December 2023
- Slo 'Mo Presents: Pleasure Palace at Ramova Theatre
- Madame Tawdry's New Year's Eve Burlesque at Ina Mae Tavern
- New Year’s Eve at The Bassment
- New Year’s Eve at Brickhouse
- NYE at Benchmark
- New Year’s Eve at The Rambler
- New Year's Eve at the Owl
- Easy Bar’s New Year’s Eve Bash
- New Year’s Eve at Lottie’s Pub
- Chicago chefs give the gift of family meal all year round
- The Infinite Wrench
- Hamilton
- Fillet of Solo
- Chicago Dramatists
- The best gaming lounges, cafes and shops in Chicago
- Anelya
- Madai brings fresh sushi to Time Out Market Chicago
- The 46 best restaurants for delivery and takeout in Chicago
- Tied House
- 37 Chicago bars and restaurants with fireplaces to get cozy at
- Little Goat Diner
- Madai
- Paulie Gee's
- Laos To Your House
- Saucy Porka
- DeNucci's
- Furious Spoon
- 5411 Empanadas
- Pizza Lobo
- Tempesta Market
- Hermosa
- Five Squared Pizza
- The 20 best French restaurants in Chicago
- Festivus at DMen Tap
- Dog Christmas Party at Park & Field
- Shop & Dine Fridays in Andersonville
- Guided Wine & Antipasto Tasting Tour of Italy at Eataly
- John Mulaney
- Sir Andrew Conducts Handel’s Messiah
- Drie-cember at the Driehaus Museum
- "Shrek: The Musical"
- Chicago Restaurant Week 2024's dates and lineup have been announced
- What to eat, drink and do at Christkindlmarket Chicago 2023
- Sippin' Santa
- "The Night Before Christmas" at Recess
- Pink Wonderland
- Sushi | Bar
- LumberJack Lodge at Smoke Daddy Wrigleyville
- Hyde Park Handmade Artisan Bazaar
- Ugly Dog Sweater Party at Cody's Public House
- Doja Cat
- CTA Holiday Train Watch Party at Clever Coyote
- ‘Twas the Night Before… by Cirque du Soleil
- 18 businesses Chicagoans want to bring back from the dead