: English Conversation Group

📍 Chicago · Chicago Central · Oriole Park

📅 Sat, Nov 7, 2:00 PM

¿Quiere aprender inglés? ¿Quiere practicar hablar y comprender inglés y mejorar sus habilidades comunicativas? Únase a nuestro grupo de conversación con Literacy Chicago y mejore su capacidad de comunicarse. Debe registrarse en línea en el sitio web de inscripción de Literacy Chicago antes de asistir a su primera sesión. Para obtener más información, visite Literacy Chicago o llame al (312) 858-60

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LibraryFREE

Let's Play Magic: The Gathering

📍 Chicago · Chicago West Side · Humboldt Park

📅 Sat, Nov 7, 2:00 PM

Join us to learn to play Magic: The Gathering! Magic is an exciting, strategic fantasy trading card game. We have lots of Magic cards to give away, thanks to donations from Magikids and generous patrons. Participants will make (and keep!) a Magic deck, and then we will go over how to play! Already know how to play? Come by and let's duel! For ages 11 to 18. Accessibility Need sign language interpr

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LibraryFREE

Write at CPL: Character, Emotion, and Suspense

📍 Chicago · Chicago North Side · Rogers Park

📅 Sat, Nov 7, 2:00 PM

Join other aspiring authors this fall for Write at CPL , a series of workshops presented by our partners at Story Studio . This workshop will focus on Character, Emotion, and Suspense and is led by Anca L. Szilágyi. In this generative class, we'll play with a variety of tools, strategies, and interactive exercises to develop the interior lives of our characters. We’ll consider the emotional experi

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LibraryFREE

Tween 3D Makerspace

📍 Chicago · Chicago Northwest Side · Jefferson Park

📅 Sat, Nov 7, 2:30 PM

Try out different ways you can make something in 3D. Check out our 3D printer, design with 3D pens and color in 3D-printed crafts to take home. All materials for various activities will be provided. For ages 10 to 13. How to Attend Register by 2:30 p.m. the day before the event. Chicago Public Library cannot collect personal information online from kids 0 to 13. A parent or guardian’s email addres

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LibraryFREE

Meet Captain Walter H. Dyett: A Concert Performance

📍 Chicago · Chicago North Side · Uptown

📅 Sat, Nov 7, 3:30 PM

Walter Henri Dyett, known as “Captain Dyett”, was a music educator, and instrumental figure in the development of jazz and black music in Chicago. As the band instructor of Bronzeville’s DuSable High School, Dyett built a powerhouse music program that produced iconic singers such as Nat King Cole, Dinah Washington, Ella Jenkins, and Johnny Hartman. His program also produced many great instrumental

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LibraryFREE

Learn Chess with Dave

📍 Chicago · Chicago Central · Walker

📅 Sun, Nov 8, 1:00 PM

Come join us for chess with Dave. Learn to play, improve your game and start your journey to becoming a master of chess! The game has been around for centuries. Come see what the deal is. Once you start playing, you will never stop! For teens and kids 10 and up. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 747-8184 or email acc

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LibraryFREE

YOUmedia Advisory Board

📍 Chicago · Chicago West Side · Humboldt Park

📅 Sun, Nov 8, 1:00 PM

YOUmedia Advisory Board (YAB) is a chance for students to help make YOUmedia their own. Students will have the opportunity to: Help plan YOUmedia programming Offer suggestions for book orders Create book displays Earn volunteer hours Make new friends Develop leadership skills and more! We will meet once a month and plan programming for teens in the community. Snacks and crafts will be available. J

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LibraryFREE

Acrylic Galaxy Painting Workshop

📍 Chicago · Chicago Central · West Belmont

📅 Sun, Nov 8, 2:00 PM

A local artist and teacher from BrentArt will lead attendees in a galaxy-themed art workshop using acrylic paint on canvas. Supplies will be provided and beginners are welcome. For adults and teens ages 13 and up. How to Attend Space and supplies are limited - registration is required. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (31

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LibraryFREE

Adult Arts & Crafts Circle

📍 Chicago · Chicago Central · Independence

📅 Sun, Nov 8, 2:00 PM

Bring your own work in progress and craft alongside other creative-minded folks. Not working on anything? Supplies will be provided to create something on the spot. 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 befor

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LibraryFREE

CHAnon Presents: Hidden Gems of Little Village

📍 Chicago · Chicago West Side · Little Village

📅 Sun, Nov 8, 2:00 PM

Join us an 8-week creative support community where artists, writers, storytellers, and makers gather to practice creative courage, share stories, and build community through art. Attendees can expect guided discussions, creative exercises, project work time, optional sharing, and connection with other creatives in a supportive, non-judgmental environment. *No artistic experience is required. Dani

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LibraryFREE

Film Screening: Michael (2026)

📍 Chicago · Chicago Central · Kelly

📅 Sun, Nov 8, 2:00 PM

Join us for a screening of Michael ! The story of the famous musician Michael Jackson, known as the King of Pop. Cast: Jaafar Jackson, Juliano Valdi, Colman Domingo Refreshments will be provided. ©Lions Gate Films Inc. |127 minutes | PG-13 Community Cinema is at a branch near you! Check out hundreds of other screenings at libraries across Chicago. Accessibility English subtitles for the deaf and h

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LibraryFREE

One Hundred Years of Old Town Art & Design: The World of Edgar Miller in A Total Work of Art

📍 Chicago · Chicago Central · Near North

📅 Sun, Nov 8, 2:00 PM

Jeff Kruse, Director of Operations of Edgar Miller Legacy and scriptwriter for the newly published graphic novel A Total Work of Art , will present on the life and times of the prolific, twentieth century Near North Side Chicago artist Edgar Miller, as well as give a behind-the-scenes look at the making of the fully illustrated biography of the artist. Appropriate and educational for teenage reade

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LibraryFREE

Twisted Threads: Fiber Arts Club- Beaded Flowers

📍 Chicago · Chicago Central · Avalon

📅 Sun, Nov 8, 2:00 PM

Calling all knitters, crocheters, embroidery extraordinaires and more! Join us for a relaxed fiber arts craft on the 2nd Sunday each month. 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.

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LibraryFREE

Breakout Game: Tornado Trouble

📍 Chicago · Chicago Northwest Side · Jefferson Park

📅 Sun, Nov 8, 3:00 PM

Tornadoes can be strong scary storms, and they can do quite a bit of damage. We are lucky to have local meteorologists to warn us when the weather is just right for tornadoes. In this breakout game the tornado warning system has been tampered with and locked in a large box. We will need to use our knowledge of tornadoes and storms to solve puzzles and breakout the warning system. Join us for a bre

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LibraryFREE

Learn English/Aprende Inglés

📍 Chicago · Chicago Central · Chicago Lawn

📅 Mon, Nov 9, 10:00 AM

Universidad Popular offers interactive English classes in a pleasant environment where you will learn how to fill out job applications, prepare for an interview, introduce yourself, answer greetings, express yourself in writing, while getting to know your community. Universidad Popular ofrece clases de inglés interactivas en un ambiente agradable donde aprenderá a llenar aplicaciones de trabajo en

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LibraryFREE

Make a Sensory Bottle

📍 Chicago · Chicago Central · Garfield Ridge

📅 Mon, Nov 9, 10:30 AM

Join us as we create a take home sensory bottle using a clear plastic bottle: just add water, soap, glitter, sequins or pom poms to create a unique and fun craft. Shake your sensory bottle and feel the calming effects. For ages 2 and up with a caregiver. How to Attend Register by the start of the event. Chicago Public Library cannot collect personal information online from kids 0 to 13. A parent o

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LibraryFREE

Make-Believe Monday Play Group

📍 Chicago · Chicago North Side · Lincoln Park

📅 Mon, Nov 9, 10:30 AM

Drop in any time for an open play time, especially for our littlest patrons! Miss Rebecca has a wide variety of educational toys available for self-directed play, ending the time with bubbles and parachute songs. This is also a great time to meet other parents and caregivers in the neighborhood. Please note that families are encouraged to sign up for only one early childhood program (play group or

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LibraryFREE

Story Time with Mr. Josh

📍 Chicago · Chicago Central · Pullman

📅 Mon, Nov 9, 10:30 AM

Join us each week for story time at the library! Bring your little ones for a fun mix of books, songs and early learning activities. It’s a great way to spark imagination, build early literacy skills and enjoy time together in a welcoming space. All families are invited—come make story time part of your weekly routine! For ages 3 to 5 and their caregivers. Accessibility Need sign language interpre

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LibraryFREE

Family Story Time / Hora del cuentos con familia

📍 Chicago · Chicago Central · Gage Park

📅 Mon, Nov 9, 11:00 AM

Join us for a story time full of books, songs and rhymes for our littlest patrons. For ages 2 to 8. 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. Acompáñanos en una hora de cuentos con libros, canci

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LibraryFREE

Make a Rug

📍 Chicago · Chicago Central · Wrightwood-Ashburn

📅 Mon, Nov 9, 12:30 PM

Join us as we partner with Envision Unlimited, a local organization that empowers adults with disabilities. Every second Monday of the month, we will learn how to create small decorative rugs. All supplies will be provided, and you will be able to take your completed rug home with you . No registration required. This program is partially supported by a grant from the Illinois Arts Council Agency t

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LibraryFREE

Cookbook Club: The Chinese Way

📍 Chicago · Chicago Central · Dunning

📅 Mon, Nov 9, 1:00 PM

Join Jenny and the Dunning Cookbook Club for a discussion of a monthly cookbook pick and recipe review. Check out the book, test out as many recipes as you like, then we'll dish on what worked and what didn't! If you'd like to bring a recipe from the book, we can provide plates and utensils to make it a party. The Chinese Way "teaches eight key methods that anyone can use to unlock their cooking:

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LibraryFREE

HAS Community Counseling & Treatment Resource Desk

📍 Chicago · Chicago West Side · Humboldt Park

📅 Mon, Nov 9, 1:00 PM

Healthcare Alternative Systems (HAS) Harm Reduction Team will be providing a varying array of harm reduction and personal care items. We will be available to connect individuals to resources for housing, mental health, substance abuse, domestic violence, benefits, medical care, and more. Come stop by the table and see if HAS can support you and your community. Image Credit: HAS Accessibility Need

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LibraryFREE

Tummy Time

📍 Chicago · Chicago North Side · Lincoln Park

📅 Mon, Nov 9, 2:30 PM

Please note that Tummy Time now takes place on Monday afternoons. Join Miss Rebecca for an introduction to story time for new babies. This interactive story time includes stories, songs, fingerplays and leg bounces, specifically designed for babies during tummy time or diaper time. Stay after story time for a time to connect with other caregivers experiencing their baby's infant years. For babies

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LibraryFREE

AI Safety Part 2: AI and the Future Ahead of Us

📍 Chicago · Chicago Central · Woodson Regional

📅 Mon, Nov 9, 3:00 PM

Join us for the second part in a three-part series about artificial intelligence and safety. In this installment, we will discuss what the future may look like with widespread adoption and use of AI principals and tools, using materials developed by the AI Safety Awareness Project. Accessibility Need sign language interpretation or other accessibility assistance for this event? Please call (312) 7

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LibraryFREE

Drop-In Art, Crafts and Play

📍 Chicago · Chicago Central · Hegewisch

📅 Mon, Nov 9, 3:00 PM

What’s your reading superpower? Find out at our after-school drop-in hour! Grab a cozy spot to get lost in an amazing story, or take a quick break to tackle a fun craft and play a game with friends. We are celebrating the absolute joy of a good book, and we want you here to share it. Bring your current read or find a brand-new adventure on our shelves! For kids 6 to 13. Accessibility Need sign lan

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Date ideas in Chicago: highlights

Coming up first: We the People: Life\, Liberty and the Pursuit of Beauty in Greektown Chicago (On now, through Nov 7, Chicago), “Pulitzer on the Road: Prize-Winning Works That Inform\, Empower & Inspire” (Sat, Nov 7, 8:00 AM, Chicago), ESL Conversation Cafe With Aquinas Literacy Center (Sat, Nov 7, 9:00 AM, Chicago) and Color Relationships: 101 & 102 (Sat, Nov 7, 10:00 AM, Chicago). Places you can visit on your own schedule include Improv Games Jam at Annoyance Theatre in Chicago, Illinois Free Days - Free Museum Admission on Tuesdays in Free (for Illinois residents with proof of residency), Illinois Free Wednesdays in Free (for Illinois residents with proof of residency) and Free Admission Days for Illinois Residents in Free (for Illinois residents; admission free, parking fee not included).

Of the 638 verified listings for date ideas in Chicago, 328 are free and 310 are paid; 153 are dated events and 485 are places you can visit any open day. The most common kinds are library (129), arts & culture (93), museum (92), outdoors (83) and sports (47). The most listings are in Chicago (160), Loop (34), Lincoln Park (22), River North (18) and Hyde Park (17).

Tips for date ideas in Chicago

  • Pick one anchor and one easy add-on. A gallery or garden followed by a walk somewhere scenic in Chicago is simpler than three tight bookings.
  • Book paid activities ahead on the official site, especially on Friday and Saturday nights.
  • Free dates work best when they are close together; use the neighborhood on each card to keep the evening walkable.
  • The date planner can line up two to four verified stops near each other for you.

More in Chicago

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FAQ

What are good date ideas in Chicago?

This page lists 638 verified date-friendly places and events, free and paid.

Can you plan the whole date for me?

Yes. The free date planner picks two to four verified stops near each other.

How many of these are free?

328 of the 638 listings are free to attend or enter; the other 310 show the price from the official site.

Which neighborhoods in Chicago have the most date ideas listings?

Right now: Chicago (160), Loop (34), Lincoln Park (22), River North (18) and Hyde Park (17).

How current is this list?

It is rebuilt from verified listings on every visit and was last updated Saturday, November 7, 2026 at 5:59 AM CST. Ended, cancelled and removed listings drop off automatically.

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