December 2023
- The best New Year’s Eve events and parties in Chicago
- 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 2024 I|O at The Godfrey Hotel Chicago
- 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
- The best places to watch New Year's Eve fireworks in Chicago this year
- New Year's Eve in the Sky at 360 Chicago
- Chicago chefs give the gift of family meal all year round
- The Infinite Wrench
- Hamilton
- Stan's Donut Fest
- Chicago Polar Bear Club Plunge
- Fillet of Solo
- Chicago Dramatists
- Young Playwrights Festival
- Chicago Boat Show
- First Bites Bash
- NA Day
- The best gaming lounges, cafes and shops in Chicago
- The 25 best gyms in Chicago
- Anelya
- New Year's Eve at Pizzeria Portofino
- 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
- The 18 best sledding hills in Chicago
- Madai - Time Out Market Chicago
- 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
- The best restaurants for New Year's Eve dinner 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 New Year's Eve 2023: How to celebrate
- New Year on the Pier
- New Year's Eve at VU Rooftop
- Chicago Restaurant Week 2024's dates and lineup have been announced
- What to eat, drink and do at Christkindlmarket Chicago 2023
- The best Christmas pop-up bars in Chicago
- On the List
- Sippin' Santa
- "The Night Before Christmas" at Recess
- Pink Wonderland
- The best Christmas Eve and Day dinners in Chicago
- Sushi | Bar
- Christmas Inn
- JoJo’s Winter Wonderland
- Tinseltown at Pink Squirrel
- LumberJack Lodge at Smoke Daddy Wrigleyville
- Chicago's top Christmas concerts and shows to get in the holiday spirit
- The best Christmas things to do during the holidays in Chicago
- Hyde Park Handmade Artisan Bazaar
- "A Latin American Christmas"
- Ugly Dog Sweater Party at Cody's Public House
- Community Soup Night
- Doja Cat
- CTA Holiday Train Watch Party at Clever Coyote
- Adults Night Out: Holidaze
- ‘Twas the Night Before… by Cirque du Soleil
- Time Out Chicago's 2023 Best of the City award winners
- 18 businesses Chicagoans want to bring back from the dead