KOMO

This buzzing spot expertly fuses Filipino flavors with inventive pastries and solid brunch fare, making it a must-visit for food lovers.

Dive into this retro-chic lounge, where classic cocktails and finger foods mingle with games like bocce and pool for a lively, laid-back vibe.

Chic contemporary lodging offering hip rooms & suites, plus an indoor pool, modern dining & a spa. Overlooking Lake Michigan, this modern, stylish hotel is a 13-minute walk from Navy Pier and 4 blocks from upscale shopping along the Magnificent Mile. Chic, contemporary rooms have Wi-Fi and 42-inch flat-screens, plus iPod docks, coffeemakers and minifridges. Suites add living rooms and wall-to-wall windows; some have opulent decor, foosball tables, and panoramic views of the lake and skyline. Room service is offered 24/7. Amenities include a hip restaurant serving craft cocktails, an ornate bar, and a buzzy nightclub with live entertainment. There's also a 24-hour gym, a spa, and an indoor pool with city views. Meeting space is available.

Table, Donkey and Stick serves Alpine-inspired comfort dishes in a cozy, rustic space, perfect for gatherings over hearty meals and inventive cocktails.

This downtown museum is a cozy haven for post-WWII art lovers, featuring immersive exhibits, a scavenger hunt for kids, and a charming gift shop.

A lively cocktail haven, this Bucktown gem serves up deliciously reimagined American-Chinese classics in a fun, welcoming atmosphere.

A quirky dive bar by Second City, boasting a cash-only policy, vibrant funky art, and an old-school jukebox, perfect for laid-back hangs.

Nestled in a cozy spot, this rustic bakery serves heavenly homemade pies and biscuits, perfect for a sunny day on the charming patio.

Retro-style counter-serve chain known for made-to-order toasted sandwiches, salads & baked goods.

This chic, expansive eatery boasts top-notch steaks and seafood, a stylish bar, and exceptional service that makes every occasion feel special.