Your insider's guide to the best things to do, see, and experience in Chicago.
Want to know where to go for Cinco de Mayo? The Chicago Loop has fantastic specials for the celebration of the May 5 holiday honoring the Mexican army’s victory over France at the battle of Puebla in 1862. Sneak in a siesta before you fiesta, and enjoy some of the hottest deals in town.
4 MIN READ – High above the bustling streets of the Loop, Boleo invites you to embark on a vibrant journey to Latin America—no passport required. Perched on the 15th floor of the Kimpton Gray Hotel, this rooftop oasis blends Latin-inspired cuisine, refreshing cocktails, and a warm, welcoming atmosphere that feels like a world away.
3 MIN READ – It’s the perfect time of year for practicing gratitude, gathering with friends and family, and eating a ton of delicious food. If you’re looking for ways to celebrate Thanksgiving, check out this roundup and spend a day in the Loop—or support downtown businesses from home.
1 MIN READ — Who said the Loop isn’t a hot dining spot? Surely not Top Chef Fabio Viviani, who is set to open a Loop rooftop, Seville, at the Canopy by Hilton Chicago Central Loop hotel this fall.
3 MIN READ – There is no doubt that Chicago is one of the best food cities in the country. In fact, in 2023, travel magazine Travel + Leisure ranked Chicago third in their list of The Best Food Cities in the U.S. And the hype around FX’s recent hit TV Series, The Bear, is certainly helping the Chicago food scene get the recognition is rightfully deserves. Let’s dig into some of the places that make this city a renowned food destination.
These French fries are delightful in their own right.
Kiss your boring desk lunch goodbye. These six Loop food halls offer a taste of Chicago’s neighborhoods in one 30-minute lunch break.
Whether you’re running to work with a coffee in hand or just need an afternoon pick-me-up, these Loop coffee spots will ensure you stay caffeinated all day long.
marzo 15, 2026
Chicago’s top-rated architecture boat tour, 90 minutes with expert CAC guides, stunning skyline views, open-air seating, and onboard amenities.
marzo 21, 2026
Explore Chicago’s haunted past on a nighttime river cruise featuring ghost stories, mob history, and eerie secrets of the Windy City.
abril 17, 2026
Chicago River & Lake Michigan cruise with skyline views, iconic landmarks, and engaging guides sharing the city’s history and stories.
abril 17, 2026
Experience Chicago at night on a 90-minute river and lake cruise, featuring a glittering skyline, cool breezes, and lively, family-friendly commentary.
abril 22, 2026
Directed by Andrew Scoville. Co-created by Academy, Grammy, and Tony Award-winning artist David Byrne* and writer Mala Gaonkar, Theater of the Mind is a new theatrical…
mayo 23, 2026 | 8:00 PM – 10:00 PM
Cruise from the Chicago Riverwalk to Lake Michigan for skyline views and a 3D-enhanced fireworks show with music and narration.
junio 1, 2026
Let your creative potential shine this summer with a class at the School of the Art Institute of Chicago, with options available for kids, teens and…
junio 30, 2026
An exciting lineup of outdoor films on Tuesdays this summer.
