Bar · Pilsen
19
"Punch House (a secret basement bar with cocktails and food)." - Dillon Mafit
Bar · Fulton River District
Step into this charming dive bar with vintage tin ceilings, cheap drinks, and a jukebox spinning Rat-Pack hits, where time stands still and the locals are friendly.
13 Postcards
Restaurant · Loop
Chic French bistro offering classic small plates, mains & sides, plus speciality cocktails & wine.
20 Postcards
Vietnamese restaurant · West Loop
Relaxed Vietnamese mini-chain outpost serving a menu of banh mi sandwiches, bao buns & soups.
16 Postcards
New American restaurant · West Town
This rustic-chic gastropub dazzles with unique burgers, inventive cocktails, and a vibrant patio, making it a must-visit for food lovers in Chicago.
43 Postcards
Hot dog stand · Park West
At this late-night hot dog gem, you’ll savor iconic Chicago-style dogs and cheeky banter from the staff in a fun, quirky setting.
40 Postcards
Hotel · South Loop
Relaxed rooms, some with city views, in a polished hotel offering a restaurant & a bar/nightclub. Across from Grant Park, this sleek hotel with a glass exterior is a 13-minute walk from fine art exhibits at The Art Institute of Chicago and a 5-minute walk from Museum Campus Metra station. Relaxed rooms feature Wi-Fi access, flat-screen TVs and Bluetooth speakers, as well as minifridges and coffeemakers. Upgraded rooms add city views; some have sitting areas. Room service is available. Amenities include a restaurant, and a swanky bar with a nightclub, plus a gym and a contemporary lounge. Breakfast and valet parking (fee) are available.
5 Postcards
Steak house · West Town
This chic, expansive eatery boasts top-notch steaks and seafood, a stylish bar, and exceptional service that makes every occasion feel special.
32 Postcards
French restaurant · Bucktown
Le Bouchon is a cozy, bustling French bistro in Bucktown that serves spot-on classic dishes in a charmingly intimate setting.
25 Postcards
Pizza restaurant · Lakeview
Dimo's Pizza serves up a creative twist on classics with lively vibes, unique toppings, and must-try slices, making it a go-to for pizza enthusiasts.
12 Postcards
Bakery · West Town
Bakery specializing in whole-grain and long-fermented breads, including baguettes, boules, and sourdough.