Cuban restaurant · Loop
9
"One of our go-to spots for a quick sandwich in the Loop. We like rotating between the classic Cubano and the Guava with tender roasted pork or chicken, covered in a tangy guava BBQ sauce." - sam faye, adrian kane, john ringor
Hotel · Lakeview
Contemporary rooms & suites in a chic hotel featuring a bar & a 24/7 gym, plus Wrigley Field views. A 4-minute walk from both an El station and the famous Wrigley Field baseball park, this chic boutique hotel in the vibrant Lakeview neighborhood is 2 miles from concerts at the Riviera Theatre. Bright, contemporary rooms with floor-to-ceiling windows feature free Wi-Fi and flat-screen TVs, plus views of the baseball park or the neighborhood. Suites add pull-out couches. Some have balconies. Kids stay at no charge with an adult. Room service is offered. A 24/7 fitness center is on-site. A fashionable bar has an all-day menu. Parking is available for a fee, as is breakfast served in a warmly decorated dining room.
23 Postcards
Bar · Old Town
Benchmark is your go-to Old Town sports bar with a lively patio, retractable roof, and a menu of delicious bar fare that keeps the good times rolling.
8 Postcards
Fine dining restaurant · West Loop
Sepia offers a Michelin-starred, seasonal menu in a chic setting that’s perfect for a memorable night out without the fuss of formalwear.
26 Postcards
Brewery · North Center
This cozy microbrewery serves up a stellar selection of craft beers alongside friendly vibes, perfect for grabbing a drink or a game with pals.
13 Postcards
Mexican restaurant · Heart of Chicago
At Carnitas Uruapan, a Pilsen legend since '75, slow-cooked carnitas meet vibrant tortillas and classic sides, ideal for a tasty takeaway feast.
18 Postcards
Lounge · Loop
The Drawing Room at the Chicago Athletic Association Hotel is a stunning, cozy haunt with amazing American bites and cocktails, perfect for creative hangouts.
7 Postcards
Hot dog stand · West Humboldt Park
Counter-serve stand slinging hot dogs, Polish sausages, fries & tamales for over 55 years.
6 Postcards
Vietnamese restaurant · Pilsen
At this trendy spot, dig into vibrant Vietnamese dishes paired with creative cocktails in a beautifully designed space that’s perfect for a cozy night out.
41 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.
Restaurant · Bucktown
Neighborhood all-day cafe and wine bar featuring coffee, brunch, dinner, and small plates.
12 Postcards