Hotel · South Loop
3
"This hotel offers luxurious rooms with starting rates that can exceed $400 per night. It is one of the venues where Marriott Bonvoy Boundless cardholders can redeem their free night award worth up to 35,000 points."
Bar · Avondale
Funky spot for craft cocktails by the ounce paired with creative bar food in a retro-chic setting.
22 Postcards
Bakery · West Town
D’Amato’s, a legendary Italian bakery since 1970, serves up mouthwatering breads, cannoli, and pizza in a cozy corner of Chicago, perfect for old-world cravings.
12 Postcards
Mediterranean restaurant · West Town
Vibrant greenhouse restaurant with a coastal French-Mediterranean menu cooked over charcoal.
10 Postcards
Pizza restaurant · Wicker Park
Thin-crust pies & house brews in a sports-bar setting with karaoke & live bands some nights.
32 Postcards
Mexican restaurant · Near North Side
Dive into Chef Rick Bayless' vibrant homage to Mexican street food at Xoco, where every bite from tacos to tortas bursts with flavor and charm.
15 Postcards
Chinese restaurant · West Town
Duck Duck Goat serves up inventive Chinese dishes in a vibrant setting, perfect for indulging in flavorsome cuisine by chef Stephanie Izard.
Vietnamese restaurant · Uptown
Vietnamese classics & house specialties, served with smoothies & bubble tea in relaxed, modern digs.
1 Postcard
Cocktail bar · Andersonville
Relaxed cocktail bar with a welcoming vibe, LGBTQIA+ focus, and regular entertainment.
19 Postcards
Middle Eastern restaurant · Wicker Park
This cozy spot serves up mouthwatering Mediterranean bites like falafels and shawarma in a casual counter-service vibe, perfect for late-night cravings.
2 Postcards
New American restaurant · West Town
A chic spot serving New American cuisine with global twists, killer cocktails, and a lively vibe, perfect for a memorable meal or happy hour.
18 Postcards