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
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...
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
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...
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...
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
Pick up your morning coffee at one of the many local coffee shops, and walk to Rogers Beach (known by locals as Lighthouse Beach). The sunrise over Lake Michigan is stunning! Locals fish off the lighthouse pier in the early morning semi-darkness....
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...
- 1 Hiking + Cycling 6 Dream Hikes in the United States (and How to Score the Permits)
- 2 Travel for Good Here’s What You Need to Know About Getting Tickets to See “Hamilton” in Puerto Rico
- 3 History + Culture Airbnb Wants to Pay for You to Live in This Italian Village for a Whole Summer
- 4 Gear The Best Luggage for 2019
- 5 Where to Go Next Where to Travel in 2019 According to Your Astrological Sign