Chicago with Friends
Collected by Max Power
While Chicago is a city with tremendous history, its contemporary culture, rich arts & music scene, and distinct neighborhoods make it a truly fascinating destination. Sports are also a passion point—catching a game can be a great way to connect with locals!
29 E Ohio St, Chicago, IL 60611, USA
Uno’s claims to have invented the deep dish pizza, which means a different thing in Chicago than it does the rest of the nation. Chicago deep dish pizza, or “stuffed” pizza, has a tall crust edge that allows for 1-2 inches worth of ingredients and...
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...
116 W Hubbard St, Chicago, IL 60654, USA
No, they do not serve turtle soup at this establishment; in fact, no turtles will be harmed in the making of your meal. Slurping Turtle is a fun, casual, won't-break-the-bank-but-still-is-gourmet place to mosey into for a fun dinner out with...
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,...
Chicago, IL 60605, USA
The Harold Washington Library in downtown Chicago is a sight to behold, both inside and out. The exterior of this beautiful building boasts soaring steel and glass windows, with the crown of the structure bearing enormous gargoyles that are...
825 W Fulton Market, Chicago, IL 60607, USA
A primo sourcing grounds for picnic provisions or a casual cafe meal, Publican Quality Meats is the latest food enterprise by the never-miss restaurant team behind Avec, Publican, and Big Star. Billed as a contemporary American butcher shop, its...
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...
2959 N Lincoln Ave, Chicago, IL 60657, USA
Heritage Bicycles General Store is so many things: a coffee shop, a general store, and a place to buy a few key items for your hip closet. Most importantly though, it's a place to grab a cup of joe and watch art being created that you can ride...
770 N Halsted St, Chicago, IL 60642, USA
Chicago, home to one of the largest Indian-American populations in the U.S., throws some great bhangra parties—as long as you know how to find them. Their parties rotate venues and events are often held in conjunction with celebrations like Holi,...
3856 N Lincoln Ave, Chicago, IL 60613, USA
I'll be honest, unless you are up on your geography of Great Britain, the name of this store, Isle of Man, may appear a bit puzzling at first. However, upon entering and talking to the shopkeepers, it all immediately makes sense. The owners love...
2519 N Halsted St, Chicago, IL 60657, USA
B.L.U.E.S. is not a big bar, but they play plenty of great blues (and have been voted best blues club on Chicago's North Side). Primarily local artists play in this comfortable, intimate setting. If you want a seat, push way in past the stage and...
1417 W Fullerton Ave, Chicago, IL 60614, USA
Sprout was a suggestion from dear friends who had just returned to Chicago after years living and eating in NYC. Sprout has a menu that notes tastes not necessarily ingredients. Ask your server to explain what is what. This is not your standard...
7705 N Eastlake Terrace, Chicago, IL 60626, USA
The northern-most beach in Rogers Park is a gem year round. It's easy to see why this spot is normally crowded with families during the warm months— lifeguards make it safe to swim and the jetty is perfect for a stroll. Lightly populated during...
531 N Wells St, Chicago, IL 60654, USA
GT Fish & Oyster is a standout on Chicago’s seafood scene. Run by Michelin-starred chef Giuseppe Tentori, the restaurant serves elevated versions of many classics, including clam chowder with housemade oyster crackers and beer-battered cod with...
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