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Girl's Weekend in Chicago

Chicago, IL

Active/Adventure, City, Girls / Guys Trip, Weekend Getaway
Spring, Summer, Fall, Winter
$, $$, $$$

Let me help you plan the perfect girl's weekend escape in Chicago. This guide is complete with rooftop recommendations, bottomless brunch, where to get a great Instagram, and my favorite food stops...just to name a few of the highlights! Fall in love with my favorite city using my guide. 

Guide Highlights

Bottomless Brunch or Bust
My recommendations for the best bottomless brunch spots in Chicago. Because what girl's trip is complete without infinite mimosas?

Where to Take in the Views
Chicago's rooftop views are world known. Stop by these rooftops for not only views, but exquisitely made adult beverages.

Guide Features

Local Food
Healthy Food
Foodie Favorites
Laid-back or Relaxation
Photo spots
Hidden Gems
Public Transportation


This guide includes many food recommendations along with all my favorite spots for cocktails, beer, and wine. I skipped out on the obvious tourist attractions and instead opted to give you ideas for a more unique experience that will help you get to know Chicago as a local does. 

This guide crafted by:

Caroline Williams

Traveling the world in search of delicious food and unique cocktails.

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