May 2025
- Lollapalooza Aftershows lineup is here—here's who's keeping the party going all night
 - Chicago sandwich king debuts new Italian beef collab at Time Out Market
 - 8 best Airbnbs with pools near Chicago well worth a dip
 - A three-day hot dog festival is kicking off in Portage Park this weekend
 - The 18 best Airbnbs in Chicago from East Village to Uptown Square
 - Levain and Pretty Cool Ice Cream debut new Cookies Ă la Mode collab next week
 - Chicago was named one of the best cities in the world for green space and nature
 - O’Hare was just ranked one of the worst for international summer travel
 - This River North restaurant is serving $1 fro-yo all summer long
 - The 15 best Airbnb lofts in Chicago
 - The 10 best crime tours of Chicago
 - The 12 most luxury Airbnbs in Chicago
 - The first-ever Chicago Cocktail Classic will let you drink your way around the world
 - Here's everything you'll be eating at Ravinia Festival 2025
 - These Chicago suburbs were ranked among the best places to live in the US
 - Chicago had one of the biggest population gains of any U.S. city last year
 - The White Sox are hosting a celebration of Pope Leo XIV at Rate Field next month
 - A $50 million magic theater is coming to Chicago’s Magnificent Mile
 - Chicago's Secret River shows are back under the Belmont Avenue bridge this summer
 - This is apparently Pope Leo's favorite Chicago pizza joint
 - Here’s everything you’ll eat at the Windy City Smokeout this summer
 - Illinois State Fair announces musical headliners Snoop Dogg, Sheryl Crow
 - Puppets are selling ice cream through a porthole in Irving Park
 - Portillo's unveils new Pope Leo-themed sandwich to celebrate the Chicago-born pontiff
 - Chicago’s Michelada Fest has been canceled for 2025—and yes, politics are involved
 - Chicago Jazz Fest announces headliners for summer 2025
 - Chicago's own just became Pope—here’s what to know about Leo XIV
 - Chicago reacts to the election of Pope Leo XIV
 - Beyoncé is bringing a beauty pop-up to Chicago next week
 - Chicago burger icon Au Cheval has temporarily closed—here's why
 - Stephanie Izard of Girl & The Goat to open two new restaurants inside of Chicagoland casinos
 - These three Chicago steakhouses were just named the best in the world
 - This iconic Chicago deep-dish pizzeria is closing this summer after 50 years in business
 - A new multi-venue music festival is debuting in Chicago this September