The Best Things to do at Night in Chicago

By Olivia Cuccaro

With an after-dark culture as vast as its skyline, Chicago is the perfect playground for any elite traveler. The city is home to gourmet restaurants galore, including chef Grant Achatz’s Alinea that topped the Elite Traveler list of Top 100 Restaurants in the World, as well as luxury hotels with suites and spas that rival those in other major cities. Renowned for its eclectic jazz scene, the city boasts numerous music bars with reputations as impressive as their sounds. If jazz isn’t your thing, then head to the high-rise bars, where you can party the night away with staggering views of Chicago’s architecture as a backdrop. These are our picks of the best things to do at night in Chicago.

The Skydeck

Skydeck - Things to do at Night in ChicagoAnyone who’s been to Chicago has tried the famous deep-dish pizza — but have you tried the delicious Chicago favorite 103 floors up? After the Chicago Skydeck closes to the general public, couples and families can make a dinner reservation to savor a “pie in the sky.” Catered by renowned Giordano’s Pizza, the three-course meal is served at 1,353ft for a breathtaking backdrop of the city.

The Violet Hour

Violet Hour - Things to do at Night in ChicagoRecognized as one of the best cocktail bars in America, The Violet Hour is a must. Drawing inspiration from early 19th century English clubs and French salons, the intimate partitioned seating areas offer the perfect setting to enjoy drinks and conversation. It’s the little details that make this bar so unique; including its custom ice program, offering big ice spheres for bourbon on the rocks and ice spikes for cool, tall drinks. With numbers limited to the amount of available seats and no guest list, calling ahead to arrange VIP reservations is essential and only granted on a case-by-case basis.

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