Collected by TiTi Nguyen
55 E Ontario St, Chicago, IL 60611, USA
The James opened its doors in 2006 in one of Chicago's coolest design conversions at the time (it was formerly the Lenox Suites). Design tastes may have since evolved past the hotel’s wood, slate, and marble minimalism, but the James has...
1331 N Wicker Park Ave, Chicago, IL 60622, USA
On a quiet residential street one block from the popular vintage shops, bars, and restaurants of Milwaukee Avenue, the Wicker Park Inn is one of the best values in Chicago, attracting an eclectic clientele of older couples, families who book the...
111 S Michigan Ave, Chicago, IL 60603, USA
875 N Michigan Ave, Chicago, IL 60611, USA
Watch the Chicago city lights come up as the sun goes down at the the Signature Lounge. While the Observatory on the 97th floor is a popular spot, you'll have an even more memorable experience lounging, cocktail in hand, overlooking the same...
233 S Wacker Dr, Chicago, IL 60606, USA
Willis Tower—originally known as the Sears Tower—was the world's tallest building for 23 years until it was unseated in 1996 by the Petronas Twin Towers in Kuala Lumpur. The 110-story skyscraper is still mighty impressive. Its "bundled...
220 E Chicago Ave, Chicago, IL 60611, USA
The interior architecture of Chicago’s MCA building is worth the price of admission. Four floors of exhibit halls branch off the central staircase pictured above, and the East and West facing glass walls have unparalleled views over Lake Michigan...
51 W Jackson Blvd, Chicago, IL 60604, USA
Chicago’s beloved South Side hat shop, Optimo, recently opened a downtown location in the historic Monadnock building. A favorite of Johnny Depp and former Mayor Richard Daley, the new shop sells handmade felt fedoras and porkpies that appear to...
12 Michigan Avenue, Chicago, IL 60604, USA
Hyatt heir John Pritzker spared no expense repurposing the 1893 home of the Chicago Athletic Association into one of the city’s most original, not to mention best located, boutique hotels. Local architects Hartshorne Plunkard retained the...
5148 N Clark St, Chicago, IL 60640, USA
In the center of Andersonville, a trendy neighborhood on Chicago's far north side, you'll find a bar with 18 different Belgian beers on tap. One of my favorite memories at The Hopleaf (and let me stress, these are blurry memories) involves teasing...
737 W Randolph St, Chicago, IL 60661, USA
A visit to Chicago's historic meat-packing district at any time is, in and of itself, a bit of an adventure. The area has certainly seen enough transitions to bring in the hip and happening in recent years. However the best reason to visit,...
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