When I first moved to Chicago, I made it my mission to explore and find some new favorite places.
3 Arts Club Cafe (at Restoration Hardware)
1300 N Dearborn St
Chicago, IL 60610
You wouldn’t exactly expect to find a stunning cafe inside a home decor store, but here you go. Restoration Hardware purchased the historic hundred year old Chicago Landmark and made a concept store. The cafe is perfect for a weekend brunch or wine night out; but be prepared for a long wait on Sunday mornings. My tip, get there when they open, put your name on the list, and tour the other floors of the store with a coffee or mimosa while you wait.
112 N Green St
Chicago, IL 60607
This hip coffee shop in the West Loop is Instagram famous for their Military Lattes (green tea latte with espresso shot) and have Doughnut Vault donuts to go with their beverages. They’re also connected to Green Street Smoked Meats, so you can move from the coffee shop to bar and bbq with ease.
Pickwick Coffee Roasters
22 E Jackson Ave
Chicago, IL 60604
Blink while passing the alley and you’ll miss the picturesque coffee shop at the end of it. The shop is tiny with basically only seating outdoors in nice weather, but the location is just so damn cute that you probably won’t care.
Rootstock Wine & Beer Bar
954 N California Ave
Chicago, IL 60622
This place is pretty much the ideal wine bar, with a fairly extensive wine list and enough munchies on the menu to keep you from moving anywhere fast. It’s small and homey, and exactly what you want for a quiet night out.
353 W Hubbard St (lower level)
Chicago, IL 60654
Under the Hampton Social is a speakeasy style bar with live music every night it’s open. The entrance is on the side of the building and disguised as a “tobacconist”. Get the “bathtub gin” and enjoy your cocktail in a porcelain tub with a mini rubber ducky.