Bar & grill · Jackson Park
9
"The beachside arm of South Loop rock club Reggie’s is open at the century-old 63rd Street Beach House with frozen cocktails, bar food, and a laid-back atmosphere." - Samantha Nelson, Naomi Waxman
American restaurant · Near North Side
Ralph Lauren’s upscale eatery serves American classics in a chic, bustling setting filled with stunning art and a touch of vintage charm.
6 Postcards
Ramen restaurant · South Loop
A variety of ramen soups plus rice bowls & snacks served in low-key, stylish digs with a patio.
8 Postcards
Bakery · Park Manor
Brown Sugar Bakery is a charming Southern bakeshop celebrated for its delightful sweet treats and custom cakes that leave you craving more.
18 Postcards
Restaurant · West Town
Experience a luxurious culinary journey at this Michelin-starred gem, where exquisite dishes and impeccable service come together in a stunning setting.
54 Postcards
Bakery · Bucktown
Hip family-friendly American eatery known for its seasonal fare, rich desserts & hot chocolate.
33 Postcards
Modern Indian restaurant · Wicker Park
3 Postcards
Pub · Sheridan Park
Step into this casual honky-tonk where live country tunes, a friendly vibe, and solid bar bites make for a fun night in Chicago.
13 Postcards
Bar · Logan Square
Stylish, triangular bar offering coffee drinks by day & Latin-accented cocktails by night.
11 Postcards
Hotel · Near North Side
Polished, contemporary lodging offering Italian dining, a gym & a pool, plus free breakfast. This polished hotel is a minute's walk from an El station, a mile from Millennium Park and 2 miles from the Lincoln Park Zoo. Modern, warmly decorated rooms feature Wi-Fi (fee), flat-screen TVs and wet bars, plus microwaves, minifridges and coffeemakers. Suites add living rooms with pull-out sofas and dining areas. Kids stay at no charge with a parent. Room service is available. Complimentary amenities include evening drinks and snacks, and made-to-order breakfast served in a contemporary dining room. There's a rustic Italian restaurant, a pizzeria and an airy atrium lounge. Additional amenities include an indoor pool and a gym.
0 Postcards
New American restaurant · River North
Step into a lively speakeasy-inspired restaurant and lounge where craft cocktails reign, jazz fills the air, and a cozy ambiance sets the perfect date night mood.