Experiences and Connection: A Short Guide of what Chicago has to Offer
- Chase
- Sep 29, 2024
- 2 min read

Let's go wild. I am a lot of fun, possibly a handful. But there is so much to do in the city and this is just a small glimpse of what we can explore together. As you can see, I lean toward the performing arts, spa dates and elevated experiences. However, I am incredibly open minded and simply love trying new things... so if you have another idea, just send me a message and we can discuss it.
But first I have to mention Shopping on Michigan Ave or Oak St...
What could be more fun than being spoiled? I love trying on clothing, hunting for gorgeous homewares, and splurging on shoes, jewelry and artworks. Your input is welcome, unless you're handing over the Amex for me to go wild ;) All gifts are of course graciously received and I have some suggestions here for those who want to leave a lasting impression. And as always, I'll totally make it worth your while.
Spa day at Aire Ancient Baths or Chuan Spa
Watch burlesque and sip good drinks at Bordel Cabaret & Speakeasy *
Or see a burlesque show at Tortoise Supper Club on Thursdays
Couples massages at the Leaf Spa at the Fairmont Hotel*
An evening spent at the Chicago Club (Always love Club Members!)**
Drinks and magic at Chicago's Magic Lounge *
Weekend Bed and Breakfast stay at The Publishing House Bed and Breakfast in west loop
An evening of laughter at the Red Room Comedy (Mark2 lounge next door) or The Second City Comedy Club
Helicopter ride over Chicago with Heli Tours
A weekend retreat Glamping at the Gwen Hotel *
The Arts Club of Chicago (Art Gallery & Lunch by Chef Lucas Franco)
An evening at the University Club of Chicago Rooftop (Members are highly appreciated!)**
Rent a boat for a few hours with Knot my Boat Charters (Seasonal)*
A fantastic meal and show at The Baton Show Lounge
A weekend couples staycation in one of the City's Top Rated Hotels or one of these 12 Cool Boutique Hotels in Chicago