Whiskey Business

  • $
  • $
  • $
  • $
  • $
2nd floor
Wicker Park

Whiskey Business Rooftop Bar in Chicago

Rooftops, sky
Pub fare
Year round


Happening rooftop bar mixing 80s & 90s nostalgia with over 100 different whiskeys.

Found in the heart of Wicker Park, Whiskey Business is a spacious, fun and unique Chicago rooftop bar, offering vibes and happenings pretty much every day of the week.

The expansive, newly-designed, 3,000 square feet venue does not offer the best views in town, but the colorful and quirky rooftop terrace is still a great spot to enjoy al fresco drinks and satisfy all of your social cravings.

Up here you can watch classic movies on the 100” TV’s, party under the stars all weekend, or just enjoy the vibes and sounds of the 80’s and 90’s whenever.

The Whiskey Business rooftop menu comes filled with over 100 different whiskeys, crafted and seasonal cocktails, an expansive beer list, as well as a wide range of culinary creations. Enjoy shareables, buns, Taco Tuesday, or come for the weekend Brunch Club (11am-2.30pm).

Packed with a great atmosphere during summer, the Whiskey Business rooftop terrace is also available in winter, with cosy huts, curling lanes and hot drinks.

Location & Map

1367 N Milwaukee Ave, Chicago, IL 60622


Opening Hours

Wednesday:17.00 - 00.00
Thursday:17.00 - 00.00
Friday:11.00 - 02.00
Saturday:11.00 - 02.00
Sunday:11.00 - 17.00


  • What is the Whiskey Business dress code?

    The Whiskey Business dress code is casual.

  • What food does Whiskey Business serve?

    Whiskey Business serves a large selection of pub fare all week, as well as tast brunch during weekends.


Hot Read


Browse all the cities & articles at The Rooftop Guide

Follow The Rooftop Guide

More rooftop bars in Chicago
Sky Terrace at the Ivy Hotel
Sky Terrace at the Ivy Hotel

Perched on top of the Ivy Hotel in Streeterville, the Sky Terrace is somewhat of a hidden downtown gem. Sixteen floors above the hectic E Ontario Street, this is an elevated rooftop oasis for...

Z Bar
Z Bar

Set 6 floors up at The Peninsula Chicago, above Michigan Avenue, Z Bar is an upscale, refined and internationally inspired rooftop bar, offering amazing views over the central parts of Chicago. Out on the comfy and luxurious outdoor terrace you can...

LH Rooftop
LH Rooftop

LH Rooftop is a fantastic tri-level rooftop bar, located right by the Michigan Avenue bridge, on top of LondonHouse Chicago. The tri-level setting consits of an indoor lounge, called LH on 21, the main terrace called LH on 22 and a...

You may also like
Rooftop bar New York
Complete guide
35 best rooftop bars New York
Rooftop bar Miami
Complete guide
23 best rooftop bars Miami
Rooftop Bars Los Angeles
Complete guide
29 best rooftop bars Los Angeles
Rooftop Bars Atlanta
Complete guide
18 best rooftop bars Atlanta
Rooftop Bars Toronto
Complete guide
22 best rooftop bars Toronto
Rooftop Bars San Diego
Complete guide
20 best rooftop bars San Diego
Rooftop bar Bangkok
Complete guide
38 best rooftop bars Bangkok
Rooftop bar London
Complete guide
42 best rooftop bars London
Timeless watches for timeless views