December 2019
- Lips Drag Queen Show Palace
- Chicago Board Game Cafe
- King of Cups
- The Space
- Midtown Athletic Club
- Namaste For a Drink
- 10 Chicago theater shows to see in January
- How to Defend Yourself
- The Mousetrap
- The Leopard Play, or sad songs for boys
- Once On This Island
- The Tasters
- Sheepdog
- The Gulf
- The Emily Hotel
- Malört Candle Making Workshop
- Unbound 2020: A New Year's Eve Global Dance Party
- Papa Cenar
- Nestor Gomez puts immigrant stories in the spotlight
- Working
- Dance Nation
- Mean Girls
- Grilling with John
- “Eternal Light: The Sacred Stained-Glass Windows of Louis Comfort Tiffany”
- Randolph Street Market Festival Pop-Up
- New Year's Day Bellini Bar
- LITE Chicago
- New Year’s Eve at Time Out Market Chicago
- Electric Hotel
- East Room
- Half Acre New Year's Eve
- The End is Nigh Y2K 2.0
- ROOF New Year's Eve Monte Carlo
- New Year's Eve at Logan Arcade
- Soup & Bread
- “Pure Drawing: Seven Centuries of Art from the Gray Collection”
- “In Real Life”
- Helltrap Nightmare
- Donut Fest
- Cubs Convention
- Death Star Disco
- Grab your free copy of Time Out Chicago magazine this week
- Chicago Sketch Comedy Festival
- No Pants Subway Ride
- John Cale
- Iron & Wine + Calexico
- GZA
- Stella Donnelly + V.V. Lightbody + The Ophelias
- Resavoir + Valebol + Luke Titus
- The 15 best new Chicago restaurants and bars of 2019
- Absolutely everything you need to know about Secret Sound, the tropical drinking den inside Time Out Market Chicago
- YOGA 2.0
- Rosati's Pizza - Lincoln Park
- Ric Wilson + WebsterX + DJ Sunburnt Reynolds
- We sent two Chicagoans on a blind date in West Town—here’s how it went
- The Space Between
- Politan Row
- Benjamin Gibbard + Tara Jane O'Neil
- Caroline Polachek + Born Days + Desert Liminal
- Culture Canon Presents: I Am Trying To Break Your Heart: A Film About Wilco
- Wilco Souvenir Shop
- Diane Coffee
- Ian's Party
- Princemas
- Mild Or Wild. It’s Your Choice!
- Butterdough
- Radius, a giant new Pilsen music venue, will open in February
- Family Fun Day at Time Out Market Chicago
- Reindeer’s Pop-up Bar
- Go to a Bulls game and you might score a free hat designed by Left Handed Wave or Sentrock
- Odyssey Riverfront New Year's Eve Fireworks Dinner
- Battles + Guerilla Toss
- JIAO
- Porto
- SocialWorks A Night at the Museum
- Chicago Honky Tonk Presents: A Big Ole Holiday Matinee
- Mumford & Sons + Local Natives
- Dim Mak x Tatras Pop-up Shop
- All Together Now Turns 1
- Ezra Collective + Kiara Lanier
- Yippee Ki Yay: A ‘Die Hard’ Christmas Pop-up Bar
- District Brew Yards NYE Party
- The Royal Palms New Year's Eve Flamingo Formal
- Holiday Wreath-Making Workshop
- A Pilsen New Year's Eve 2020
- Home Alone Drink Along
- Chicago's Very Own New Year's Eve Blast
- The best New Year’s Eve concerts in Chicago
- William Elliot Whitmore
- Smart Bar New Year's Eve 2019
- American Football
- Andrew W.K. + Air Credits + DJ Buck Foley
- The 19 best fancy restaurants in Chicago
- 10 delicious desserts to try at Time Out Market Chicago
- Offshore NYE 2020: The Best Go Out On Top
- NYE on the Lake
- Chicago Resolution Gala
- Santa Hustle 5K
- The Light in the Piazza
- The Santaland Diaries
- Cold Town / Hotline
- ‘Happy Christmas’ at the Beverly Arts Center
- ‘Die Hard’ at the Beverly Arts Center
- Food Envy: Thai Dang’s Tamarind Glazed Spareribs
- Rosati's Pizza - Uptown
- Rosati's Pizza - South Loop
- Auditorium Theatre's 130th Birthday Celebration Open House
- Chicago Ugly Sweater Art Run