The Front Room
nightlife
Live jazz on Saturday evenings. Great d...
Todos Santos
A low key vintage feel lounge. Great va...
Paradise Park
Festive atmosphere! A chill outdoor pati...
Sportsman's Club
Small and cosy neighborhood bar. It has...
TAO Chicago
food
Amazing ambiance! Good food and drinks.
Tack Room
It’s a small cozy bar with amazing ambie...
The 606
activities
Formerly a rail line, great spot to go f...
Museum Of Contemporary Art Chicago
culture
One of the largest contemporary museums...
Blue Chicago
Great local blues bands play here every...
Kingston Mines
One of the best places to catch a blues...
Cantón Regio
My favorite mexican brunch spot in Pilse...
Nordstrom Michigan Avenue
shopping
Awesome store for makeup, clothes, and s...
Zara
I love Zara! It's my go-to store for tre...
The Second City Training Center
Laugh so hard you cry when you catch a s...
California Clipper
Vintage lounge, great spot for live musi...
The Violet Hour
Creative cocktails & small bites define...
Websters Wine Bar Chicago
Great selection of wines. They offer sm...
INTERMIX
Contemporary, trendy shop. It's my go t...
Big Star
Enjoy tacos here and then explore Wicker...
Wrigley Field
Yeah, a bit obvious, but if you love spo...
Oak Street Beach
When the sun comes out Chicago, there ar...
John Hancock Center
For stunning views of the city head to t...
Sawada Coffee
coffee
Chill spot for creative (aka booze-fille...
Fairgrounds Coffee & Tea
This trendy spot is boujee and awesome....
La Colombe Coffee Roasters
In my opinion, the best coffee in the ci...
Stan's Donuts
Donuts are having a moment in Chicago, s...
Buckingham Fountain
outdoors
Ok, I know this is a very touristy landm...
The Art Institute of Chicago
A world-class museum for some of the mos...
Black Bull
Chic Spanish restaurant, serving a wide...
BORDEL | Cabaret & Cocktail Bar
Amazing 1920s themed bar with all the be...
Maison Parisienne - French Café
Fantastic french food and pastries. Fre...
Scofflaw
Rustic, cozy nook bar, Delightful drinks...
The Chicago Theatre
The iconic Chicago Theatre is a great ve...
Millennium Park
In the summer they host free concerts....
Cloud Gate
I mean I had to put this on here right?...
London House Rooftop Bar
Spectacular views of the city!! Terrace...
Cindy's Rooftop Bar
Cindy's rooftop bar & restaurant are on...
Wiener Circle
If you feel the need to try a Chicago do...
Pequod's Pizza
Ah yes, the Chicago deep dish debate. Wh...
Leña Brava
Rick Bayless' newest restaurant in Chica...
Las Asadas Fresh Mexican Grill Taqueria
Great place for tacos. My favorite are...
Coast Sushi Bar
Delicious sushi! Great ambiance and it'...
Tango Sur - Argentine Restaurant - Steakhouse - BYOB
MEAT on top of MEAT. And some of the bes...
Small Cheval
For when the wait is too long at Au Chev...
Piece Brewery & Pizzeria
Whether with a group (be prepared to wai...
Alhambra Palace Restaurant
Moroccan Themed Restaurant. Great atmos...
Prairie School
Phenomenal cocktails. Intimate setting...
Soho House Chicago
Hotel. Workplace. Gym. Restaurants. Coff...
