Chicago Winter 2017-2018 Festival & Event List

Wintertime in Chicago does NOT mean you have to stay in the house! Sure sipping hot cocoa and cuddling on the couch binging on Netflix sounds fun on the weekends, but attending plays and concerts are equally satisfying. Winter is definitely expo and film festival season in Chicago, so you're sure to find something you're interested in ranging from car shows to natural hair expos. Check out this list of events from December 2017-March 2018 detailing all the fun festivals and events in the city of Chicago:


December 21-January 7: Winter Wonderfest

December 21-March 4: Ice Skating in Millennium Park

December 21: Roy Ayers

December 22-December 31: The Last Hurrah! - Final Days of AKB

December 23: VOCALIST DEE ALEXANDER QUARTET at Jazz Showcase

December 23: Afro Fusion - The Biggest Afro Caribbean Holiday Party

December 23: SILENT PARTY CHICAGO "Island Vybz"

December 26-27: 3rd Annual Kwanzaa Observance Program

December 27: Roy Hargrove Quintet at Jazz Showcase

December 27: Ladies Only Sip & Paint

December 28: Chrisette Michele

December 28: Live with Quinta Brunson + Friends

December 28: Salad and Burgers at BareBurger

December 29: 3rd annual Ujamaa Empowerment Expo Kwanzaa Celebration

December 29: Martin Trivia LIVE!

December 29: Vegan Potluck in the Loop

December 29: The J.Davis Trio Live!

December 29: Hannibal Buress with Special Guest Thundercat plus Dj Tony Trimm

December 30: Wgci's Big Jam

December 30: Everyone Loves Afrofusion: East Vs West Africa

December 30: Food! Music! Fun! A Stardust Evening

December 30: December's Outreach for Carriage Horses

December 30: 6th Annual Dance Marathon Benefit Celebrating Niambi's Legacy

December 30: Pay it Forward :: Homeless Care Package Making Event! Let's Help

December 31: DeRay Davis' Annual Funny and Famous Chi Town Comedy Countdown

December 31: Kwanzaa Celebration


January 1: 5 Comedians x 5 Rappers

January 4-7: Winter Wonderland Workshop 2018

January 4-March 1: WOKE Entrepreneur Social

January 4:Gallery Talk: Contemplating Contemporary

January 5-11: Loving Vincent

January 5: Bilal

January 5: Comedian Joey Villagomez Live at The Comedy Bar Jan. 5th-7th!

January 6-February 2: Stranger Than Fiction: Documentary Premieres

January 6-February 17: Kafolike Chicago 2018 Semester 1

January 6: Brown Books and Paintbrushes NFP. INC. “Kid Party & Book Drive!”

January 6: Gun Violence Panel Discussion

January 6: Asamblea Comunitaria de OCAD

January 6: Media Makers And Mimosas

January 6: Community Dialogue on Pilsen Land Use / Diálogo Comunitario Sobre PLUC

January 7 (every Sunday) : Maxwell Street Market

January 7: Carnivale Pajama Brunch

January 8-31: Museum of Science & Industry Free Days

January 8: First Monday Jazz: Sam Trump

January 9-29: Beautiful: The Carole King Musical

January 10-14: Boat and RV show

January 11-21: Sketch Comedy Festival

January 11: Lorraine Hansberry: Sighted Eyes/Feeling Heart

January 11: Labor Rights in the Workplace

January 12-14: Cubs Convention

January 12: 90's vs 00's - A Throwback Party

January 12: Do Not Resist? Opening Reception

January 12: This is For You "No New Resolutions"

January 12: MLK Praise and Worship Celebration with Rev. Dr. Yvonne Delk

January 13-14: Too Hot to Handel: The Jazz-Gospel Messiah

January 13-14: Greater Chicago Home and Remodeling Show

January 13: Healthy Living Expo

January 13: Seed Selecting

January 13: Creative Arts Expo

January 13: Free Home Buyers' Workshop

January 13: Effective Activism for Animals

January 14: Bath Soap And Bath Bomb Making Class

January 14: Natural Hair Fest Chicago Mid-Winter 2018

January 14: The Entrepreneurs Brunch

January 15: Free Admission to Alder Planetarium, Art Institute of Chicago, Chicago History Museum, Museum of Science & Industry, & Shedd Aquarium with valid Illinois ID

January 15: 23rd Annual Rev. Dr. Martin Luther King Jr. Scholarship Breakfast

January 15: Cocoa Fest at Wicker Park!

January 15: Chicago Women Take Action General Meeting

January 16: MLK Commemoration Celebration

January 16: Bending Towards Justice: A Summit for Mental Health Equity

January 17: Inspiring Investment in Chicago Neighborhoods

January 17: Step Afrika - Chicago

January 18: Afrocensored

January 18-26: Chicago Museum Week

January 18: How to Start a Business with $500 (or less)

January 18: Lalah Hathaway

January 19-20: Women Empowering Women

January 19: Eric Benét (Late Show)

January 19: Illinois Resident Free Day

January 19: Cam'ron Live in Chicago Jan. 19th with Special Guests

January 20: Pharoahe Monch Live in Chicago

January 20: Polar Plunge

January 20: Pop-Up Produce Market

January 20: March with Cause the Effect Chicago!

January 20: Begin Again Brainstorm

January 21: Face & Body Midwest 2018

January 21: Daniel Tiger's Neighborhood - Live!

January 23: Paint Your Pet and Sip at The Royal Grocer!

January 24: Profit Plan: How to Get Your Business More Time and Money

January 25-27: Chicagoland Fishing, Travel & Outdoor Expo

January 25: Chicago in Focus: Building and Securing the Vote

January 26-February 8: Chicago Restaurant Week

January 26-27: Exes Love Them or Hate Them, We All Have Them

January 26: Bite Night: A Foodie Fest Event

January 26: Mose Wanted R&B Jazz Band

January 26: Chicago Bulls vs. Los Angeles Lakers

January 27-28: 34th Annual Chicago Motorcycle Show


January 27: Uchi-con, the University of Chicago's Anime Convention

January 27: Brazilian Cooking Class with Chef Marcos Flores

January 27: Gentrification in South Chicago

January 27: Brazilian Day

January 28: Jan 28 * Hyde Park Handmade Bazaar

January 28: 2nd Annual Chicago Vegan Mac Down

January 29-February 1: Adler Audition Tour: Chicago, IL

January 29: Diverse Entrepreneurs: Changing the Face of Leadership


February 1: Jay Electronica at Park West

February 1:  Lane 8 - Little By Little Tour - Chicago

February 2: Happy Birthday Langston Hughes: A Celebration In Poetry, Prose A

February 3: Urban Livestock Expo!

February 3: Arnez J

February 3: 2018 Worldwide Rally Against Trophy Hunting: Chicago, IL

February 4: Winter Bike Swap 2017

February 8: Vegan Wine Dinner

February 9-11: Chicago Motorcycle Show

February 9: J Dilla's Donuts feat. Chantae Cann, Chris Turner, Eryn Allen Kane & more

February 10-11: Chicago Travel & Adventure Show

February 10-March 25: Asia in Bloom: The Orchid Show

February 10-19: Chicago Auto Show

February 10: Handmade Market Chicago

February 10:Bags & Blankets (for the Homeless) Chicago

February 10: Waging War on Food Deserts - Creating Hunger-Free Zones

February 10: King of the Policy: Running Numbers

February 10: Chicago Pizza Party

February 10: Carnaval 2018 - Chicago Samba

February 11: Raw vegan cooking class.

February 12-March 26: Neighborhoods of the World

February 15-18: Chicago RV & Camping Show

February 16: Kindred the family soul live in Chicago

February 17: Katt Williams

February 17: All Black Affair Boat Party

February 17: PAW Patrol Live! The Great Pirate Adventure

February 18: An Afrofuturistic Cultural Celebration & Screening of Black Panther

February 18: The African LIFE Presents: An Ankara & All Black Panther Weekend

February 18: Chicago Volunteer Expo

February 21: Jeezy - The Cold Summer Tour

February 22-25: 51st Annual Elmhurst College Jazz Festival

February 23-25: Chicago Golf Show

February 23: Rebirth of Soul Chicago

February 23-25: The Chicago Pancakes and Booze Art Show

February 24: Black History Untold! Black History Festival!

February 24: Ja Rule and Ashanti With Special guest Lloyd

February 24: The Conference | Chicago

February 24: Black Beauty Festival 2018

February 25: Chinese New Year Parade

February 27: Chicago Theatre Intern Networking Event


March 2-3: 2nd Annual Chicago Vintage Clothing & Jewelry Show

March 2-5: Monster Jam

March 2-11: One Earth Film Fest

March 3-4: Kids Expo

March 6: Startup 101

March 7-9: Chicago Feminist Film Festival

March 7: Evening with Orchids

March 8-10: Geneva Film Festival

March 9-11: World of Wheels

March 9-11: Peace on Earth Film Festival (POEFF)

March 9-April 5: Chicago European Union Film Festival

March 10: Win Blackhawks Tickets!

March 10: Chicago Wine Fest 2018

March 14-18: Chicago Flower & Garden Show

March 16-18: Chicagoland Family Pet Expo


March 17: Sugar Bush Fair

March 17: Books N Brunch Gala 2018

Stay tuned for TKS's Chicago 2018 Spring Festival & Event List! TKS will keep this list updated as more events and festivals are found. Comment any other events below!

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  1. Thanks for the information about Chicago Winter 2017-2018 Festival. I loved having a look at this event list. Even I am going to host a grand party at some local Los Angeles event venues for our 6th wedding anniversary bash. If you have any ideas for the party entertainment, please let me know.