Collected by ashley
2657 N Kedzie Ave, Chicago, IL 60647, USA
Longman and Eagle is a bar, restaurant, and small inn in the Logan Square neighborhood of Chicago. It's very popular for weekend brunch, and I was charmed by being served a mini beer back with my morning margarita. The food was fantastic: I had...
909 W Belmont Ave, Chicago, IL 60657, USA
900 Michigan Avenue, Chicago, IL 60611, USA
I thought New York was a good shopping city but Chicago has pretty much the same big name shops and they're spaced out. The 900 Shops was probably my favorite space in terms of cleanliness, space and quality of shops. The best J. Crew is here and...
111 S Michigan Ave, Chicago, IL 60603, USA
Wow. The last time I was here was on a high school field trip 35 years ago, and the museum has definitely grown. What an amazing collection—I could have spent days here, but I only had two hours. I followed the museum's suggested top 10, and...
2391 N Stockton Dr, Chicago, IL 60614, USA
800 N Michigan Ave, Chicago, IL 60611, USA
Outfitted in turquoise and chocolate patterned decor with a stellar view from the Park Hyatt Hotel’s 7th floor, NoMI is a cool tranquil oasis in the midst of the shopping extravaganza that is Michigan Avenue. And yes, it’s just as chic and swanky...
140 E Walton Pl, Chicago, IL 60611, USA
You know you're somewhere special when your car pulls up in front of the The Drake Hotel, located right off of Michigan Ave. in downtown Chicago. A white gloved bellman opens the door and greets you in the most charming, old school way. As you...
220 E Chicago Ave, Chicago, IL 60611, USA
Not only does the Museum of Contemporary Art have great exhibitions on local and renowned artists, but the interior architecture of the museum itself is also an attraction. They also provide unusual events and tours—curator-led tours, musicians on...
875 N Michigan Ave, Chicago, IL 60611, USA
Skip the ticketed admission to the John Hancock Observatory on the 97th floor and take the elevator to the “Signature Lounge at the 96th” floor of the John Hancock Tower at no charge. The Chicago skyline glitters at night, but sorry...
565 W Jackson Blvd, Chicago, IL 60661, USA
Lou Mitchell’s diner has been open in the same location since 1923; so long, in fact, that diner patrons witnessed the heyday of Route 66, which started right here next to Union Station. The Chicago city council renamed Jackson Street “Lou...
Old Town, Chicago, IL, USA
Located a short train ride from the Loop, this wrought-iron doorway marks the entrance to Chicago’s Old Town. You'll find plentiful shopping and restaurant options in the neighborhood, as well as St. Michael’s Church, one of the city's oldest...
Magnificent Mile, Chicago, IL 60611, USA
Chicago’s Magnificent Mile runs along Michigan Avenue between the Gold Coast and the Loop. There are 460 retail stores, from high-end designers like Gucci, Cartier, and Louis Vuitton to local boutiques and trendsetting fashion stores. In between...
820 W Randolph St, Chicago, IL 60607, USA
Stephanie Izard puts together a great restaurant. The Girl and the Goat has been hard to get into since it opened and Little Goat had a 90 minute wait when we went last month. 90 minutes for diner food! That's impressive. Other things that were...
519 N Clark St, Chicago, IL 60654, USA
Beatrix is the kind of restaurant where visitors go for brunch and then they stop by for a late afternoon cocktail. The next morning they pop in for a morning coffee and then find themselves making dinner reservations there as well. Beatrix is a...
1541 W Bryn Mawr Ave, Chicago, IL 60660, USA
For a homey little neighborhood bar, Little Bad Wolf has a delightfully sophisticated menu. Order items as diverse as Asian bao filled with Japanese BBQ pork or steak-shitake pate, Mexican-style elotes with tempura avocado, jumbo fried shrimp or a...
1472 N Milwaukee Ave, Chicago, IL 60622, USA
This charming little store on Milwaukee is stuffed with vintage goods in primo condition. Beautiful chunks of costume jewelry and frilly fascinators share space with lush leather handbags and sparkling glassware. Nothing in the store is cheaply...
5022 N Clark St, Chicago, IL 60640, USA
Bongo Room offers one of Chicago’s best brunches at three different locations in the city. I’m partial to the vegetarian croissant served with spinach, tomato and basil mayo on a gigantic croissant. However, if sweet treats are your breakfast...
1545 N Damen Ave, Chicago, IL 60622, USA
Brought to you by the guys who own Big Star Tacos down the street, Dove’s Luncheonette channels the spirit of a retro lunch counter and the soul of Southern-Mexican fusion food. The menu includes Mexican classics like chili rellenos and...
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