Collected by JM
1138 W Bryn Mawr Ave, Chicago, IL 60660, USA
Lovely, Too is a delightful little bakery up in Andersonville. They serve Intelligensia coffee, a Chicago brand, and their pastry case is drool worthy with incredible scones, cookies and cupcakes. It's rarely crowded and there are plenty of tables...
909 W Belmont Ave, Chicago, IL 60657, USA
111 S Michigan Ave, Chicago, IL 60603, USA
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...
2391 N Stockton Dr, Chicago, IL 60614, USA
Lincoln Park is a wonderful green area nearing Lake Michigan in Chicago. It has a Zoo free to the public as well as green lawns and flower beds. Near the North end is the multiple room conservator. Like the rest if the park it is open free to the...
Streeterville, Chicago, IL 60611, USA
Bertrand Goldberg's Marina City, completed in 1964, led the way for a mixed use approach to architecture conceived as "live where you work and play" with the House of Blues occupying the plaza level. Learn a bit about Chicago's architecture on one...
201 E Randolph St, Chicago, IL 60602, USA
Every June hundreds of internationally renowned blues musicians rock Chicago for 3 days and 4 nights in the world's largest free blues festival. Did I mention it’s free? 3 solid days of music for free! Food vendors flock to Millennium Park for...
1521 S Linn White Dr, Chicago, IL 60605, USA
Many people who visit the U.S. immediately think of New York as the quintessential American city. But they are missing out. Chicago is a world-class city with so much to offer. From shopping on Michigan Avenue to renowned chefs/dining to the Bean...
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...
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...
401 N Franklin St, Chicago, IL 60654, USA
I have two pieces of advice for you regarding the Doughnut Vault: 1. Go early. They open at 8am Tuesday-Friday and 9:30am on Saturdays and if you want a breath of a hope of a chance of getting a doughnut before they sell out, you want to be there...
1927 W North Ave, Chicago, IL 60622, USA
You like pizza? You like beer? You'll like Piece. If you're a lover of craft beers then you should be familiar with Piece Pizzeria & Brewery in Wicker Park, but just in case I haven't made it clear enough - you should. Sundays you can get a pie...
2900 W Belmont Ave, Chicago, IL 60618, USA
Back in 2010 Lady Gaga tweeted that she loved the burgers at Kuma’s Corner and today there are still waiting lines out the door just to have lunch. You think that’s the Gaga or the burger? I know that we waited for a good hour to get a table at...
2148 N Milwaukee Ave, Chicago, IL 60647, USA
3411 N Halsted St, Chicago, IL 60657, USA
Boasting the slogan 'Meat free since '83,' The Chicago Diner isn't going to win everyone over. However, if you are vegetarian, or even want to get your vegan on, this is the place for you. With an extensive menu of food and drink, the friendly...
50 W Randolph St, Chicago, IL 60601, USA
A perfect buttermilk old fashioned donut is fresh and hot with crispy crunchy edges underneath a melting sugary glazy and the minute I’ve eaten one, I’m already dreaming about the next one. Do-Rite hits all these marks with room to spare, which...
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,...
2021 N Stockton Dr, Chicago, IL 60614, USA
The Patio at Cafe Brauer is a great place to relax over a cold brew while taking in the scene of a nearby nature walk and pond with the city skyline in the distance. A respite to enjoy the energy of people out enjoying their diverse city,...
3020 N Lincoln Ave, Chicago, IL 60657, USA
Like most good thrift stores, the Brown Elephant is hit or miss. Sometimes you can find great books, T-shirts, and super-cheap vinyl—other times, nothing appeals, and you just wander around until your feet hurt. This shop is well organized,...
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...
1513 W Foster Ave, Chicago, IL 60640, USA
Adam and Skye Rust admit that they have a thing for taxidermy. And bones. And teeth. Adam has even made an animated sculpture where taxidermied mice circle and dance à la "Three Blind Mice." They travel the globe to find the strangest and...
812 W Belmont Ave, Chicago, IL 60657, USA
Hollywood Mirror is my favorite vintage, retro, tchotchke-filled store of randomness in Boystown. It’s incredibly crowded but amidst the clutter you’ll find Halloween costumes, vintage lunch boxes, Mardi Gras beads, feather boas, 60’s style...
1854 W North Ave, Chicago, IL 60622, USA
Quimby’s says they specialize in “unusual publications, aberrant periodicals, saucy comic booklets and assorted fancies” and if that description doesn’t grab you, then this isn’t your kind of place. However, if this is your kind of place then you...
1960 N Western Ave, Chicago, IL 60647, USA
Old school ice cream parlor and soda shop with homemade candy and ice cream since 1921 in the same location in Bucktown. I wish the little jukeboxes on the tables worked but clearly it’s not hampering their business as there’s a line out the door...
1379 N Milwaukee Ave, Chicago, IL 60622, USA
Reckless Records specializes in DVDs, vintage vinyl and used CDs of all kinds from Top 40 music to every obscure band that ever put out an album. The workers at Reckless have a reputation for being the tiniest bit elitist and because of that...
1564 N Milwaukee Ave, Chicago, IL 60622, USA
A good used bookstore is a glorious thing and Myopic is one of the great ones. They have a giant selection of new, used, rare and out of print books on 3 floors, they’re well organized, they're open until 11pm and there’s a store cat! There's also...
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