Bar · Wicker Park
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"The very pretty downtown restaurant is also hosting a 1920s-themed New Year’s Eve party, with appetizers, Champagne, music, dancing, and a midnight toast. Tickets are $50; there are indoor areas." - Nadia Chaudhury
Diner · South Loop
White Palace Grill is a retro 24-hour diner in the South Loop where comfort food reigns, serving everything from pancakes to burgers and Tex-Mex favorites.
7 Postcards
Italian restaurant · River North
Ciccio Mio is a cozy Italian eatery in River North, serving hearty house-made pastas and classics amid elegant decor and a romantic atmosphere.
17 Postcards
Sandwich shop · Little Italy
Al's #1 Italian Beef in Chicago delivers mouthwatering, overstuffed sandwiches and hot dogs in a no-frills spot that’s a must-visit for foodies.
11 Postcards
Coffee shop · West Town
Move Along Coffee is a cozy walk-up spot with fantastic espresso drinks and inventive pastries, all served up with friendly vibes and a smile.
1 Postcard
Fried chicken takeaway · Roscoe Village
Roost is a chill haven for fried chicken lovers, serving up Southern staples like Nashville hot chicken sandwiches on flaky biscuits that pack a punch.
10 Postcards
Barbecue restaurant · Little Italy
This rustic-chic BBQ spot in Chicago's Little Italy serves up mouthwatering house-smoked meats, tasty sides, and craft drinks in a cozy atmosphere.
15 Postcards
Chinese restaurant · Near North Side
Nestled in the opulent Peninsula Hotel, Shanghai Terrace serves upscale Chinese fare beneath glamorous '30s decor and downtown skyline views, making it ideal for a memorable dining experience.
13 Postcards
Italian restaurant · Near West Side
Monteverde is a buzzing West Loop gem where chef Sarah Grueneberg serves up artisanal Italian dishes, especially standout handmade pastas, in a stylishly cozy atmosphere.
76 Postcards
Hot dog stand · Little Italy
A classic 24/7 hotdog stand since 1939, famous for its mouthwatering Polish sausage and crispy fries, perfect for late-night cravings.
Mediterranean restaurant · West Town
Cira at the Hoxton Hotel offers a chic spot for all-day Mediterranean bites, featuring shareable plates of vibrant flavors from around the region in a stylish, chatter-friendly atmosphere.
23 Postcards